First slide

Organic reagents and intermediates

Question

In which of the following alcohols C – O bond breaks (heterolytically) with greatest ease:

Moderate

A

${CH}_{3} {CH}_{2} {CH}_{2} OH$
B
C
D

Solution

Breaking of C – O bond results in formation of most stable tertiary carbocation.
Hence, the correct answer is (3).

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