What will be the major product of the given r | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(D) The given reaction is an acid-catalyzed rearrangement of a cross-conjugated dienone,known as the Dienone-Phenol rearrangement.$1$. The oxygen atom

Vedclass · Accepted Answer

$3-$ethyl$-4-$methylphenol

Vedclass · Answer

(D) The given reaction is an acid-catalyzed rearrangement of a cross-conjugated dienone,known as the Dienone-Phenol rearrangement.$1$. The oxygen atom of the carbonyl group gets protonated by $H_3O^+$.$2$. This increases the electrophilicity of the carbonyl carbon.$3$. $A$ $1,2-$shift occurs where one of the alkyl groups (methyl or ethyl) migrates to the adjacent carbon to restore aromaticity.$4$. The ethyl group has a higher migratory aptitude than the methyl group.$5$. Upon migration of the ethyl group,the system aromatizes to form a substituted phenol.$6$. The resulting product is $4-$ethyl$-4-$methylcyclohexa$-2,5-$dien$-1-$one rearranging to $4-$ethyl$-3-$methylphenol (or similar depending on the specific migration path). However,looking at the options provided,the migration of the ethyl group leads to the formation of $4-$ethyl$-3-$methylphenol.

What will be the major product of the given reaction?

Similar Questions

Which of the following compounds has the most acidic nature?

Identify the compound with the highest acidic strength from the following.

What are $X$ and $Y$ respectively in the following set of reactions?

Explain the classification of phenols with examples.

Which of the following is true regarding the solubility of $p$-nitrophenol and salicylaldehyde in a base?

Vedclass Test Series

Exam Paper Generator

Online Exam Module