NEET 2016 Phase 2 · ChemistryPrevious Year Question

Which of the following can be used as the halide component for a Friedel-Crafts (alkylation) reaction?

Answer: (D) (D) Isopropyl chloride. Friedel-Crafts alkylation needs a halide whose bond can heterolyse (with ) to give a carbocation electrophile.

  1. A.(A) Chlorobenzene
  2. B.(B) Bromobenzene
  3. C.(C) Chloroethene
  4. D.(D) Isopropyl chloride

Correct Answer

(D) (D) Isopropyl chloride

Solution & Explanation

Friedel-Crafts alkylation needs a halide whose bond can heterolyse (with ) to give a carbocation electrophile. Isopropyl chloride, , gives a stable secondary carbocation. In aryl halides (chlorobenzene, bromobenzene) and the vinyl halide (chloroethene) the bond has partial double-bond character due to resonance, so it is strong and does not ionise — these cannot serve as the halide component.

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