Hydrocarbons Question 236

Question: Which of the following would not give 2-phenylbutane as the major product in a Friedel- Crafts alkylation reaction on benzene ring-

Options:

A) 1-butene+HF

B) 2-butanol $ +H_2SO_4 $

C) Butanoyl chloride $ +AlCl_3 $ then $ Zn,HCl $

D) Butyl chloride $ +AlCl_3 $

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Answer:

Correct Answer: C

Solution:

[c] The Friedal-crafts acylation reaction will give propyl phenyl ketone which further on Clemmenson’s reduction will give butyl benzene

$ C_6H_6+CH_2CH_2CH_2COCl\xrightarrow{AlCl_3} $

$ C_6H_5COCH_2CH_2CH_3\xrightarrow{Zn-Hg/HCl}\underset{(Butylbenzene)}{\mathop{C_6H_5CH_2CH_2CH_2CH_3}} $