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Question

Acid-catalysed dehydration of which of the following compounds is fastest?

A
t-Butanol
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B
sec-Butanol
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C
n-Butanol
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D
All dehydrate at similar rate
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Solution

The correct option is A t-Butanol
Compounds that form more stable carbocation undergo fastest acid catalysed dehydration. t-Butanol (option a) forming tertiary carbocation which has 9α hydrogens undergoes fastest acid-catalysed dehydration. Hence, the correct answer is option (a).

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