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Chapter 22: Q36E (page 752)

Heating carvone with aqueous sulfuric acid converts it into carvacrol. Propose a mechanism for the isomerization.

Short Answer

Expert verified

In the process, the carvone is treated with aqueous sulfuric acid which produces carbocation intermediate. Then, the carbocation undergoes 1,2-Hydride shift and aromatization to produce Carvacol.

Step by step solution

01

Reaction process

In the process, the carvone is treated with aqueous sulfuric acid which produces carbocation intermediate. Then, the carbocation undergoes 1,2-Hydride shift and aromatization to produce Carvacol.

02

Mechanism

The mechanism for the reaction is,

Mechanism of the reaction

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