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NTA Abhyas JEE Main2020ChemistryHaloalkanes and HaloarenesPractice

Which of the following would not give 2-phenylbutane as the major product in a Friedel-Crafts alkylation reaction with benzene?

Options

  1. A1-butene + HF
  2. B2-butanol + H 2 S O 4
  3. CButanoylchloride + A l C l 3 then Zn-Hg/HCl
  4. DButyl chloride + A l C l 3

Correct answer

C. Butanoylchloride + A l C l 3 then Zn-Hg/HCl

Step-by-step solution

The Friedal – crafts alkylation reaction will give propyl phenyl ketone which on further Clemmenson’s reduction will give butyl benzene. C 6 H 6   +   CH 3 CH 2 CH 2 COCl → AlCl 3 C 6 H 5 COCH 2 CH 2 CH 3 → Zn-Hg/HCl C 6 H 5 CH 2 CH 2 CH 2 CH 3 Butylbenzene Rest other will give 2-phenylbutane as in them rearrangement of carbocation is possible.

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