A clean, modern one-day chemistry study schedule poster. Title at top: "Organic Chemistry - One Day Study Plan". Three colored slots arranged vertically with a timeline on the left side. SLOT 1 (Morning, orange): 8:00 AM - 12:30 PM, Unit 07 Reaction Mechanisms - lists Arndt-Eistert, Baeyer-Villiger, Diels-Alder, Grignard, Metal Hydride Reduction, Wolff-Kishner, Friedel-Crafts, Perkin, Cannizzaro, Mannich. Lunch Break 12:30 - 1:30 PM (grey). SLOT 2 (Afternoon, blue): 1:30 PM - 5:30 PM, Units 08 and 09 - Reactive Intermediates and Carbonium Rearrangements - lists Free Radicals, Homolytic/Heterolytic Fission, Carbene, Nitrene, Carbanions, Pinacol-Pinacolone, Wagner-Meerwein, Wolff, Hofmann, Beckmann. Evening Break 5:30 - 6:30 PM (grey). SLOT 3 (Night, purple): 6:30 PM - 11:55 PM, Unit 10 Carbanion Rearrangements plus Revision - Condensation, Favorskii, Wittig, Full Unit Revision, Self-Test. Chemistry molecule decorations in corners. Professional academic style with white background.

ls -la /home/daytona/workspace/ 2>/dev/null || echo "workspace does not exist ye…

mkdir -p /home/daytona/workspace/organic-chem-summary

~/organic-chem-summary/generate_pdf.py

from reportlab.lib.pagesizes import A4
from reportlab.lib import colors
from reportlab.lib.styles import getSampleStyleSheet, ParagraphStyle
from reportlab.lib.units import cm
from reportlab.platypus import (
    SimpleDocTemplate, Paragraph, Spacer, Table, TableStyle,
    HRFlowable, PageBreak, KeepTogether
)
from reportlab.lib.enums import TA_CENTER, TA_LEFT, TA_JUSTIFY

OUTPUT = "/home/daytona/workspace/organic-chem-summary/Organic_Chemistry_Reaction_Mechanisms.pdf"

# ── Colour palette ──────────────────────────────────────────────────
C_DARK   = colors.HexColor("#1a1a2e")
C_BLUE   = colors.HexColor("#16213e")
C_ACCENT = colors.HexColor("#e94560")
C_GOLD   = colors.HexColor("#f5a623")
C_GREEN  = colors.HexColor("#27ae60")
C_PURPLE = colors.HexColor("#8e44ad")
C_TEAL   = colors.HexColor("#1abc9c")
C_ORANGE = colors.HexColor("#e67e22")
C_LTGREY = colors.HexColor("#f4f6f8")
C_WHITE  = colors.white
C_BLACK  = colors.HexColor("#1c1c1c")

# ── Styles ──────────────────────────────────────────────────────────
styles = getSampleStyleSheet()

def make_style(name, parent='Normal', **kw):
    return ParagraphStyle(name, parent=styles[parent], **kw)

cover_title  = make_style('CoverTitle', 'Title', fontSize=28, textColor=C_WHITE,
                           alignment=TA_CENTER, spaceAfter=6, leading=34)
cover_sub    = make_style('CoverSub',   'Normal', fontSize=13, textColor=C_GOLD,
                           alignment=TA_CENTER, spaceAfter=4)
cover_date   = make_style('CoverDate',  'Normal', fontSize=10, textColor=colors.HexColor("#aaaaaa"),
                           alignment=TA_CENTER, spaceAfter=0)

unit_hdr     = make_style('UnitHdr', 'Heading1', fontSize=14, textColor=C_WHITE,
                           spaceAfter=4, spaceBefore=10, leading=18)
rxn_title    = make_style('RxnTitle', 'Heading2', fontSize=11, textColor=C_DARK,
                           spaceBefore=8, spaceAfter=2, leading=14)
rxn_label    = make_style('RxnLabel', 'Normal', fontSize=9, textColor=C_WHITE,
                           leading=11)
body_style   = make_style('Body', 'Normal', fontSize=9, textColor=C_BLACK,
                           leading=13, spaceAfter=2, alignment=TA_JUSTIFY)
bullet_style = make_style('Bullet', 'Normal', fontSize=9, textColor=C_BLACK,
                           leading=13, leftIndent=12, spaceAfter=1,
                           bulletIndent=4)
mech_style   = make_style('Mech', 'Normal', fontSize=8.5, textColor=colors.HexColor("#2c3e50"),
                           leading=12, leftIndent=14, spaceAfter=1,
                           fontName='Courier')
key_style    = make_style('Key', 'Normal', fontSize=9, textColor=C_WHITE,
                           leading=12, spaceAfter=1)
note_style   = make_style('Note', 'Normal', fontSize=8.5, textColor=colors.HexColor("#555555"),
                           leading=12, leftIndent=10, spaceAfter=2,
                           fontName='Helvetica-Oblique')

# ── Helper builders ─────────────────────────────────────────────────
def unit_header(text, bg=C_BLUE):
    data = [[Paragraph(text, unit_hdr)]]
    t = Table(data, colWidths=[17*cm])
    t.setStyle(TableStyle([
        ('BACKGROUND', (0,0), (-1,-1), bg),
        ('TOPPADDING',    (0,0), (-1,-1), 8),
        ('BOTTOMPADDING', (0,0), (-1,-1), 8),
        ('LEFTPADDING',   (0,0), (-1,-1), 12),
        ('ROUNDEDCORNERS', [4,4,4,4]),
    ]))
    return t

def reaction_block(number, name, reagents, mechanism_steps, key_points,
                   note=None, badge_color=C_ACCENT):
    """Returns a KeepTogether block for one named reaction."""
    elems = []

    # Badge + title row
    badge_data = [[Paragraph(f"<b>{number}</b>", rxn_label), Paragraph(f"<b>{name}</b>", rxn_title)]]
    badge_t = Table(badge_data, colWidths=[1.2*cm, 15.8*cm])
    badge_t.setStyle(TableStyle([
        ('BACKGROUND',    (0,0), (0,0), badge_color),
        ('BACKGROUND',    (1,0), (1,0), C_LTGREY),
        ('VALIGN',        (0,0), (-1,-1), 'MIDDLE'),
        ('TOPPADDING',    (0,0), (-1,-1), 5),
        ('BOTTOMPADDING', (0,0), (-1,-1), 5),
        ('LEFTPADDING',   (0,0), (0,0), 4),
        ('LEFTPADDING',   (1,0), (1,0), 8),
        ('ROUNDEDCORNERS', [3,3,3,3]),
    ]))
    elems.append(badge_t)

    # Reagents / conditions row
    if reagents:
        elems.append(Spacer(1, 3))
        row = [[Paragraph("<b>Reagents/Conditions:</b>", make_style('tmp','Normal',fontSize=8.5,textColor=C_TEAL,leading=11)),
                Paragraph(reagents, body_style)]]
        rt = Table(row, colWidths=[4.5*cm, 12.5*cm])
        rt.setStyle(TableStyle([
            ('TOPPADDING',    (0,0), (-1,-1), 2),
            ('BOTTOMPADDING', (0,0), (-1,-1), 2),
            ('LEFTPADDING',   (0,0), (-1,-1), 0),
        ]))
        elems.append(rt)

    # Mechanism steps
    elems.append(Spacer(1, 3))
    elems.append(Paragraph("<b>Mechanism Steps:</b>", make_style('tmp2','Normal',fontSize=8.5,textColor=C_PURPLE,leading=11)))
    for step in mechanism_steps:
        elems.append(Paragraph(f"&#x2192; {step}", mech_style))

    # Key points box
    if key_points:
        elems.append(Spacer(1, 4))
        kp_rows = [[Paragraph(f"&#x2022; {kp}", key_style)] for kp in key_points]
        kp_t = Table(kp_rows, colWidths=[17*cm])
        kp_t.setStyle(TableStyle([
            ('BACKGROUND',    (0,0), (-1,-1), C_DARK),
            ('TOPPADDING',    (0,0), (-1,-1), 3),
            ('BOTTOMPADDING', (0,0), (-1,-1), 3),
            ('LEFTPADDING',   (0,0), (-1,-1), 10),
            ('ROUNDEDCORNERS', [3,3,3,3]),
        ]))
        elems.append(kp_t)

    # Optional note
    if note:
        elems.append(Paragraph(f"<i>Note: {note}</i>", note_style))

    elems.append(Spacer(1, 8))
    elems.append(HRFlowable(width="100%", thickness=0.4, color=colors.HexColor("#dddddd")))
    elems.append(Spacer(1, 4))
    return KeepTogether(elems)


# ── Reaction Data ────────────────────────────────────────────────────

UNIT07_REACTIONS = [
    {
        "number": "01", "name": "Arndt-Eistert Reaction",
        "badge_color": C_ACCENT,
        "reagents": "Acid chloride + CH2N2 (diazomethane), then Ag2O/H2O (Wolff rearrangement)",
        "steps": [
            "Acid chloride (RCOCl) reacts with diazomethane -> alpha-diazoketone (RCOCHN2)",
            "Ag2O catalyst triggers Wolff rearrangement: diazoketone -> ketene (R-CH=C=O) + N2",
            "Ketene reacts with nucleophile (H2O, ROH, NH3) -> homologated acid/ester/amide",
        ],
        "keys": [
            "Net result: converts RCO-X to RCH2-COOH (one carbon homologation)",
            "Wolff rearrangement = 1,2-shift in carbene intermediate",
            "Ag2O or UV light can catalyze the Wolff step",
        ],
        "note": "Connects to Unit 09 - Wolff rearrangement is a carbene-driven 1,2-shift",
    },
    {
        "number": "02", "name": "Baeyer-Villiger Reaction",
        "badge_color": C_ORANGE,
        "reagents": "Ketone/aldehyde + peracid (mCPBA, peracetic acid) in CH2Cl2",
        "steps": [
            "Peracid attacks carbonyl carbon -> tetrahedral Criegee intermediate",
            "Migration of group antiperiplanar to O-O bond (concerted)",
            "Loss of carboxylic acid -> ester (from ketone) or formate (from aldehyde)",
        ],
        "keys": [
            "Migratory aptitude: 3-deg > 2-deg > aryl > 1-deg > methyl > H",
            "More substituted / electron-rich group migrates preferentially",
            "Stereospecific: configuration at migrating carbon is retained",
        ],
        "note": None,
    },
    {
        "number": "03", "name": "Diels-Alder Reaction",
        "badge_color": C_GREEN,
        "reagents": "Conjugated diene (s-cis) + dienophile (electron-poor alkene); often no catalyst",
        "steps": [
            "Diene adopts s-cis conformation (required for orbital overlap)",
            "Concerted [4+2] cycloaddition: HOMO(diene) + LUMO(dienophile) overlap",
            "New sigma bonds form simultaneously; six-membered ring product",
        ],
        "keys": [
            "Endo rule: endo product kinetically favored (secondary orbital interactions)",
            "syn addition: substituents on dienophile retain relative stereochemistry",
            "Electron-withdrawing groups on dienophile accelerate reaction",
            "Inverse electron demand: electron-rich dienophile + electron-poor diene",
        ],
        "note": None,
    },
    {
        "number": "04", "name": "Grignard Reaction",
        "badge_color": C_TEAL,
        "reagents": "R-X + Mg in dry ether -> RMgX; then carbonyl compound, then H3O+",
        "steps": [
            "Mg inserts into C-X bond -> organomagnesium halide (RMgX) in ether",
            "RMgX acts as carbanion (R-) nucleophile; attacks electrophilic carbonyl carbon",
            "Tetrahedral alkoxide intermediate forms; protonation (H3O+) gives alcohol",
        ],
        "keys": [
            "HCHO -> 1-deg alcohol; RCHO -> 2-deg; R2CO -> 3-deg; CO2 -> carboxylic acid",
            "Strict anhydrous conditions: water/protic solvents destroy Grignard",
            "Cannot have acidic H (OH, NH, COOH) in molecule",
        ],
        "note": None,
    },
    {
        "number": "05", "name": "Metal Hydride Reduction",
        "badge_color": C_PURPLE,
        "reagents": "LiAlH4 (LAH) in dry THF/ether, OR NaBH4 in MeOH/EtOH",
        "steps": [
            "Hydride (H-) from metal hydride attacks electrophilic carbonyl carbon",
            "Aluminum/boron alkoxide intermediate forms",
            "Aqueous workup releases alcohol product",
        ],
        "keys": [
            "LiAlH4: reduces acids, esters, amides, ketones, aldehydes, epoxides (stronger)",
            "NaBH4: selectively reduces ketones & aldehydes only (milder, protic-solvent safe)",
            "DIBAL-H at -78C: reduces esters to aldehydes (stops at hemiacetal stage)",
        ],
        "note": None,
    },
    {
        "number": "06", "name": "Wolff-Kishner Reduction",
        "badge_color": C_BLUE,
        "reagents": "Ketone/aldehyde + H2NNH2 (hydrazine) + KOH in ethylene glycol, heat",
        "steps": [
            "Carbonyl condenses with hydrazine -> hydrazone (C=NNH2) + H2O",
            "Strong base (KOH) deprotonates hydrazone -> resonance-stabilized anion",
            "Proton transfer and N2 elimination -> carbanion -> protonation -> alkane",
        ],
        "keys": [
            "Converts C=O directly to CH2 (deoxygenation)",
            "Complements Clemmensen (Zn/Hg, HCl) - use Wolff-Kishner for acid-sensitive substrates",
            "Huang-Minlon modification: simpler workup using excess hydrazine",
        ],
        "note": None,
    },
    {
        "number": "07", "name": "Friedel-Crafts Reaction",
        "badge_color": C_ACCENT,
        "reagents": "Alkylation: R-X + AlCl3 | Acylation: RCOCl + AlCl3, benzene/aromatic ring",
        "steps": [
            "Lewis acid (AlCl3) activates R-X or RCOCl -> electrophile (carbocation or acylium)",
            "Electrophile attacks pi-electron cloud of benzene -> sigma complex (arenium ion)",
            "Proton loss restores aromaticity -> product",
        ],
        "keys": [
            "Alkylation limitation: carbocation rearrangements give unexpected products",
            "Acylation gives stable acylium; no rearrangement; then Clemmensen -> alkane",
            "Deactivated rings (NO2, COR, COOH) do not undergo FC reactions",
            "Multiple alkylation problem in alkylation (product more reactive than starting material)",
        ],
        "note": None,
    },
    {
        "number": "08", "name": "Perkin Reaction",
        "badge_color": C_GREEN,
        "reagents": "Aromatic aldehyde + acid anhydride + sodium salt of the acid (base), heat",
        "steps": [
            "Base (carboxylate) deprotonates alpha-C of anhydride -> enolate (nucleophile)",
            "Enolate attacks aldehyde carbonyl -> beta-hydroxy intermediate",
            "Intramolecular acylation -> mixed anhydride",
            "Elimination and hydrolysis -> alpha,beta-unsaturated carboxylic acid",
        ],
        "keys": [
            "Gives alpha,beta-unsaturated (cinnamic acid-type) products",
            "Only aromatic or non-enolizable aldehydes work (no self-condensation)",
            "Knoevenagel is analogous but uses active methylene compounds",
        ],
        "note": None,
    },
    {
        "number": "09", "name": "Cannizzaro Reaction",
        "badge_color": C_ORANGE,
        "reagents": "Non-enolizable aldehyde (no alpha-H) + conc. NaOH (50%)",
        "steps": [
            "OH- attacks aldehyde -> tetrahedral alkoxide intermediate",
            "Hydride transfer (intramolecular or intermolecular) from one aldehyde to another",
            "One molecule oxidized -> carboxylate (COO-)",
            "Other molecule reduced -> primary alcohol",
        ],
        "keys": [
            "Disproportionation: same compound is both oxidized and reduced",
            "Requires NO alpha-H (formaldehyde, benzaldehyde, pivaldehyde)",
            "Cross-Cannizzaro: formaldehyde preferentially oxidized (best hydride donor)",
        ],
        "note": None,
    },
    {
        "number": "10", "name": "Mannich Reaction",
        "badge_color": C_PURPLE,
        "reagents": "Active methylene compound + formaldehyde + 2-deg amine (or NH3), acid catalyst",
        "steps": [
            "Amine + formaldehyde -> iminium ion (R2N+=CH2) - electrophilic",
            "Active methylene compound (beta-keto ester, ketone) forms enol/enolate",
            "Enol/enolate attacks iminium ion -> beta-amino carbonyl (Mannich base)",
        ],
        "keys": [
            "Three-component condensation: carbonyl + amine + CH-acidic compound",
            "Mannich bases are beta-amino carbonyl compounds",
            "Reverse Mannich (retro-Mannich) used in synthesis for ring fragmentation",
            "Key in synthesis of alkaloids and pharmaceutical intermediates",
        ],
        "note": None,
    },
]

UNIT08_REACTIONS = [
    {
        "number": "11", "name": "Homolytic vs Heterolytic Fission",
        "badge_color": C_TEAL,
        "reagents": "Bond breaking under radical conditions (homolytic) or ionic conditions (heterolytic)",
        "steps": [
            "Homolytic: A:B -> A* + B*  (one electron to each atom - free radicals formed)",
            "Heterolytic: A:B -> A(+) + B(:) or A(:) + B(+) (both electrons to one atom)",
            "Homolytic favored by: heat, UV, nonpolar solvents, weak bonds",
            "Heterolytic favored by: polar solvents, electronegativity difference",
        ],
        "keys": [
            "Homolytic -> free radicals; heterolytic -> ions (carbocations/carbanions)",
            "Bond dissociation energy (BDE) determines ease of homolytic cleavage",
            "Radical chain reactions: initiation -> propagation -> termination",
        ],
        "note": None,
    },
    {
        "number": "12", "name": "Stability of Free Radicals",
        "badge_color": C_ACCENT,
        "reagents": "Generated by homolytic fission of C-H or C-X bonds",
        "steps": [
            "Radical stabilized by hyperconjugation (adjacent C-H sigma bonds donate into SOMO)",
            "Resonance delocalization further stabilizes allylic/benzylic radicals",
            "More substituents = more hyperconjugation = greater stability",
        ],
        "keys": [
            "Stability order: 3-deg > 2-deg > 1-deg > methyl radical",
            "Allylic = benzylic >> 3-deg > 2-deg > 1-deg > methyl > vinyl",
            "Captodative effect: radical stabilized by both EWG and EDG simultaneously",
        ],
        "note": None,
    },
    {
        "number": "13", "name": "Carbene",
        "badge_color": C_GREEN,
        "reagents": "CHCl2 + strong base; or photolysis/thermolysis of diazo compounds/ketene",
        "steps": [
            "Singlet carbene: paired electrons in sp2 orbital (empty p orbital); highly reactive",
            "Triplet carbene: two unpaired electrons in separate orbitals (diradical); less reactive",
            "Singlet: concerted stereospecific addition to alkenes -> cyclopropane",
            "Triplet: stepwise (diradical) addition -> non-stereospecific cyclopropane",
        ],
        "keys": [
            "Singlet carbene: insertion into C-H bonds, cyclopropanation (stereospecific syn)",
            "Triplet carbene: behaves like diradical; non-stereospecific addition",
            "Simmons-Smith: :CH2 from Zn/CH2I2 -> cyclopropanation without free carbene",
            "Reimer-Tiemann reaction uses :CCl2 carbene intermediate",
        ],
        "note": None,
    },
    {
        "number": "14", "name": "Nitrene",
        "badge_color": C_ORANGE,
        "reagents": "Thermal/photolytic decomposition of azides (R-N3) or nitroso compounds",
        "steps": [
            "R-N3 (azide) -> heat/hv -> R-N: (nitrene) + N2",
            "Singlet nitrene: concerted insertion into N-H, C-H bonds; ring expansion",
            "Triplet nitrene: abstracts hydrogen (like carbene triplet); diradical behavior",
        ],
        "keys": [
            "Nitrene is nitrogen analog of carbene (neutral, monovalent, 6 electrons on N)",
            "Singlet nitrene: stereospecific C-H and N-H insertion",
            "Used in Hofmann-type rearrangements via isocyanate intermediates",
            "Photolysis of acyl azides -> isocyanates (Curtius-type, photochemical)",
        ],
        "note": None,
    },
    {
        "number": "15", "name": "Carbanions",
        "badge_color": C_PURPLE,
        "reagents": "Strong base (BuLi, NaNH2, NaH) removes acidic proton; or organometallic formation",
        "steps": [
            "R-H + strong base -> R(-) + BH (carbanion generated at sp3 carbon)",
            "Stability governed by: inductive effects, hybridization, resonance",
            "sp > sp2 > sp3 (more s-character = greater stability of carbanion)",
        ],
        "keys": [
            "Stabilized by: EWG groups (CN, COR, NO2), resonance delocalization",
            "Destabilized by: EDG groups (alkyl groups donate electrons)",
            "pKa order: terminal alkyne (25) > NH3 (38) > alkane (~50)",
            "Carbanions are nucleophiles and bases; react with electrophilic carbons",
        ],
        "note": None,
    },
]

UNIT09_REACTIONS = [
    {
        "number": "16", "name": "Pinacol-Pinacolone Rearrangement",
        "badge_color": C_ACCENT,
        "reagents": "1,2-diol (pinacol) + dilute H2SO4 (acid catalyst), heat",
        "steps": [
            "Protonation of one OH group -> oxonium ion",
            "Loss of water -> tertiary carbocation (most stable)",
            "1,2-alkyl or aryl shift (migrates from adjacent C to carbocation center)",
            "Loss of proton from remaining OH -> pinacolone (ketone product)",
        ],
        "keys": [
            "1,2-diol -> ketone; net: dehydration + 1,2-shift",
            "More substituted carbocation formed first (driving force)",
            "Migratory aptitude: aryl > alkyl; electron-rich groups migrate preferentially",
            "Anti-periplanar geometry required for migration",
        ],
        "note": "Classic example of 1,2-shift in carbocation chemistry",
    },
    {
        "number": "17", "name": "Wagner-Meerwein Rearrangement",
        "badge_color": C_ORANGE,
        "reagents": "Solvolysis of alcohols/halides with neighboring group; SN1-type conditions",
        "steps": [
            "Ionization of leaving group -> primary/secondary carbocation",
            "1,2-hydride or 1,2-alkyl shift -> more stable (2-deg or 3-deg) carbocation",
            "Nucleophile captures rearranged carbocation -> rearranged product",
        ],
        "keys": [
            "Occurs whenever rearrangement gives a more stable carbocation",
            "Can involve 1,2-H shift or 1,2-carbon (alkyl/aryl) shift",
            "Responsible for 'abnormal' solvolysis products in norbornyl systems",
            "Norbornyl cation: bridged non-classical carbocation (Brown vs Winstein debate)",
        ],
        "note": None,
    },
    {
        "number": "18", "name": "Wolff Rearrangement",
        "badge_color": C_GREEN,
        "reagents": "Alpha-diazoketone + heat or Ag2O catalyst (part of Arndt-Eistert)",
        "steps": [
            "Alpha-diazoketone loses N2 -> alpha-oxocarbene (Wolff carbene)",
            "Concerted 1,2-acyl shift -> ketene",
            "Ketene trapped by nucleophile (H2O, ROH, NHR2) -> homologated product",
        ],
        "keys": [
            "Wolff rearrangement = carbene -> ketene via 1,2-acyl migration",
            "Photochemical or thermal; Ag2O lowers activation energy",
            "Central to Arndt-Eistert one-carbon homologation sequence",
        ],
        "note": "Direct link to Arndt-Eistert (Unit 07, Reaction 01)",
    },
    {
        "number": "19", "name": "Hofmann Rearrangement",
        "badge_color": C_TEAL,
        "reagents": "Primary amide (RCONH2) + Br2 + NaOH (aqueous), then acidify",
        "steps": [
            "Br2 + NaOH brominate amide N -> N-bromoamide (RCONHB r)",
            "Base deprotonates N-bromoamide -> N-bromoamide anion",
            "Anion rearranges: R migrates to N (1,2-shift) + Br- leaves -> isocyanate (R-N=C=O)",
            "Isocyanate hydrolyzes in aqueous NaOH -> primary amine (R-NH2) + CO2",
        ],
        "keys": [
            "Net: RCONH2 -> RNH2 (loss of one carbon as CO2)",
            "Isocyanate is the key intermediate (can be isolated in anhydrous conditions)",
            "Migration is stereospecific: configuration at R is retained",
            "Analogous to Curtius (from acyl azide) and Lossen (from hydroxamic acid)",
        ],
        "note": None,
    },
    {
        "number": "20", "name": "Beckmann Rearrangement",
        "badge_color": C_PURPLE,
        "reagents": "Ketoxime + PCl5, H2SO4, polyphosphoric acid, or SOCl2 (acid catalyst)",
        "steps": [
            "Protonation (or activation) of oxime OH -> good leaving group",
            "Anti group (trans to OH) migrates from C to N as OH leaves (concerted)",
            "Nitrilium ion intermediate forms",
            "Water attacks nitrilium carbon -> amide (Beckmann product)",
        ],
        "keys": [
            "Anti group (anti to -OH) always migrates (stereospecific)",
            "Cyclic ketoximes -> ring expansion (cyclopentanone oxime -> caprolactam, nylon-6)",
            "E-oxime and Z-oxime give different amides",
            "Industrial importance: cyclohexanone oxime -> caprolactam",
        ],
        "note": None,
    },
]

UNIT10_REACTIONS = [
    {
        "number": "21", "name": "Condensation Reactions (Aldol & Claisen)",
        "badge_color": C_ACCENT,
        "reagents": "Aldol: aldehyde/ketone + dil. NaOH or dil. HCl | Claisen: ester + NaOEt",
        "steps": [
            "Aldol: Base abstracts alpha-H -> enolate; enolate attacks carbonyl -> beta-hydroxy carbonyl",
            "Aldol condensation: heating eliminates water -> alpha,beta-unsaturated carbonyl",
            "Claisen: enolate of ester attacks another ester -> beta-ketoester after loss of OR-",
            "Mixed (Directed) aldol: use LDA to form kinetic enolate exclusively",
        ],
        "keys": [
            "Aldol addition: gives beta-hydroxy carbonyl (no elimination)",
            "Aldol condensation: gives alpha,beta-unsaturated carbonyl (after elimination)",
            "Claisen condensation: ester + ester -> beta-ketoester",
            "Dieckmann: intramolecular Claisen -> cyclic beta-ketoester",
        ],
        "note": None,
    },
    {
        "number": "22", "name": "Favorskii Rearrangement",
        "badge_color": C_ORANGE,
        "reagents": "Alpha-halo ketone + NaOH (or NaOR, NaNH2) - nucleophilic base",
        "steps": [
            "Base abstracts alpha-H (on side WITHOUT halogen) -> enolate",
            "Enolate displaces halide intramolecularly -> cyclopropanone intermediate",
            "Nucleophile (OH- or OR-) opens strained cyclopropanone ring",
            "Ring opens to give rearranged acid/ester (ring contraction by one C if cyclic)",
        ],
        "keys": [
            "Alpha-halo ketone -> rearranged carboxylic acid/ester (carbon skeleton rearranges)",
            "Cyclic alpha-halo ketones: ring contraction (6-membered -> 5-membered acid)",
            "Semibenzilic mechanism: when no alpha-H on one side (1,2-acyl shift path)",
            "Key test: presence of alpha-H on non-halogen side determines mechanism",
        ],
        "note": "Carbanion-driven rearrangement (contrast with carbocation rearrangements in Unit 09)",
    },
    {
        "number": "23", "name": "Wittig Reaction (Rearrangement)",
        "badge_color": C_GREEN,
        "reagents": "Phosphonium ylide (Ph3P=CHR) + aldehyde or ketone, THF or CH2Cl2",
        "steps": [
            "Ylide preparation: Ph3P + R-X -> phosphonium salt; strong base (BuLi) -> ylide (Ph3P=CR2)",
            "Ylide (nucleophilic carbon) attacks carbonyl -> betaine intermediate (zwitterion)",
            "Betaine cyclizes -> oxaphosphetane (4-membered ring)",
            "[2+2] cycloreversion of oxaphosphetane -> alkene + Ph3P=O",
        ],
        "keys": [
            "Net: C=O + Ph3P=CR2 -> C=CR2 (replaces oxygen with carbon)",
            "Stabilized ylides (EWG): give mostly E-alkene",
            "Non-stabilized ylides (alkyl): give mostly Z-alkene (cis-selective)",
            "Ph3P=O byproduct is the thermodynamic driving force",
            "Horner-Wadsworth-Emmons (HWE): phosphonate ester variant; better E-selectivity",
        ],
        "note": None,
    },
]


# ── Build PDF ────────────────────────────────────────────────────────

doc = SimpleDocTemplate(
    OUTPUT,
    pagesize=A4,
    rightMargin=2*cm, leftMargin=2*cm,
    topMargin=1.5*cm, bottomMargin=1.5*cm,
    title="Organic Chemistry Reaction Mechanisms",
    author="Orris Study Planner",
    subject="Quick Review Sheet - Units 07-10"
)

story = []

# ── COVER PAGE ──
cover_bg_data = [[Paragraph("ORGANIC CHEMISTRY", cover_title)],
                 [Paragraph("Reaction Mechanisms &amp; Rearrangements", cover_sub)],
                 [Paragraph("Quick Review Sheet  |  Units 07 - 10", cover_sub)],
                 [Spacer(1, 0.3*cm)],
                 [HRFlowable(width="80%", thickness=1.5, color=C_GOLD)],
                 [Spacer(1, 0.3*cm)],
                 [Paragraph("23 Named Reactions | Reactive Intermediates | Rearrangements", cover_date)],
                 [Paragraph("Study Date: May 24, 2026", cover_date)],
                 ]
cover_t = Table(cover_bg_data, colWidths=[17*cm])
cover_t.setStyle(TableStyle([
    ('BACKGROUND', (0,0), (-1,-1), C_DARK),
    ('TOPPADDING',    (0,0), (-1,-1), 6),
    ('BOTTOMPADDING', (0,0), (-1,-1), 6),
    ('LEFTPADDING',   (0,0), (-1,-1), 20),
    ('ROUNDEDCORNERS', [8,8,8,8]),
]))
story.append(Spacer(1, 1.5*cm))
story.append(cover_t)
story.append(Spacer(1, 0.8*cm))

# Quick TOC
toc_data = [
    [Paragraph("<b>Unit</b>", make_style('th','Normal',fontSize=9,textColor=C_WHITE,alignment=TA_CENTER)),
     Paragraph("<b>Topic</b>", make_style('th2','Normal',fontSize=9,textColor=C_WHITE)),
     Paragraph("<b>Reactions</b>", make_style('th3','Normal',fontSize=9,textColor=C_WHITE,alignment=TA_CENTER))],
    [Paragraph("07", make_style('td','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER)),
     Paragraph("Reaction Mechanisms", body_style),
     Paragraph("01 - 10", make_style('td2','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER))],
    [Paragraph("08", make_style('td','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER)),
     Paragraph("Reactive Intermediates &amp; Free Radicals", body_style),
     Paragraph("11 - 15", make_style('td2','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER))],
    [Paragraph("09", make_style('td','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER)),
     Paragraph("Carbonium Ion Rearrangements", body_style),
     Paragraph("16 - 20", make_style('td2','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER))],
    [Paragraph("10", make_style('td','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER)),
     Paragraph("Carbanion Rearrangements &amp; Condensations", body_style),
     Paragraph("21 - 23", make_style('td2','Normal',fontSize=9,textColor=C_DARK,alignment=TA_CENTER))],
]
toc_t = Table(toc_data, colWidths=[2*cm, 11*cm, 4*cm])
toc_t.setStyle(TableStyle([
    ('BACKGROUND',    (0,0), (-1,0), C_BLUE),
    ('BACKGROUND',    (0,1), (-1,-1), C_LTGREY),
    ('ROWBACKGROUNDS',(0,1), (-1,-1), [C_LTGREY, colors.white]),
    ('TOPPADDING',    (0,0), (-1,-1), 6),
    ('BOTTOMPADDING', (0,0), (-1,-1), 6),
    ('LEFTPADDING',   (0,0), (-1,-1), 8),
    ('GRID',          (0,0), (-1,-1), 0.4, colors.HexColor("#cccccc")),
    ('ROUNDEDCORNERS', [4,4,4,4]),
]))
story.append(toc_t)
story.append(PageBreak())

# ── UNIT 07 ──
story.append(unit_header("UNIT 07  |  Reaction Mechanisms  (Reactions 01-10)", bg=C_ACCENT))
story.append(Spacer(1, 8))
for rx in UNIT07_REACTIONS:
    story.append(reaction_block(
        rx["number"], rx["name"],
        rx["reagents"], rx["steps"], rx["keys"],
        note=rx.get("note"), badge_color=rx.get("badge_color", C_ACCENT)
    ))

story.append(PageBreak())

# ── UNIT 08 ──
story.append(unit_header("UNIT 08  |  Reactive Intermediates & Free Radicals  (Reactions 11-15)", bg=C_TEAL))
story.append(Spacer(1, 8))
for rx in UNIT08_REACTIONS:
    story.append(reaction_block(
        rx["number"], rx["name"],
        rx["reagents"], rx["steps"], rx["keys"],
        note=rx.get("note"), badge_color=rx.get("badge_color", C_TEAL)
    ))

story.append(PageBreak())

# ── UNIT 09 ──
story.append(unit_header("UNIT 09  |  Carbonium Ion Rearrangements  (Reactions 16-20)", bg=C_ORANGE))
story.append(Spacer(1, 8))
for rx in UNIT09_REACTIONS:
    story.append(reaction_block(
        rx["number"], rx["name"],
        rx["reagents"], rx["steps"], rx["keys"],
        note=rx.get("note"), badge_color=rx.get("badge_color", C_ORANGE)
    ))

story.append(PageBreak())

# ── UNIT 10 ──
story.append(unit_header("UNIT 10  |  Carbanion Rearrangements & Condensations  (Reactions 21-23)", bg=C_PURPLE))
story.append(Spacer(1, 8))
for rx in UNIT10_REACTIONS:
    story.append(reaction_block(
        rx["number"], rx["name"],
        rx["reagents"], rx["steps"], rx["keys"],
        note=rx.get("note"), badge_color=rx.get("badge_color", C_PURPLE)
    ))

story.append(PageBreak())

# ── QUICK COMPARISON TABLE ──
story.append(unit_header("QUICK COMPARISON: Rearrangements at a Glance", bg=C_BLUE))
story.append(Spacer(1, 8))

comp_headers = [
    Paragraph("<b>Reaction</b>", make_style('ch','Normal',fontSize=8.5,textColor=C_WHITE)),
    Paragraph("<b>Starting Material</b>", make_style('ch2','Normal',fontSize=8.5,textColor=C_WHITE)),
    Paragraph("<b>Key Intermediate</b>", make_style('ch3','Normal',fontSize=8.5,textColor=C_WHITE)),
    Paragraph("<b>Product</b>", make_style('ch4','Normal',fontSize=8.5,textColor=C_WHITE)),
    Paragraph("<b>Driving Force</b>", make_style('ch5','Normal',fontSize=8.5,textColor=C_WHITE)),
]

comp_rows = [
    ["Arndt-Eistert",     "Acid chloride",      "Carbene/Ketene",    "Homologated acid",    "1,2-acyl shift"],
    ["Baeyer-Villiger",   "Ketone",             "Criegee int.",      "Ester",               "O-insertion"],
    ["Pinacol",           "1,2-Diol",           "Carbocation",       "Ketone",              "1,2-C/Ar shift"],
    ["Wagner-Meerwein",   "Alcohol/Halide",      "Carbocation",       "Rearranged product",  "1,2-H or C shift"],
    ["Wolff",             "Diazoketone",         "Oxocarbene",        "Ketene",              "1,2-acyl shift"],
    ["Hofmann",           "Primary amide",       "Isocyanate",        "Primary amine (-1C)", "1,2-N migration"],
    ["Beckmann",          "Ketoxime",            "Nitrilium ion",     "Amide",               "Anti-group shift"],
    ["Favorskii",         "Alpha-halo ketone",   "Cyclopropanone",    "Acid/Ester",          "Carbanion + ring"],
    ["Wittig",            "Carbonyl",            "Oxaphosphetane",    "Alkene",              "P=O bond strength"],
    ["Cannizzaro",        "Non-enolizable ald.", "Hydride transfer",  "Acid + Alcohol",      "Disproportionation"],
]

comp_style_cell = make_style('cc','Normal',fontSize=8.5,textColor=C_BLACK,leading=11)

table_data = [comp_headers]
for row in comp_rows:
    table_data.append([Paragraph(cell, comp_style_cell) for cell in row])

comp_t = Table(table_data, colWidths=[3.2*cm, 3.4*cm, 3.2*cm, 3.4*cm, 3.8*cm])
comp_t.setStyle(TableStyle([
    ('BACKGROUND',    (0,0), (-1,0), C_DARK),
    ('ROWBACKGROUNDS',(0,1), (-1,-1), [C_LTGREY, colors.white]),
    ('GRID',          (0,0), (-1,-1), 0.4, colors.HexColor("#cccccc")),
    ('TOPPADDING',    (0,0), (-1,-1), 5),
    ('BOTTOMPADDING', (0,0), (-1,-1), 5),
    ('LEFTPADDING',   (0,0), (-1,-1), 6),
    ('VALIGN',        (0,0), (-1,-1), 'TOP'),
]))
story.append(comp_t)
story.append(Spacer(1, 0.5*cm))

# ── MNEMONICS PAGE ──
story.append(Spacer(1, 0.3*cm))
story.append(unit_header("MNEMONICS & MEMORY AIDS", bg=C_GREEN))
story.append(Spacer(1, 8))

mnemonics = [
    ("Arndt-Eistert",   "Diazo loses N2 -> Wolff carbene -> Ketene -> Homologate (+1C)"),
    ("Baeyer-Villiger", "Oxygen INSERTS beside the BEST migrator (3-deg > 2-deg > aryl > 1-deg > Me > H)"),
    ("Diels-Alder",     "s-cis diene + electron-poor dienophile = 6-membered ring; ENDO = kinetic product"),
    ("Grignard",        "Mg metal + RX in dry ether; attacks electrophiles; HATE water"),
    ("LiAlH4 vs NaBH4","LAH = powerful (reduces acids/esters); NaBH4 = gentle (ketones/aldehydes only)"),
    ("Wolff-Kishner",   "C=O -> CH2; hydrazine + KOH; use for acid-SENSITIVE substrates"),
    ("Friedel-Crafts",  "AlCl3 activates; acylation preferred (no rearrangement, no poly-substitution)"),
    ("Pinacol",         "1,2-diol + H+ -> lose OH -> carbo+ -> 1,2-SHIFT -> ketone"),
    ("Hofmann",         "AMIDE shrinks by 1C (Br2/NaOH); isocyanate intermediate; config RETAINED"),
    ("Beckmann",        "ANTI group migrates; E-oxime and Z-oxime give DIFFERENT amides"),
    ("Favorskii",       "Alpha-HALO ketone + base -> cyclopropanone -> ring opens = CONTRACTION"),
    ("Wittig",          "Ylide (Ph3P=CR2) + C=O -> alkene + Ph3P=O; non-stabilized = Z; stabilized = E"),
    ("Mannich",         "3 components: formaldehyde + amine + active CH2 = Mannich BASE"),
    ("Cannizzaro",      "NO alpha-H + conc. NaOH = one oxidized (acid) + one reduced (alcohol)"),
]

mnem_style = make_style('ms','Normal',fontSize=9,textColor=C_BLACK,leading=12)
mnem_name_style = make_style('mn','Normal',fontSize=9,textColor=C_WHITE,leading=12,fontName='Helvetica-Bold')

for rxn_name, mnem in mnemonics:
    row_data = [[Paragraph(rxn_name, mnem_name_style), Paragraph(mnem, mnem_style)]]
    mt = Table(row_data, colWidths=[4.5*cm, 12.5*cm])
    mt.setStyle(TableStyle([
        ('BACKGROUND',    (0,0), (0,0), C_DARK),
        ('BACKGROUND',    (1,0), (1,0), C_LTGREY),
        ('TOPPADDING',    (0,0), (-1,-1), 5),
        ('BOTTOMPADDING', (0,0), (-1,-1), 5),
        ('LEFTPADDING',   (0,0), (-1,-1), 8),
        ('GRID',          (0,0), (-1,-1), 0.3, colors.HexColor("#dddddd")),
    ]))
    story.append(mt)
    story.append(Spacer(1, 2))

# ── Footer note ──
story.append(Spacer(1, 0.8*cm))
story.append(HRFlowable(width="100%", thickness=0.6, color=C_ACCENT))
story.append(Spacer(1, 4))
story.append(Paragraph(
    "Organic Chemistry Quick Review  |  Units 07-10  |  23 Named Reactions  |  Generated by Orris",
    make_style('footer','Normal', fontSize=8, textColor=colors.HexColor("#999999"), alignment=TA_CENTER)
))

# ── Build ──
doc.build(story)
print(f"PDF generated: {OUTPUT}")

cd /home/daytona/workspace/organic-chem-summary && python generate_pdf.py 2>&1

ls -lh /home/daytona/workspace/organic-chem-summary/Organic_Chemistry_Reaction_M…

~/organic-chem-summary/generate_pptx.js

const pptxgen = require("pptxgenjs");
const pres = new pptxgen();
pres.layout = "LAYOUT_WIDE"; // 13.3" x 7.5"
pres.title = "Organic Chemistry Reaction Mechanisms";
pres.author = "Orris Study Planner";
pres.subject = "Units 07-10 | Named Reactions & Rearrangements";

// ─── PALETTE ──────────────────────────────────────────────────────────────
const C = {
  dark:    "1a1a2e",
  navy:    "16213e",
  accent:  "e94560",
  gold:    "f5a623",
  green:   "27ae60",
  purple:  "8e44ad",
  teal:    "1abc9c",
  orange:  "e67e22",
  blue:    "2980b9",
  ltgrey:  "f4f6f8",
  midgrey: "bdc3c7",
  white:   "FFFFFF",
  black:   "1c1c1c",
  red:     "c0392b",
};

// ─── HELPERS ──────────────────────────────────────────────────────────────

// Dark slide background
function darkBg(slide, color = C.dark) {
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// Section header bar
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// Unit badge pill
function unitBadge(slide, unitText, x, y, bgColor) {
  slide.addShape(pres.ShapeType.roundRect, { x, y, w: 1.4, h: 0.45, fill: { color: bgColor }, rectRadius: 0.12 });
  slide.addText(unitText, { x, y, w: 1.4, h: 0.45, fontSize: 11, bold: true, color: C.white, align: "center", valign: "middle" });
}

// Step box (coloured rectangle with text)
function stepBox(slide, text, x, y, w, h, fill, textColor = C.white, fontSize = 9.5) {
  slide.addShape(pres.ShapeType.roundRect, { x, y, w, h, fill: { color: fill }, rectRadius: 0.08,
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// Key points sidebar
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  }));
  slide.addText(items, { x: x + 0.12, y: y + 0.1, w: w - 0.2, h: h - 0.2, valign: "top", wrap: true });
}

// Label above a box
function label(slide, text, x, y, w, color = C.black, fontSize = 8.5) {
  slide.addText(text, { x, y, w, h: 0.28, fontSize, color, align: "center", italic: true });
}

// Numbered circle
function numCircle(slide, n, x, y, color) {
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  slide.addText(String(n), { x, y, w: 0.38, h: 0.38, fontSize: 11, bold: true, color: C.white, align: "center", valign: "middle" });
}

// Molecule/compound box (slightly different style)
function molBox(slide, text, x, y, w = 2.2, h = 0.62, fill = C.white, textColor = C.dark) {
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    align: "center", valign: "middle", wrap: true, bold: false });
}

// ─── SLIDE 1 — COVER ─────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  darkBg(s);

  // Large accent bar on left
  s.addShape(pres.ShapeType.rect, { x: 0, y: 0, w: 0.18, h: 7.5, fill: { color: C.accent } });

  // Top label
  s.addText("ORGANIC CHEMISTRY", {
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    fontSize: 13, bold: true, color: C.accent, charSpacing: 8, align: "center"
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  // Subtitle
  s.addText("Units 07 - 10  |  23 Named Reactions  |  Quick Review Deck", {
    x: 0.5, y: 3.6, w: 12.3, h: 0.5,
    fontSize: 14, color: C.gold, align: "center"
  });

  // Unit badges across middle
  const units = [
    { label: "UNIT 07\nReaction Mechanisms", color: C.accent },
    { label: "UNIT 08\nReactive Intermediates", color: C.teal },
    { label: "UNIT 09\nCarbonium Rearrangements", color: C.orange },
    { label: "UNIT 10\nCarbanion Rearrangements", color: C.purple },
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    x: 0.5, y: 6.9, w: 12.3, h: 0.4, fontSize: 9, color: "888888", align: "center"
  });
}

// ─── SLIDE 2 — TABLE OF CONTENTS ─────────────────────────────────────────
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  lightBg(s);
  topStrip(s, C.dark, 0.08);
  headerBar(s, "📋  Contents at a Glance", C.dark);

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    { num: "08", title: "Reactive Intermediates",           color: C.teal,    reactions: "Homolytic/Heterolytic Fission · Free Radical Stability · Carbene · Nitrene · Carbanions" },
    { num: "09", title: "Carbonium Ion Rearrangements",     color: C.orange,  reactions: "Pinacol-Pinacolone · Wagner-Meerwein · Wolff · Hofmann · Beckmann" },
    { num: "10", title: "Carbanion Rearrangements",         color: C.purple,  reactions: "Condensation (Aldol/Claisen) · Favorskii · Wittig" },
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}

// ─── UNIT 07 DIVIDER ──────────────────────────────────────────────────────
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  s.addShape(pres.ShapeType.rect, { x: 0, y: 0, w: 13.3, h: 7.5, fill: { color: C.dark, transparency: 20 } });
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  const names = ["Arndt-Eistert", "Baeyer-Villiger", "Diels-Alder", "Grignard", "Metal Hydride", "Wolff-Kishner", "Friedel-Crafts", "Perkin", "Cannizzaro", "Mannich"];
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    const col = i < 5 ? 0 : 1;
    const row = i < 5 ? i : i - 5;
    s.addText("➤ " + n, { x: 2.5 + col * 4.5, y: 3.7 + row * 0.55, w: 4.2, h: 0.5, fontSize: 12, color: C.white });
  });
}

// ─── SLIDE: ARNDT-EISTERT ─────────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.accent);
  headerBar(s, "01  |  Arndt-Eistert Reaction  —  One-Carbon Homologation", C.accent);
  unitBadge(s, "UNIT 07", 11.9, 0.2, C.dark);

  // Flow diagram
  const boxes = [
    { text: "Acid\nChloride\nR-COCl", fill: C.blue },
    { text: "+ CH₂N₂\n(diazomethane)\n→ α-Diazoketone", fill: C.teal },
    { text: "Wolff\nRearrangement\n(Ag₂O / hν)", fill: C.orange },
    { text: "Ketene\nR-CH=C=O\n+ N₂", fill: C.purple },
    { text: "Nucleophile\n(H₂O / ROH / NH₃)\n→ Product", fill: C.green },
  ];
  boxes.forEach((b, i) => {
    stepBox(s, b.text, 0.35 + i * 2.55, 1.15, 2.2, 1.1, b.fill, C.white, 9.5);
    if (i < boxes.length - 1) arrowRight(s, 2.6 + i * 2.55, 1.6, 0.32);
  });

  // Labels
  label(s, "Step 1", 0.35, 1.02, 2.2, C.blue);
  label(s, "Step 2", 2.9, 1.02, 2.2, C.teal);
  label(s, "Step 3 — Key", 5.45, 1.02, 2.2, C.orange);
  label(s, "Intermediate", 8.0, 1.02, 2.2, C.purple);
  label(s, "Product", 10.55, 1.02, 2.2, C.green);

  // Net equation strip
  s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 2.55, w: 12.6, h: 0.62, fill: { color: C.dark }, rectRadius: 0.08 });
  s.addText("NET:  R-COCl  →  R-CH₂-COOH   (chain extended by 1 carbon)", {
    x: 0.5, y: 2.55, w: 12.3, h: 0.62, fontSize: 13, bold: true, color: C.gold, align: "center", valign: "middle"
  });

  keyBox(s, [
    "Wolff rearrangement: α-oxocarbene → ketene via 1,2-acyl shift (carbene intermediate)",
    "Ag₂O catalyst or UV light drives the Wolff step",
    "Stereospecific: configuration at migrating carbon is retained",
    "Links to Unit 09 — Wolff rearrangement = carbene-driven 1,2-shift",
  ], 0.35, 3.38, 8.2, 1.6, C.navy);

  // Migratory note box
  s.addShape(pres.ShapeType.roundRect, { x: 8.85, y: 3.38, w: 4.1, h: 1.6, fill: { color: C.accent }, rectRadius: 0.1 });
  s.addText("⚠ EXAM TIP\n\nThis reaction is tested by asking:\n• What is the Wolff intermediate?\n• What is the net change?\n(Answer: +1 carbon)", {
    x: 8.98, y: 3.42, w: 3.85, h: 1.5, fontSize: 9.5, color: C.white, valign: "top", wrap: true
  });

  s.addText("Reagents: R-COCl + CH₂N₂, then Ag₂O or hν, then H₂O/ROH/NH₃", {
    x: 0.35, y: 5.18, w: 12.6, h: 0.38, fontSize: 9.5, color: "666666", italic: true
  });
}

// ─── SLIDE: BAEYER-VILLIGER ───────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.orange);
  headerBar(s, "02  |  Baeyer-Villiger Reaction  —  O-Insertion into Ketones", C.orange);
  unitBadge(s, "UNIT 07", 11.9, 0.2, C.dark);

  // Mechanism flow
  const msteps = [
    { t: "Ketone\nR-CO-R'", f: C.blue },
    { t: "Peracid\n(mCPBA)\nAttacks C=O", f: C.teal },
    { t: "Criegee\nIntermediate\n(tetrahedral)", f: C.orange },
    { t: "Migration\n+ Loss of\ncarboxylic acid", f: C.purple },
    { t: "Ester\nR-COO-R'", f: C.green },
  ];
  msteps.forEach((b, i) => {
    stepBox(s, b.t, 0.35 + i * 2.55, 1.15, 2.2, 1.05, b.f, C.white, 9.5);
    if (i < msteps.length - 1) arrowRight(s, 2.6 + i * 2.55, 1.58, 0.32);
  });

  // Migratory aptitude table
  s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 2.55, w: 12.6, h: 1.5, fill: { color: C.dark }, rectRadius: 0.1 });
  s.addText("MIGRATORY APTITUDE  (highest → lowest)", {
    x: 0.5, y: 2.62, w: 12.3, h: 0.38, fontSize: 12, bold: true, color: C.gold, align: "center"
  });
  const mig = ["3° alkyl", "2° alkyl", "Aryl", "1° alkyl", "Methyl", "H"];
  const migC = [C.red, C.orange, C.teal, C.blue, C.purple, "888888"];
  mig.forEach((m, i) => {
    const x = 0.8 + i * 2.0;
    s.addShape(pres.ShapeType.roundRect, { x, y: 3.08, w: 1.65, h: 0.65, fill: { color: migC[i] }, rectRadius: 0.08 });
    s.addText(m, { x, y: 3.08, w: 1.65, h: 0.65, fontSize: 11, bold: true, color: C.white, align: "center", valign: "middle" });
    if (i < mig.length - 1) s.addText(">", { x: x + 1.65, y: 3.08, w: 0.35, h: 0.65, fontSize: 14, bold: true, color: C.gold, align: "center", valign: "middle" });
  });

  keyBox(s, [
    "Oxygen inserts between the carbonyl C and the best migrating group",
    "Stereospecific: configuration at the migrating carbon is RETAINED",
    "Peracids used: mCPBA, peracetic acid, trifluoroperacetic acid",
    "Baeyer-Villiger oxidation of aldehydes → formate esters (H migrates)",
  ], 0.35, 4.1, 8.2, 1.55, C.navy);

  s.addShape(pres.ShapeType.roundRect, { x: 8.85, y: 4.1, w: 4.1, h: 1.55, fill: { color: C.orange }, rectRadius: 0.1 });
  s.addText("NET RESULT:\nKetone → Ester\n(O inserted next to\nbest migrating group)", {
    x: 8.98, y: 4.15, w: 3.85, h: 1.45, fontSize: 10.5, bold: true, color: C.white, valign: "middle", align: "center", wrap: true
  });
}

// ─── SLIDE: DIELS-ALDER ───────────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.green);
  headerBar(s, "03  |  Diels-Alder Reaction  —  [4+2] Cycloaddition", C.green);
  unitBadge(s, "UNIT 07", 11.9, 0.2, C.dark);

  // Requirements boxes
  s.addText("REQUIREMENTS", { x: 0.35, y: 1.05, w: 5.5, h: 0.35, fontSize: 11, bold: true, color: C.green });
  const req = ["Diene in s-CIS conformation", "Electron-rich diene (EDG)", "Electron-poor dienophile (EWG)", "Heat (thermal) — no catalyst needed"];
  req.forEach((r, i) => {
    s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 1.45 + i * 0.52, w: 5.5, h: 0.45, fill: { color: C.green }, rectRadius: 0.07 });
    s.addText("✓  " + r, { x: 0.45, y: 1.45 + i * 0.52, w: 5.3, h: 0.45, fontSize: 9.5, color: C.white, valign: "middle" });
  });

  // Orbital diagram text
  s.addShape(pres.ShapeType.roundRect, { x: 6.2, y: 1.05, w: 6.75, h: 2.35, fill: { color: C.dark }, rectRadius: 0.1 });
  s.addText("ORBITAL INTERACTION", { x: 6.35, y: 1.12, w: 6.4, h: 0.38, fontSize: 11, bold: true, color: C.gold });
  s.addText([
    { text: "HOMO (diene)", options: { color: C.teal, bold: true, breakLine: true } },
    { text: " +  LUMO (dienophile) overlap\n\n", options: { color: C.white, breakLine: true } },
    { text: "  C1═C2─C3═C4   +   C═C\n", options: { color: C.orange, bold: true, breakLine: true } },
    { text: "   (diene, s-cis)     (dienophile)\n\n", options: { color: "888888", breakLine: true } },
    { text: "  → 6-membered cyclohexene ring", options: { color: C.green, bold: true } },
  ], { x: 6.35, y: 1.55, w: 6.4, h: 1.7, fontSize: 10, valign: "top", wrap: true });

  // Stereochemistry rules
  s.addText("STEREOCHEMISTRY RULES", { x: 0.35, y: 3.72, w: 12.6, h: 0.38, fontSize: 11, bold: true, color: C.dark });
  const stereo = [
    { rule: "syn addition", desc: "Both new bonds form from same face of dienophile → substituents retain relative config", color: C.teal },
    { rule: "Endo rule", desc: "Endo product = kinetically favored (secondary orbital interactions stabilize TS)", color: C.orange },
    { rule: "Exo product", desc: "Exo product = thermodynamically more stable but kinetically slower", color: C.blue },
  ];
  stereo.forEach((r, i) => {
    s.addShape(pres.ShapeType.roundRect, { x: 0.35 + i * 4.3, y: 4.15, w: 4.0, h: 1.32, fill: { color: r.color }, rectRadius: 0.1 });
    s.addText(r.rule, { x: 0.45 + i * 4.3, y: 4.22, w: 3.8, h: 0.4, fontSize: 11, bold: true, color: C.white });
    s.addText(r.desc, { x: 0.45 + i * 4.3, y: 4.62, w: 3.8, h: 0.8, fontSize: 9, color: C.white, wrap: true, valign: "top" });
  });

  s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 5.65, w: 12.6, h: 0.52, fill: { color: C.dark }, rectRadius: 0.08 });
  s.addText("NET:  Diene (4π) + Dienophile (2π)  →  Cyclohexene  |  CONCERTED — no intermediates", {
    x: 0.5, y: 5.65, w: 12.3, h: 0.52, fontSize: 12, bold: true, color: C.gold, align: "center", valign: "middle"
  });
}

// ─── SLIDE: GRIGNARD + METAL HYDRIDE ──────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.teal);
  headerBar(s, "04 & 05  |  Grignard Reaction  +  Metal Hydride Reduction", C.teal);
  unitBadge(s, "UNIT 07", 11.9, 0.2, C.dark);

  // Left panel: Grignard
  s.addShape(pres.ShapeType.roundRect, { x: 0.3, y: 1.05, w: 6.2, h: 4.88, fill: { color: C.white },
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 }, rectRadius: 0.1 });
  s.addText("GRIGNARD REACTION", { x: 0.5, y: 1.12, w: 5.8, h: 0.4, fontSize: 12, bold: true, color: C.teal });

  const gsteps = ["R-X  +  Mg  →  R-MgX\n(dry ether)", "R-MgX  +  C=O  →\nalkoxide intermediate", "H₃O⁺ workup\n→ alcohol product"];
  gsteps.forEach((t, i) => {
    stepBox(s, t, 0.55, 1.62 + i * 0.95, 5.7, 0.82, [C.blue, C.teal, C.green][i], C.white, 9.5);
    if (i < 2) arrowDown(s, 3.18, 2.44 + i * 0.95, 0.27);
  });

  s.addText("Products by substrate:", { x: 0.5, y: 4.62, w: 5.8, h: 0.3, fontSize: 9.5, bold: true, color: C.dark });
  const prods = ["HCHO → 1° alcohol", "RCHO → 2° alcohol", "R₂CO → 3° alcohol", "CO₂ → carboxylic acid"];
  prods.forEach((p, i) => {
    const x = 0.55 + (i % 2) * 2.9;
    const y = 4.95 + Math.floor(i / 2) * 0.42;
    s.addShape(pres.ShapeType.roundRect, { x, y, w: 2.7, h: 0.35, fill: { color: C.teal }, rectRadius: 0.06 });
    s.addText(p, { x, y, w: 2.7, h: 0.35, fontSize: 8.5, color: C.white, align: "center", valign: "middle" });
  });

  // Right panel: Metal Hydride
  s.addShape(pres.ShapeType.roundRect, { x: 6.8, y: 1.05, w: 6.15, h: 4.88, fill: { color: C.white },
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 }, rectRadius: 0.1 });
  s.addText("METAL HYDRIDE REDUCTION", { x: 7.0, y: 1.12, w: 5.75, h: 0.4, fontSize: 12, bold: true, color: C.purple });

  // Comparison table
  const hydrides = [
    { h: "LiAlH₄ (LAH)", c: C.accent, sub: "Dry THF or ether\nReduces: acids, esters,\namides, ketones, aldehydes,\nepoxides — STRONG" },
    { h: "NaBH₄", c: C.blue, sub: "Protic solvents (MeOH)\nReduces: ketones &\naldehydes ONLY — MILD\n(safe, selective)" },
    { h: "DIBAL-H (−78°C)", c: C.green, sub: "Toluene at −78°C\nReduces ester → aldehyde\n(stops at hemiacetal)\nSELECTIVE" },
  ];
  hydrides.forEach((h, i) => {
    s.addShape(pres.ShapeType.roundRect, { x: 7.0, y: 1.6 + i * 1.42, w: 5.75, h: 1.3, fill: { color: h.c }, rectRadius: 0.1 });
    s.addText(h.h, { x: 7.1, y: 1.65 + i * 1.42, w: 5.55, h: 0.4, fontSize: 11, bold: true, color: C.white });
    s.addText(h.sub, { x: 7.1, y: 2.05 + i * 1.42, w: 5.55, h: 0.8, fontSize: 9, color: C.white, wrap: true, valign: "top" });
  });
}

// ─── SLIDE: WOLFF-KISHNER + FRIEDEL-CRAFTS ────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.blue);
  headerBar(s, "06 & 07  |  Wolff-Kishner Reduction  +  Friedel-Crafts Reaction", C.blue);
  unitBadge(s, "UNIT 07", 11.9, 0.2, C.dark);

  // WK panel
  s.addShape(pres.ShapeType.roundRect, { x: 0.3, y: 1.05, w: 6.1, h: 5.0, fill: { color: C.white }, rectRadius: 0.1,
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 } });
  s.addText("WOLFF-KISHNER REDUCTION", { x: 0.5, y: 1.12, w: 5.7, h: 0.4, fontSize: 12, bold: true, color: C.blue });

  const wksteps = [
    { t: "Ketone/Aldehyde\n(C=O)", f: C.blue },
    { t: "Hydrazone\nC=NNH₂\n(+H₂NNH₂)", f: C.teal },
    { t: "KOH / EG\nheat\n→ Anion", f: C.orange },
    { t: "N₂ loss → CH₂\n(Alkane)", f: C.green },
  ];
  wksteps.forEach((b, i) => {
    stepBox(s, b.t, 0.5 + (i % 2) * 2.85, 1.65 + Math.floor(i / 2) * 1.3, 2.65, 1.1, b.f, C.white, 9.5);
    if (i === 0) arrowRight(s, 3.2, 2.12, 0.35);
    if (i === 1) arrowDown(s, 1.7, 2.78, 0.28);
    if (i === 2) arrowRight(s, 3.2, 3.42, 0.35);
  });

  s.addShape(pres.ShapeType.roundRect, { x: 0.5, y: 4.15, w: 5.7, h: 0.55, fill: { color: C.dark }, rectRadius: 0.07 });
  s.addText("NET: C=O → CH₂  (complete deoxygenation)", { x: 0.5, y: 4.15, w: 5.7, h: 0.55, fontSize: 11, bold: true, color: C.gold, align: "center", valign: "middle" });

  s.addText("vs Clemmensen: Zn/Hg + HCl — use for base-sensitive substrates\nWolff-Kishner: use for acid-sensitive substrates", {
    x: 0.5, y: 4.8, w: 5.7, h: 0.65, fontSize: 9, color: "555555", italic: true, wrap: true
  });

  // FC panel
  s.addShape(pres.ShapeType.roundRect, { x: 6.7, y: 1.05, w: 6.25, h: 5.0, fill: { color: C.white }, rectRadius: 0.1,
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 } });
  s.addText("FRIEDEL-CRAFTS REACTION", { x: 6.9, y: 1.12, w: 5.85, h: 0.4, fontSize: 12, bold: true, color: C.orange });

  // Alkylation vs Acylation
  [
    { title: "Alkylation", reagent: "R-X + AlCl₃", prob: "Carbocation rearrangements!\nMultiple alkylation!", color: C.orange },
    { title: "Acylation", reagent: "RCOCl + AlCl₃", prob: "No rearrangement\n(acylium stable)\nThen reduce: Clemmensen/WK", color: C.green },
  ].forEach((fc, i) => {
    const y = 1.6 + i * 1.8;
    s.addShape(pres.ShapeType.roundRect, { x: 6.9, y, w: 5.85, h: 1.62, fill: { color: fc.color }, rectRadius: 0.1 });
    s.addText(fc.title, { x: 7.05, y: y + 0.1, w: 5.55, h: 0.38, fontSize: 13, bold: true, color: C.white });
    s.addText("Reagents: " + fc.reagent, { x: 7.05, y: y + 0.48, w: 5.55, h: 0.35, fontSize: 10, color: C.white });
    s.addText(fc.prob, { x: 7.05, y: y + 0.85, w: 5.55, h: 0.65, fontSize: 9.5, color: C.white, wrap: true, valign: "top" });
  });

  s.addShape(pres.ShapeType.roundRect, { x: 6.9, y: 5.28, w: 5.85, h: 0.62, fill: { color: C.dark }, rectRadius: 0.08 });
  s.addText("⚠ FC fails on: NO₂, COR, COOH groups (deactivated rings)", {
    x: 7.0, y: 5.28, w: 5.65, h: 0.62, fontSize: 10, bold: true, color: C.accent, valign: "middle", align: "center"
  });
}

// ─── SLIDE: PERKIN + CANNIZZARO + MANNICH ─────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.purple);
  headerBar(s, "08, 09, 10  |  Perkin  ·  Cannizzaro  ·  Mannich  Reactions", C.purple);
  unitBadge(s, "UNIT 07", 11.9, 0.2, C.dark);

  const threePanels = [
    {
      title: "PERKIN REACTION",
      color: C.purple,
      lines: [
        "ArCHO + (RCO)₂O + RCOONa → α,β-unsaturated acid",
        "1. Base deprotonates α-C of anhydride → enolate",
        "2. Enolate attacks ArCHO → β-hydroxy intermediate",
        "3. Intramolecular acylation → mixed anhydride",
        "4. Elimination + hydrolysis → cinnamic acid type",
        "⚠ Only non-enolizable aromatic aldehydes work",
      ]
    },
    {
      title: "CANNIZZARO REACTION",
      color: C.orange,
      lines: [
        "RCHO (no α-H) + conc. NaOH → RCOO⁻ + RCH₂OH",
        "1. OH⁻ attacks RCHO → tetrahedral intermediate",
        "2. Intramolecular hydride (H⁻) transfer to 2nd RCHO",
        "3. One molecule oxidized (→ acid); one reduced (→ alcohol)",
        "Disproportionation — no α-H required!",
        "Cross-Cannizzaro: HCHO acts as hydride donor (oxidized)",
      ]
    },
    {
      title: "MANNICH REACTION",
      color: C.teal,
      lines: [
        "R₂NH + HCHO + CH-acidic compound → β-amino carbonyl",
        "1. Amine + HCHO → iminium ion (R₂N⁺=CH₂) — electrophile",
        "2. Active methylene → enol/enolate — nucleophile",
        "3. Enolate attacks iminium → Mannich base",
        "Three-component reaction (carbonyl + amine + active CH₂)",
        "Key in alkaloid and pharmaceutical synthesis",
      ]
    },
  ];

  threePanels.forEach((p, i) => {
    const x = 0.35 + i * 4.33;
    s.addShape(pres.ShapeType.roundRect, { x, y: 1.08, w: 4.1, h: 5.4, fill: { color: C.white },
      shadow: { type: "outer", color: "000000", blur: 4, offset: 1, angle: 135, opacity: 0.12 }, rectRadius: 0.1 });
    s.addShape(pres.ShapeType.roundRect, { x, y: 1.08, w: 4.1, h: 0.55, fill: { color: p.color }, rectRadius: 0.1 });
    s.addText(p.title, { x: x + 0.1, y: 1.08, w: 3.9, h: 0.55, fontSize: 11, bold: true, color: C.white, valign: "middle" });

    p.lines.forEach((line, j) => {
      const bullet = j > 0;
      const lineColor = j === 0 ? p.color : C.black;
      const fontSz = j === 0 ? 9.5 : 9;
      const lBold = j === 0;
      s.addText((bullet ? "› " : "") + line, {
        x: x + 0.12, y: 1.72 + j * 0.62, w: 3.85, h: 0.58,
        fontSize: fontSz, color: lineColor, bold: lBold, wrap: true, valign: "top"
      });
    });
  });
}

// ─── UNIT 08 DIVIDER ──────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  darkBg(s, C.navy);
  s.addShape(pres.ShapeType.rect, { x: 0, y: 0, w: 0.18, h: 7.5, fill: { color: C.teal } });
  s.addText("UNIT 08", { x: 0.5, y: 1.5, w: 12.3, h: 0.8, fontSize: 52, bold: true, color: C.teal, align: "center", charSpacing: 14 });
  s.addText("Reactive Intermediates & Free Radicals", { x: 0.5, y: 2.5, w: 12.3, h: 0.7, fontSize: 28, color: C.white, align: "center" });
  s.addShape(pres.ShapeType.rect, { x: 3.5, y: 3.42, w: 6.3, h: 0.05, fill: { color: C.gold } });
  const u8items = ["Homolytic & Heterolytic Fission", "Free Radical Stability", "Carbene", "Nitrene", "Carbanions"];
  u8items.forEach((n, i) => {
    s.addText("➤ " + n, { x: 4.0, y: 3.7 + i * 0.55, w: 5.5, h: 0.5, fontSize: 13, color: C.white, align: "center" });
  });
}

// ─── SLIDE: FISSION + FREE RADICALS ──────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.teal);
  headerBar(s, "11 & 12  |  Homolytic / Heterolytic Fission  +  Free Radical Stability", C.teal);
  unitBadge(s, "UNIT 08", 11.9, 0.2, C.dark);

  // Fission side-by-side
  [
    { title: "HOMOLYTIC FISSION", eq: "A:B  →  A•  +  B•", desc: "One electron to each fragment\n→ Free radicals formed\nFavored by: heat, UV, nonpolar solvents, weak bonds", color: C.accent },
    { title: "HETEROLYTIC FISSION", eq: "A:B  →  A⁺  +  B:⁻\nor  A:⁻  +  B⁺", desc: "Both electrons to one fragment\n→ Ions (carbocations / carbanions)\nFavored by: polar solvents, large electronegativity difference", color: C.blue },
  ].forEach((f, i) => {
    const x = 0.35 + i * 6.3;
    s.addShape(pres.ShapeType.roundRect, { x, y: 1.05, w: 6.0, h: 2.72, fill: { color: f.color }, rectRadius: 0.1 });
    s.addText(f.title, { x: x + 0.12, y: 1.1, w: 5.75, h: 0.45, fontSize: 13, bold: true, color: C.white });
    s.addShape(pres.ShapeType.roundRect, { x: x + 0.12, y: 1.6, w: 5.75, h: 0.65, fill: { color: "00000033" }, rectRadius: 0.07 });
    s.addText(f.eq, { x: x + 0.12, y: 1.6, w: 5.75, h: 0.65, fontSize: 13, bold: true, color: C.gold, align: "center", valign: "middle" });
    s.addText(f.desc, { x: x + 0.12, y: 2.32, w: 5.75, h: 1.3, fontSize: 9.5, color: C.white, wrap: true, valign: "top" });
  });

  // Free radical stability
  s.addText("FREE RADICAL STABILITY  (decreasing)", { x: 0.35, y: 4.0, w: 12.6, h: 0.38, fontSize: 12, bold: true, color: C.dark });

  const radicals = [
    { label: "Allylic /\nBenzylic", color: C.red, rank: "MOST STABLE" },
    { label: "3°", color: C.orange, rank: "↓" },
    { label: "2°", color: C.teal, rank: "↓" },
    { label: "1°", color: C.blue, rank: "↓" },
    { label: "Methyl", color: C.purple, rank: "↓" },
    { label: "Vinyl /\nAryl", color: "888888", rank: "LEAST" },
  ];
  radicals.forEach((r, i) => {
    const x = 0.55 + i * 2.08;
    s.addShape(pres.ShapeType.roundRect, { x, y: 4.48, w: 1.85, h: 0.72, fill: { color: r.color }, rectRadius: 0.1 });
    s.addText(r.label, { x, y: 4.48, w: 1.85, h: 0.72, fontSize: 11, bold: true, color: C.white, align: "center", valign: "middle" });
    s.addText(r.rank, { x, y: 5.22, w: 1.85, h: 0.3, fontSize: 9, color: "666666", align: "center" });
  });

  s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 5.65, w: 12.6, h: 0.52, fill: { color: C.dark }, rectRadius: 0.08 });
  s.addText("Stability explained by: hyperconjugation (adjacent C-H σ bonds donate into SOMO) + resonance delocalization", {
    x: 0.5, y: 5.65, w: 12.3, h: 0.52, fontSize: 10, color: C.white, align: "center", valign: "middle"
  });
}

// ─── SLIDE: CARBENE + NITRENE ─────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.green);
  headerBar(s, "13 & 14  |  Carbene  +  Nitrene  —  Reactive Intermediates", C.green);
  unitBadge(s, "UNIT 08", 11.9, 0.2, C.dark);

  [
    {
      title: "CARBENE   :CR₂", color: C.green,
      rows: [
        ["Type", "Electron Config", "Reactions", "Stereospecific?"],
        ["Singlet :CR₂", "Paired e⁻ in sp²\n(empty p orbital)", "Concerted cyclopropanation\nC-H insertion", "YES — syn addition"],
        ["Triplet :CR₂", "Two unpaired e⁻\n(diradical)", "Stepwise cyclopropanation\nH-abstraction", "NO — non-stereospecific"],
      ],
      note: "Generation: CHCl₃ + t-BuOK; or hν/Δ of diazo compounds\nSimmons-Smith: Zn/CH₂I₂ → :CH₂ equivalent (stereospecific cyclopropanation)"
    },
    {
      title: "NITRENE   :NR", color: C.orange,
      rows: [
        ["Type", "Electron Config", "Reactions", "Notes"],
        ["Singlet :NR", "Paired e⁻ in sp²\n(empty p orbital)", "N-H, C-H insertion\nRing expansion", "Stereospecific"],
        ["Triplet :NR", "Two unpaired e⁻\n(diradical)", "H-abstraction\nRadical-type reactions", "Non-stereospecific"],
      ],
      note: "Generation: Photolysis of azides R-N₃ → R-N: + N₂\nKey: N analog of carbene (6 electrons on N, monovalent)\nLinks to Hofmann rearrangement via isocyanate intermediate"
    },
  ].forEach((panel, pi) => {
    const xBase = 0.35 + pi * 6.45;
    const w = 6.2;
    s.addShape(pres.ShapeType.roundRect, { x: xBase, y: 1.05, w, h: 5.55, fill: { color: C.white },
      shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 }, rectRadius: 0.1 });
    s.addShape(pres.ShapeType.roundRect, { x: xBase, y: 1.05, w, h: 0.5, fill: { color: panel.color }, rectRadius: 0.1 });
    s.addText(panel.title, { x: xBase + 0.1, y: 1.05, w: w - 0.2, h: 0.5, fontSize: 13, bold: true, color: C.white, valign: "middle" });

    // Table header
    const cols = [1.4, 1.55, 1.75, 1.4];
    panel.rows[0].forEach((h, ci) => {
      const cx = xBase + 0.1 + cols.slice(0, ci).reduce((a, b) => a + b, 0);
      s.addShape(pres.ShapeType.rect, { x: cx, y: 1.62, w: cols[ci], h: 0.38, fill: { color: panel.color } });
      s.addText(h, { x: cx, y: 1.62, w: cols[ci], h: 0.38, fontSize: 8.5, bold: true, color: C.white, align: "center", valign: "middle" });
    });

    // Data rows
    panel.rows.slice(1).forEach((row, ri) => {
      const rowColors = [C.ltgrey, C.white];
      row.forEach((cell, ci) => {
        const cx = xBase + 0.1 + cols.slice(0, ci).reduce((a, b) => a + b, 0);
        s.addShape(pres.ShapeType.rect, { x: cx, y: 2.02 + ri * 0.9, w: cols[ci], h: 0.88, fill: { color: rowColors[ri] } });
        s.addText(cell, { x: cx + 0.04, y: 2.02 + ri * 0.9, w: cols[ci] - 0.08, h: 0.88, fontSize: 8.5, color: C.black, wrap: true, valign: "middle" });
      });
    });

    s.addText(panel.note, { x: xBase + 0.1, y: 3.92, w: w - 0.2, h: 0.6, fontSize: 8.5, color: "555555", italic: true, wrap: true, valign: "top" });
  });
}

// ─── UNIT 09 DIVIDER ──────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  darkBg(s, "1a0a00");
  s.addShape(pres.ShapeType.rect, { x: 0, y: 0, w: 0.18, h: 7.5, fill: { color: C.orange } });
  s.addText("UNIT 09", { x: 0.5, y: 1.5, w: 12.3, h: 0.8, fontSize: 52, bold: true, color: C.orange, align: "center", charSpacing: 14 });
  s.addText("Carbonium Ion Rearrangements", { x: 0.5, y: 2.5, w: 12.3, h: 0.7, fontSize: 28, color: C.white, align: "center" });
  s.addShape(pres.ShapeType.rect, { x: 3.5, y: 3.42, w: 6.3, h: 0.05, fill: { color: C.gold } });
  const u9items = ["Pinacol-Pinacolone Rearrangement", "Wagner-Meerwein Rearrangement", "Wolff Rearrangement", "Hofmann Rearrangement", "Beckmann Rearrangement"];
  u9items.forEach((n, i) => {
    s.addText("➤ " + n, { x: 3.2, y: 3.7 + i * 0.55, w: 7.0, h: 0.5, fontSize: 12.5, color: C.white, align: "center" });
  });
}

// ─── SLIDE: PINACOL + WAGNER-MEERWEIN ────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.orange);
  headerBar(s, "16 & 17  |  Pinacol-Pinacolone  +  Wagner-Meerwein Rearrangements", C.orange);
  unitBadge(s, "UNIT 09", 11.9, 0.2, C.dark);

  // Pinacol
  s.addShape(pres.ShapeType.roundRect, { x: 0.3, y: 1.05, w: 6.1, h: 5.1, fill: { color: C.white }, rectRadius: 0.1,
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 } });
  s.addText("PINACOL → PINACOLONE", { x: 0.5, y: 1.12, w: 5.7, h: 0.4, fontSize: 12, bold: true, color: C.orange });

  const psteps = [
    { t: "1,2-Diol\n(Pinacol)", f: C.blue },
    { t: "H⁺ protonates\none -OH", f: C.teal },
    { t: "Loss of H₂O\n→ Tertiary\ncarbocation", f: C.orange },
    { t: "1,2-Alkyl /\nAryl SHIFT", f: C.accent },
    { t: "Ketone\n(Pinacolone)", f: C.green },
  ];
  psteps.forEach((b, i) => {
    const col = i % 2;
    const row = Math.floor(i / 2);
    const x = 0.5 + col * 2.9;
    const y = 1.65 + row * 1.35;
    stepBox(s, b.t, x, y, 2.65, 1.08, b.f, C.white, 9.5);
    if (i === 0) arrowRight(s, 3.18, 2.12, 0.3);
    if (i === 1) arrowDown(s, 1.75, 2.76, 0.28);
    if (i === 2) arrowRight(s, 3.18, 3.47, 0.3);
    if (i === 3) arrowDown(s, 4.65, 2.76, 0.28);
  });

  s.addShape(pres.ShapeType.roundRect, { x: 0.5, y: 4.78, w: 5.7, h: 0.48, fill: { color: C.dark }, rectRadius: 0.07 });
  s.addText("1,2-Diol  +  H⁺  →  Ketone  (1,2-shift drives reaction)", { x: 0.5, y: 4.78, w: 5.7, h: 0.48, fontSize: 10, bold: true, color: C.gold, align: "center", valign: "middle" });

  // Wagner-Meerwein
  s.addShape(pres.ShapeType.roundRect, { x: 6.7, y: 1.05, w: 6.25, h: 5.1, fill: { color: C.white }, rectRadius: 0.1,
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 } });
  s.addText("WAGNER-MEERWEIN REARRANGEMENT", { x: 6.9, y: 1.12, w: 5.85, h: 0.4, fontSize: 12, bold: true, color: C.teal });

  const wmsteps = [
    { t: "Substrate\n(Alcohol / Halide)", f: C.blue },
    { t: "Ionization\n→ 1° or 2° Carbocation", f: C.orange },
    { t: "1,2-H or C shift\n→ More stable carbo+", f: C.accent },
    { t: "Nucleophile capture\n→ Rearranged product", f: C.green },
  ];
  wmsteps.forEach((b, i) => {
    stepBox(s, b.t, 6.9 + (i % 2) * 2.9, 1.62 + Math.floor(i / 2) * 1.35, 2.72, 1.08, b.f, C.white, 9.5);
    if (i === 0) arrowRight(s, 9.65, 2.12, 0.32);
    if (i === 1) arrowDown(s, 8.2, 2.73, 0.28);
    if (i === 2) arrowRight(s, 9.65, 3.45, 0.32);
  });

  s.addShape(pres.ShapeType.roundRect, { x: 6.9, y: 4.1, w: 5.85, h: 0.72, fill: { color: C.navy }, rectRadius: 0.07 });
  s.addText([
    { text: "Key: ", options: { bold: true, color: C.gold } },
    { text: "Rearrangement occurs whenever a more stable carbocation can be formed via 1,2-H or 1,2-C shift", options: { color: C.white } },
  ], { x: 7.0, y: 4.1, w: 5.65, h: 0.72, fontSize: 9.5, valign: "middle", wrap: true });

  s.addText("Classic example: norbornyl cation (non-classical bridged carbocation)\nResponsible for 'abnormal' solvolysis products", {
    x: 6.9, y: 4.92, w: 5.85, h: 0.62, fontSize: 9, color: "666666", italic: true, wrap: true
  });
}

// ─── SLIDE: HOFMANN + BECKMANN ────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.purple);
  headerBar(s, "19 & 20  |  Hofmann Rearrangement  +  Beckmann Rearrangement", C.purple);
  unitBadge(s, "UNIT 09", 11.9, 0.2, C.dark);

  // Hofmann
  s.addShape(pres.ShapeType.roundRect, { x: 0.3, y: 1.05, w: 6.1, h: 5.4, fill: { color: C.white }, rectRadius: 0.1,
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 } });
  s.addText("HOFMANN REARRANGEMENT", { x: 0.5, y: 1.12, w: 5.7, h: 0.4, fontSize: 12, bold: true, color: C.purple });

  const hofsteps = [
    { t: "Primary Amide\nR-CONH₂", f: C.blue },
    { t: "Br₂ + NaOH\n→ N-Bromoamide\nR-CONHBr", f: C.teal },
    { t: "Base removes H\n→ Anion + Br⁻ leaves\n→ Isocyanate R-N=C=O", f: C.orange },
    { t: "H₂O hydrolysis\n→ Primary Amine\nR-NH₂  +  CO₂", f: C.green },
  ];
  hofsteps.forEach((b, i) => {
    stepBox(s, b.t, 0.5 + (i % 2) * 2.85, 1.62 + Math.floor(i / 2) * 1.42, 2.65, 1.22, b.f, C.white, 9.5);
    if (i === 0) arrowRight(s, 3.18, 2.18, 0.3);
    if (i === 1) arrowDown(s, 1.75, 2.87, 0.3);
    if (i === 2) arrowRight(s, 3.18, 3.62, 0.3);
  });

  s.addShape(pres.ShapeType.roundRect, { x: 0.5, y: 4.98, w: 5.7, h: 0.58, fill: { color: C.dark }, rectRadius: 0.07 });
  s.addText("NET: RCONH₂  →  RNH₂  (loses 1 carbon as CO₂)\nConfig at R is RETAINED", {
    x: 0.5, y: 4.98, w: 5.7, h: 0.58, fontSize: 10, bold: true, color: C.gold, align: "center", valign: "middle"
  });

  // Beckmann
  s.addShape(pres.ShapeType.roundRect, { x: 6.7, y: 1.05, w: 6.25, h: 5.4, fill: { color: C.white }, rectRadius: 0.1,
    shadow: { type: "outer", color: "000000", blur: 5, offset: 1, angle: 135, opacity: 0.12 } });
  s.addText("BECKMANN REARRANGEMENT", { x: 6.9, y: 1.12, w: 5.85, h: 0.4, fontSize: 12, bold: true, color: C.teal });

  const becksteps = [
    { t: "Ketoxime\nR-C(=NOH)-R'", f: C.blue },
    { t: "H⁺ activates OH\n→ Good leaving group", f: C.teal },
    { t: "ANTI group migrates\nC→N  +  OH leaves\n→ Nitrilium ion", f: C.orange },
    { t: "H₂O attacks\nnitrilium carbon\n→ Amide product", f: C.green },
  ];
  becksteps.forEach((b, i) => {
    stepBox(s, b.t, 6.9 + (i % 2) * 2.9, 1.62 + Math.floor(i / 2) * 1.42, 2.72, 1.22, b.f, C.white, 9.5);
    if (i === 0) arrowRight(s, 9.65, 2.18, 0.32);
    if (i === 1) arrowDown(s, 8.22, 2.87, 0.3);
    if (i === 2) arrowRight(s, 9.65, 3.62, 0.32);
  });

  s.addShape(pres.ShapeType.roundRect, { x: 6.9, y: 4.98, w: 5.85, h: 0.58, fill: { color: C.dark }, rectRadius: 0.07 });
  s.addText("NET: Ketoxime → Amide  |  ANTI group migrates (STEREOSPECIFIC)\n⚙ Industrial: Cyclohexanone oxime → Caprolactam (Nylon-6)", {
    x: 6.9, y: 4.98, w: 5.85, h: 0.58, fontSize: 9.5, bold: true, color: C.gold, align: "center", valign: "middle"
  });
}

// ─── UNIT 10 DIVIDER ──────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  darkBg(s, "1a001a");
  s.addShape(pres.ShapeType.rect, { x: 0, y: 0, w: 0.18, h: 7.5, fill: { color: C.purple } });
  s.addText("UNIT 10", { x: 0.5, y: 1.5, w: 12.3, h: 0.8, fontSize: 52, bold: true, color: C.purple, align: "center", charSpacing: 14 });
  s.addText("Carbanion Rearrangements", { x: 0.5, y: 2.5, w: 12.3, h: 0.7, fontSize: 28, color: C.white, align: "center" });
  s.addShape(pres.ShapeType.rect, { x: 3.5, y: 3.42, w: 6.3, h: 0.05, fill: { color: C.gold } });
  const u10 = ["Condensation Reactions (Aldol / Claisen)", "Favorskii Rearrangement", "Wittig Reaction"];
  u10.forEach((n, i) => {
    s.addText("➤ " + n, { x: 3.0, y: 3.7 + i * 0.65, w: 7.5, h: 0.6, fontSize: 14, color: C.white, align: "center" });
  });
}

// ─── SLIDE: FAVORSKII ─────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.orange);
  headerBar(s, "22  |  Favorskii Rearrangement  —  Carbanion-Driven Ring Contraction", C.orange);
  unitBadge(s, "UNIT 10", 11.9, 0.2, C.dark);

  const fsteps = [
    { t: "α-Halo Ketone\n(RCOCH₂Cl)", f: C.blue },
    { t: "Base removes\nα'-H (other side)\n→ Enolate", f: C.teal },
    { t: "SN₂: enolate\ndisplaces halide\n→ Cyclopropanone", f: C.orange },
    { t: "Nu⁻ (OH⁻/OR⁻)\nopens ring\nasymmetrically", f: C.purple },
    { t: "Rearranged\nAcid or Ester\n(ring contracted)", f: C.green },
  ];
  fsteps.forEach((b, i) => {
    stepBox(s, b.t, 0.35 + i * 2.55, 1.18, 2.2, 1.12, b.f, C.white, 9.5);
    if (i < fsteps.length - 1) arrowRight(s, 2.6 + i * 2.55, 1.7, 0.32);
  });
  label(s, "Starting\nMaterial", 0.35, 1.03, 2.2, C.blue, 8);
  label(s, "Nucleophile\n(base)", 2.9, 1.03, 2.2, C.teal, 8);
  label(s, "KEY\nIntermediate", 5.45, 1.03, 2.2, C.orange, 8);
  label(s, "Ring\nOpening", 8.0, 1.03, 2.2, C.purple, 8);
  label(s, "Product", 10.55, 1.03, 2.2, C.green, 8);

  s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 2.55, w: 12.6, h: 0.55, fill: { color: C.dark }, rectRadius: 0.08 });
  s.addText("NET:  α-Halo Ketone  +  Base  →  Rearranged Carboxylic Acid / Ester  (ring contracts by 1 C if cyclic)", {
    x: 0.5, y: 2.55, w: 12.3, h: 0.55, fontSize: 11, bold: true, color: C.gold, align: "center", valign: "middle"
  });

  keyBox(s, [
    "Cyclopropanone is the KEY intermediate (strained 3-membered ring)",
    "Cyclic α-halo ketones → ring contraction (6-membered → 5-membered ring acid)",
    "Semibenzilic mechanism: when NO α'-H exists (1,2-acyl shift path instead)",
    "CONTRAST with Unit 09: Favorskii is carbanion-driven; pinacol/WM are carbocation-driven",
  ], 0.35, 3.3, 8.2, 1.65, C.navy);

  s.addShape(pres.ShapeType.roundRect, { x: 8.85, y: 3.3, w: 4.1, h: 1.65, fill: { color: C.orange }, rectRadius: 0.1 });
  s.addText("⚠ EXAM TIP\n\nAlways identify:\n1. Is there an α'-H?\n(determines mechanism path)\n2. Product: acid (OH⁻) or ester (OR⁻)?", {
    x: 8.98, y: 3.35, w: 3.85, h: 1.55, fontSize: 9.5, color: C.white, valign: "top", wrap: true
  });
}

// ─── SLIDE: WITTIG ────────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.green);
  headerBar(s, "23  |  Wittig Reaction  —  Carbonyl → Alkene (C=O → C=C)", C.green);
  unitBadge(s, "UNIT 10", 11.9, 0.2, C.dark);

  const wsteps = [
    { t: "Ph₃P  +  R-X\n→ Phosphonium\nSalt", f: C.blue },
    { t: "BuLi (strong base)\ndeprotonates\n→ Ylide Ph₃P=CR₂", f: C.teal },
    { t: "Ylide (carbanion)\nattacks C=O\n→ Betaine", f: C.orange },
    { t: "Betaine cyclizes\n→ Oxaphosphetane\n(4-membered ring)", f: C.purple },
    { t: "[2+2] retro-cyclo.\n→ Alkene + Ph₃P=O", f: C.green },
  ];
  wsteps.forEach((b, i) => {
    stepBox(s, b.t, 0.35 + i * 2.55, 1.18, 2.2, 1.12, b.f, C.white, 9.5);
    if (i < wsteps.length - 1) arrowRight(s, 2.6 + i * 2.55, 1.7, 0.32);
  });

  s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 2.55, w: 12.6, h: 0.55, fill: { color: C.dark }, rectRadius: 0.08 });
  s.addText("NET:  R₂C=O  +  Ph₃P=CR₂  →  R₂C=CR₂  +  Ph₃P=O   (replaces O with C)", {
    x: 0.5, y: 2.55, w: 12.3, h: 0.55, fontSize: 11, bold: true, color: C.gold, align: "center", valign: "middle"
  });

  // Selectivity table
  s.addText("ALKENE SELECTIVITY", { x: 0.35, y: 3.3, w: 12.6, h: 0.38, fontSize: 11, bold: true, color: C.dark });

  const selRows = [
    ["Ylide Type", "Example", "Major Product", "Reason"],
    ["Non-stabilized\n(alkyl groups)", "Ph₃P=CH-alkyl\n(BuLi generated)", "Z-alkene (cis)", "Kinetic — less steric TS\noxaphosphetane"],
    ["Stabilized\n(EWG: ester, CN)", "Ph₃P=CHCO₂Et\n(weaker base OK)", "E-alkene (trans)", "Thermodynamic — betaine\ncan equilibrate"],
    ["HWE variant\n(phosphonate)", "R-P(O)(OEt)₂=CR₂\n+ base (NaH)", "E-alkene (trans)", "Better E-selectivity\neasier workup"],
  ];
  const cws = [2.8, 3.5, 3.0, 3.2];
  selRows.forEach((row, ri) => {
    row.forEach((cell, ci) => {
      const x = 0.35 + cws.slice(0, ci).reduce((a, b) => a + b, 0);
      const bgFill = ri === 0 ? C.green : (ri % 2 === 0 ? C.white : C.ltgrey);
      const textCol = ri === 0 ? C.white : C.black;
      s.addShape(pres.ShapeType.rect, { x, y: 3.72 + ri * 0.82, w: cws[ci], h: 0.8, fill: { color: bgFill },
        line: { color: C.midgrey, width: 0.5 } });
      s.addText(cell, { x: x + 0.05, y: 3.72 + ri * 0.82, w: cws[ci] - 0.1, h: 0.8, fontSize: 8.5,
        color: textCol, bold: ri === 0, valign: "middle", wrap: true });
    });
  });
}

// ─── SLIDE: ALDOL + CLAISEN CONDENSATION ─────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.accent);
  headerBar(s, "21  |  Condensation Reactions  —  Aldol  &  Claisen", C.accent);
  unitBadge(s, "UNIT 10", 11.9, 0.2, C.dark);

  [
    {
      title: "ALDOL CONDENSATION", color: C.accent, x: 0.35,
      steps: [
        { t: "Carbonyl\n(aldehyde or ketone)", f: C.blue },
        { t: "Base removes\nα-H → Enolate", f: C.teal },
        { t: "Enolate attacks\nC=O → β-hydroxy\ncarbonyl (Aldol adduct)", f: C.orange },
        { t: "Heat eliminates\nH₂O → α,β-unsaturated\ncarbonyl (Aldol product)", f: C.green },
      ],
      net: "Aldehyde/Ketone → β-Hydroxy carbonyl (addition) or α,β-Unsaturated carbonyl (condensation)"
    },
    {
      title: "CLAISEN CONDENSATION", color: C.blue, x: 6.85,
      steps: [
        { t: "Ester\nR-COOR'", f: C.blue },
        { t: "NaOEt removes\nα-H → Ester enolate", f: C.teal },
        { t: "Enolate attacks\nester C=O → Tetrahedral\nintermediate", f: C.orange },
        { t: "Loss of OR'⁻\n→ β-Ketoester\nproduct", f: C.green },
      ],
      net: "2 Esters → β-Ketoester + ROH  |  Dieckmann: intramolecular → cyclic β-ketoester"
    },
  ].forEach((panel) => {
    s.addText(panel.title, { x: panel.x + 0.2, y: 1.05, w: 5.8, h: 0.4, fontSize: 12, bold: true, color: panel.color });

    panel.steps.forEach((b, i) => {
      const col = i % 2;
      const row = Math.floor(i / 2);
      stepBox(s, b.t, panel.x + 0.2 + col * 2.85, 1.55 + row * 1.42, 2.65, 1.22, b.f, C.white, 9);
      if (i === 0) arrowRight(s, panel.x + 2.88, 2.12, 0.3);
      if (i === 1) arrowDown(s, panel.x + 1.42, 2.8, 0.28);
      if (i === 2) arrowRight(s, panel.x + 2.88, 3.58, 0.3);
    });

    s.addShape(pres.ShapeType.roundRect, { x: panel.x + 0.2, y: 4.45, w: 5.9, h: 0.52, fill: { color: C.dark }, rectRadius: 0.07 });
    s.addText(panel.net, { x: panel.x + 0.3, y: 4.45, w: 5.7, h: 0.52, fontSize: 8.5, bold: true, color: C.gold, valign: "middle", wrap: true });
  });

  // Divider
  s.addShape(pres.ShapeType.rect, { x: 6.62, y: 1.05, w: 0.06, h: 4.05, fill: { color: C.midgrey } });

  s.addShape(pres.ShapeType.roundRect, { x: 0.35, y: 5.15, w: 12.6, h: 0.68, fill: { color: C.navy }, rectRadius: 0.08 });
  s.addText([
    { text: "Remember: ", options: { bold: true, color: C.gold } },
    { text: "Aldol = carbonyl + carbonyl (C-C bond forms); Claisen = ester + ester (C-C bond forms); both driven by enolate nucleophile attacking electrophilic carbonyl carbon", options: { color: C.white } },
  ], { x: 0.5, y: 5.15, w: 12.3, h: 0.68, fontSize: 9.5, valign: "middle", wrap: true });
}

// ─── SLIDE: COMPARISON TABLE ──────────────────────────────────────────────
{
  const s = pres.addSlide();
  lightBg(s);
  topStrip(s, C.gold);
  headerBar(s, "Quick Comparison  —  All Rearrangements at a Glance", C.dark);

  const headers = ["Reaction", "Starting Material", "Key Intermediate", "Product", "Mechanism Type"];
  const rows = [
    ["Arndt-Eistert",    "Acid chloride",       "Ketene (via Wolff)",      "Homologated acid",       "Carbene / 1,2-acyl shift"],
    ["Baeyer-Villiger",  "Ketone",              "Criegee intermediate",    "Ester",                  "O-insertion / migration"],
    ["Pinacol",          "1,2-Diol",            "Tertiary carbocation",    "Ketone",                 "1,2-shift (carbocation)"],
    ["Wagner-Meerwein",  "Alcohol / Halide",    "Carbocation",             "Rearranged product",     "1,2-H or C shift"],
    ["Wolff",            "α-Diazoketone",       "Oxocarbene",              "Ketene",                 "1,2-acyl shift (carbene)"],
    ["Hofmann",          "Primary amide",       "Isocyanate (R-N=C=O)",   "1° Amine (−1C)",         "N-migration / nitrene-like"],
    ["Beckmann",         "Ketoxime",            "Nitrilium ion",           "Amide",                  "Anti-group migration"],
    ["Favorskii",        "α-Halo ketone",       "Cyclopropanone",          "Acid / Ester",           "Carbanion + ring formation"],
    ["Wittig",           "Carbonyl + ylide",    "Oxaphosphetane",          "Alkene + Ph₃P=O",        "Cycloaddition / retrocyclo"],
    ["Cannizzaro",       "Non-enolizable ald.", "Hydride transfer complex","Acid + Alcohol",          "Disproportionation"],
  ];

  const colW = [2.3, 2.3, 2.6, 2.3, 3.35];
  const hColors = [C.dark, C.dark, C.dark, C.dark, C.dark];
  headers.forEach((h, ci) => {
    const x = 0.2 + colW.slice(0, ci).reduce((a, b) => a + b, 0);
    s.addShape(pres.ShapeType.rect, { x, y: 1.05, w: colW[ci], h: 0.45, fill: { color: C.dark } });
    s.addText(h, { x: x + 0.04, y: 1.05, w: colW[ci] - 0.08, h: 0.45, fontSize: 9.5, bold: true, color: C.gold, valign: "middle" });
  });

  const rowBg = [C.white, C.ltgrey];
  rows.forEach((row, ri) => {
    const rowColors = [C.accent, C.orange, C.orange, C.orange, C.orange, C.purple, C.teal, C.green, C.green, C.blue];
    row.forEach((cell, ci) => {
      const x = 0.2 + colW.slice(0, ci).reduce((a, b) => a + b, 0);
      const bg = ci === 0 ? rowColors[ri] : rowBg[ri % 2];
      const tc = ci === 0 ? C.white : C.black;
      s.addShape(pres.ShapeType.rect, { x, y: 1.52 + ri * 0.54, w: colW[ci], h: 0.52, fill: { color: bg },
        line: { color: C.midgrey, width: 0.4 } });
      s.addText(cell, { x: x + 0.04, y: 1.52 + ri * 0.54, w: colW[ci] - 0.08, h: 0.52, fontSize: 8.5, color: tc, bold: ci === 0, valign: "middle", wrap: true });
    });
  });
}

// ─── SLIDE: MNEMONICS ─────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  darkBg(s, C.dark);
  topStrip(s, C.gold, 0.1);
  s.addText("MNEMONICS & MEMORY AIDS", { x: 0.5, y: 0.18, w: 12.3, h: 0.55, fontSize: 20, bold: true, color: C.gold, align: "center", charSpacing: 4 });

  const mnems = [
    ["Arndt-Eistert",  "Diazo → N₂ loss → Wolff carbene → Ketene → Homologate (+1C)",           C.accent],
    ["Baeyer-Villiger","O inserts beside BEST migrator: 3° > 2° > aryl > 1° > Me > H",           C.orange],
    ["Diels-Alder",    "s-CIS diene + EWG dienophile → 6-ring; ENDO = kinetic",                  C.green],
    ["Grignard",       "RMgX attacks electrophile; HATES water; HCHO→1°, RCHO→2°, R₂CO→3°",     C.teal],
    ["LAH vs NaBH₄",  "LAH = STRONG (all carbonyls); NaBH₄ = GENTLE (ketones/aldehydes only)",  C.blue],
    ["Wolff-Kishner",  "C=O → CH₂; H₂NNH₂ + KOH; for ACID-SENSITIVE substrates",               C.purple],
    ["Pinacol",        "1,2-Diol + H⁺ → lose OH⁻ → carbo⁺ → 1,2-SHIFT → ketone",               C.orange],
    ["Hofmann",        "AMIDE shrinks by 1C (Br₂/NaOH); isocyanate → amine; config RETAINED",   C.purple],
    ["Beckmann",       "ANTI group migrates; E & Z oximes give DIFFERENT amides; → caprolactam", C.teal],
    ["Favorskii",      "α-Halo ketone + base → cyclopropanone → ring CONTRACTION",               C.green],
    ["Wittig",         "Ylide + C=O → alkene + Ph₃P=O; non-stabilized → Z; stabilized → E",     C.green],
    ["Cannizzaro",     "NO α-H + conc. NaOH → one OXIDIZED (acid) + one REDUCED (alcohol)",      C.blue],
  ];

  const perCol = 6;
  mnems.forEach((m, i) => {
    const col = Math.floor(i / perCol);
    const row = i % perCol;
    const x = 0.25 + col * 6.55;
    const y = 0.88 + row * 1.05;
    s.addShape(pres.ShapeType.roundRect, { x, y, w: 6.3, h: 0.9, fill: { color: m[2] }, rectRadius: 0.1 });
    s.addText(m[0], { x: x + 0.1, y: y + 0.05, w: 6.1, h: 0.32, fontSize: 10, bold: true, color: C.white });
    s.addText(m[1], { x: x + 0.1, y: y + 0.38, w: 6.1, h: 0.48, fontSize: 8.5, color: C.white, wrap: true, valign: "top" });
  });
}

// ─── FINAL SLIDE ──────────────────────────────────────────────────────────
{
  const s = pres.addSlide();
  darkBg(s);
  s.addShape(pres.ShapeType.rect, { x: 0, y: 0, w: 0.18, h: 7.5, fill: { color: C.gold } });
  s.addText("YOU'VE GOT THIS!", { x: 0.5, y: 1.8, w: 12.3, h: 1.0, fontSize: 40, bold: true, color: C.white, align: "center" });
  s.addShape(pres.ShapeType.rect, { x: 3.5, y: 3.0, w: 6.3, h: 0.05, fill: { color: C.gold } });
  s.addText("23 Reactions  |  4 Units  |  1 Day\nOrganic Chemistry — Units 07-10", {
    x: 0.5, y: 3.15, w: 12.3, h: 0.85, fontSize: 16, color: C.gold, align: "center", lineSpacingMultiple: 1.4
  });
  const tips = ["Draw every mechanism by hand — muscle memory beats reading", "Link related reactions: Arndt-Eistert ↔ Wolff; Hofmann ↔ Curtius ↔ Lossen", "Unit 09 = carbocation drives shift; Unit 10 = carbanion drives shift", "Good luck on your exam! 🎯"];
  tips.forEach((t, i) => {
    s.addText("✓  " + t, { x: 2.5, y: 4.2 + i * 0.58, w: 8.5, h: 0.52, fontSize: 12, color: C.white, align: "center" });
  });
  s.addText("Prepared by Orris  |  May 24, 2026", { x: 0.5, y: 7.05, w: 12.3, h: 0.35, fontSize: 9, color: "888888", align: "center" });
}

// ─── WRITE ────────────────────────────────────────────────────────────────
const outPath = "/home/daytona/workspace/organic-chem-summary/Organic_Chemistry_Mechanisms.pptx";
pres.writeFile({ fileName: outPath }).then(() => {
  console.log("PPTX written:", outPath);
}).catch(err => {
  console.error("Error:", err);
  process.exit(1);
});

cd /home/daytona/workspace/organic-chem-summary && node generate_pptx.js 2>&1

~/organic-chem-summary/generate_pptx.js

Error: String not found in file: '    fill: { color: panel.color }, rectRadius: 0.1 });
    s.addText(panel.title, { x: xBase + 0.1, y: 1.05, w: w - 0.2, h: 0.5, fontSize: 13, bold: true, color: C.white, valign: "middle" });'

ls -lh /home/daytona/workspace/organic-chem-summary/Organic_Chemistry_Mechanisms…