Named Reactions & Mechanisms (Chemistry Grade 12)
1.
Friedel-Crafts Alkylation
Reagents: R–X + AlCl₃ (Lewis acid)
Mechanism: Formation of carbocation → electrophilic attack on benzene → deprotonation.
2.
Friedel-Crafts Acylation
Reagents: RCOCl + AlCl₃
Advantage: No rearrangement; single acyl group introduced.
3.
Clemmensen Reduction
Reagents: Zn(Hg) + conc. HCl
Function: C=O → CH₂ (ketone/aldehyde to alkane).
4.
Wolff-Kishner Reduction
Reagents: NH₂NH₂ / KOH / high-boil solvent (ethylene glycol, 180 °C)
Same net result as Clemmensen (C=O → CH₂) but basic medium.
5.
Aldol Condensation
Conditions: dil. NaOH; α-H containing aldehyde/ketone.
Steps: enolate formation → nucleophilic addition → β-hydroxy carbonyl → dehydration →
α,β-unsaturated product.
6.
Cannizzaro Reaction
Aldehydes lacking α-H (e.g. HCHO, PhCHO).
One molecule oxidised to acid, other reduced to alcohol; conc. NaOH.
7.
HVZ Reaction (Hell-Volhard-Zelinsky)
Reagents: X₂ + P/X₃; converts RCH₂COOH → RCH(X)COOH.
8.
Gabriel Phthalimide Synthesis
Prepare primary amines; uses phthalimide anion → N-alkylation → hydrazinolysis.
9.
Sandmeyer Reaction
Diazonium salt + CuX (X=Cl, Br, CN) → replaces N₂⁺ by X.
10.
Gattermann Reaction
Variation of Sandmeyer using Cu powder/HX.
…PAGE-BREAK…
11.
Coupling Reactions
Diazonium + activated arene (phenol/aniline) → coloured azo compound; pH 4-5 optimum.
12.
Hoffmann Bromamide Degradation
RCONH₂ + Br₂ + 4 NaOH → RNH₂ + Na₂CO₃ + 2 NaBr + 2 H₂O
One carbon shorter amine.
13.
Carbylamine Reaction
1° amine + CHCl₃ + alc. KOH → isocyanide (foul smell; test for 1° amine).
14.
Diels-Alder Reaction
Diene + dienophile → cyclohexene derivative; stereospecific syn-addition.
15.
Reimer-Tiemann Reaction
Phenol + CHCl₃ + aq. NaOH → o/p-hydroxybenzaldehyde; carbene intermediate.
16.
Williamson Ether Synthesis
R–ONa + R'–X → R–O–R' + NaX; SN2 pathway.
17.
Wurtz Reaction
2 R–X + 2 Na → R–R + 2 NaX; produces symmetrical alkane.
18.
Kolbe Electrolysis
Aqueous Na salt of carboxylic acid → electrolysis → R–R (hydrocarbon).
19.
Markovnikov’s Rule
HX adds to unsymmetrical alkene → H attaches to carbon having more H.
20.
Anti-Markovnikov (Peroxide Effect)
HBr + alkene + peroxide → Br attaches to less-substituted carbon (free-radical).
Quick Comparison Table
Reaction | Reagent(s) | Key intermediate
Friedel-Crafts | R–X / RCOCl + AlCl₃ | Carbocation / Acylium
Clemmensen | Zn(Hg), HCl | No isolated int.
Wolff-Kishner | NH₂NH₂, KOH, ∆ | Hydrazone
Aldol | dil. NaOH | Enolate
Sandmeyer | CuCl/HBr/CuCN | Aryl cation (Cu assisted)