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Chapter 9: Q63. (page 379)

Question: Draw a stepwise, detailed mechanism for the following reaction.

Short Answer

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Answer

Step by step solution

01

Step-by-Step SolutionStep 1: Reaction of ether with strong acid

The strong acids will protonate the oxygen atom of ether. Then a most stable carbocation intermediate is formed during this process.

02

Ether with tertiary butyl group

When an ether molecule consists of a tertiary butyl group in it, then the reaction of ether with strong acid leads to an elimination reaction from the tertiary butyl radical.

03

Explanation

The given acid CF3CO2His a strong acid, and it protonates the given ether and forms a tertiary butyl carbocation intermediate. This tertiary butyl carbocation further undergoes an elimination reaction and forms the products.

The mechanism of the reaction is as shown:

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