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

Identify the reactant $x$ in the following chemical reaction:
$Phenol + (x) \xrightarrow[(2) H^+]{(1) NaOH} Salicylaldehyde$

What is the correct order of $K_a$ values for the given compounds?

The number of $\sigma$ bonds in carbolic acid is

How can phenol and cyclohexanol be distinguished?

Cumene on oxidation in air gives a compound,$X$. This on reaction with dilute acid gives $Y$ and $Z$. $Y$ reacts with sodium metal and not $Z$. What is $Z$ ?

Vedclass Test Series

Exam Paper Generator

Online Exam Module