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Question

Which of the following will go by α elimination reaction mechanism?

A
(CH3)3CIH2OΔ
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B
CH3CH2CH2Clalc.KOH−−−−Δ
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C
CHCl3KOH−−Δ
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D
(CH3)3COHH2SO4, Δ−−−−−H3O+
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Solution

The correct option is C CHCl3KOH−−Δ
(a), (b) and (d) goes by βelimination reaction. (a) and (b) are dehydrohalogenation reaction. (d) is dehydration of alcohol.

In α elimination reaction, the leaving group and the proton are removed from the same α carbon which leads to formation of reactive carbene intermediate.

CHCl3KOH−−ΔK+ CCl3ΔKCl+ :CCl2

Mechanism:

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