Haloalkanes and haloarenes

Class 12 · Updated 2026-10-03. Published for practice.

Preparation

From alcohols: ROH + HX or PCl5 / SOCl2. From alkenes: addition of HX (Markovnikov for unsymmetrical alkenes unless peroxide for HBr anti-Markovnikov).

Halogen exchange (Finkelstein), Sandmeyer and Gattermann for aryl halides from diazonium salts — know one-line conditions for each name reaction NCERT highlights.

Nucleophilic substitution

SN2: one step, backside attack, inversion of configuration, rate depends on [substrate][Nu]. Favoured by primary halide, good nucleophile, polar aprotic solvent.

SN1: two steps, carbocation intermediate, racemisation possible, rate depends on [substrate]. Tertiary halides, weak nucleophile, polar protic solvent favour SN1.

Aryl halides: C–X bond partial double character; nucleophilic substitution is hard unless activated (e.g. ortho/para nitro groups) — know contrast with alkyl halides.

Elimination and environment

E2 often competes with SN2 (strong base, heat). Saytzeff rule: more substituted alkene usually dominates in dehydrohalogenation.

Polyhalogen compounds: CHCl3, CCl4 uses and toxicity; iodoform test (CHI3 from methyl ketones or alcohols oxidisable to methyl ketones) is a practical identification link.

CFCs and ozone — environmental chemistry crossover from Class 11.

Used in these practicals