Deep-Dive Guides · Named Reactions & Rearrangements

Organic Named Reactions — the complete deep dive

A single guide dense enough to take you from "I recognise the name" to CSIR-NET Part-C mastery. The organising idea: named reactions are not 200 flashcards but the nine mechanistic families mapped in §0.

Free extract — the opening section of the guide, in full.

0. How to use this guide — the family map

Before any single reaction, fix the map. Nearly every examinable named reaction is a member of one of these families, and the family tells you the bond formed, the mechanism class, and the usual selectivity:

FamilyBond made / brokenMechanistic signatureFlagship names
Enolate / carbonyl condensationsC–C α to a carbonylNucleophilic enolate + electrophilic C=O (or C=N⁺)Aldol, Claisen, Mannich, Michael, Knoevenagel, Perkin
Umpolung condensationsC–C, acyl-anion typeReversed polarity of a carbonyl C (CN⁻ / NHC)Benzoin, Stetter
OlefinationsC=C from C=ONucleophilic addition then elimination of a heteroatom oxideWittig, HWE, Julia, Peterson
Organometallic additionsC–C to C=OCarbanion equivalent adds to carbonylGrignard, organolithium, Reformatsky, Barbier
Oxidations / reductionsC–H/C–O redoxHydride transfer or O-transferSwern, DIBAL, LiAlH₄, Wolff–Kishner, Birch
1,2-Rearrangementsσ-bond migrates to adjacent atomGroup migrates to an electron-deficient C/N/O with retentionBeckmann, Baeyer–Villiger, Pinacol, Hofmann, Curtius
Sigmatropic rearrangementsσ-bond relocates across a π-systemConcerted, thermal, suprafacial [3,3]Claisen, Cope
Aromatic substitution / formylationC–C or C–X on a ringElectrophilic (or radical/SNAr) aromatic substitutionFriedel–Crafts, Vilsmeier, Reimer–Tiemann, Sandmeyer
Transition-metal couplingsC–C / C–NOxidative addition → transmetalation → reductive eliminationSuzuki, Heck, Sonogashira, Stille, Buchwald–Hartwig
The three questions to ask of any named reaction: (1) What is the nucleophile and what is the electrophile? (2) What bond forms, and does the carbon count change? (3) What controls the regio-/stereochemistry? Answer these three and you can reconstruct almost any mechanism from scratch — which is exactly what Part-C rewards.

Read the rest of this guide

The remaining 12 sections — Enolate & carbonyl chemistry, Olefinations — building C=C from C=O, Organometallic additions, Oxidations & reductions and more — are part of ChemVidya Full Access, along with the other guides, the books, the study notes and 6,000+ practice questions with worked solutions.

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