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Which of the following would not give 2-phenyl butane as the major product in a Friedel Crafts alkylation reaction on benzene ring?

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Which of the following would not give 2-phenyl butane as the major product in a Friedel Crafts alkylation reaction on benzene ring?

(a) 1-butene + HF

(b) 2-butanol + H2SO4

(c) Butanoyl chloride + AlCl3 then Zn, HCl

(d) Butyl chloride + AlCl3

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Correct answer: (c) Butanoyl chloride + AlCl3 then Zn, HCl

Explanation:

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

C6H6 + CH3CH2CH2COCl\(\overset{AlCl_3}\longrightarrow\) C6H5COCH2CH2CH3 \(\overset{Zn-Hg/HCl}\longrightarrow\) C6H5CH2CH2CH2CH3

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