Which one of the following,with HBr will give | vedclass

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

Question

(B) The reaction of ethers with $HBr$ involves the protonation of the oxygen atom followed by nucleophilic attack by the bromide ion $(Br^-)$. In the

Vedclass · Accepted Answer

Anisole (Methoxybenzene)

Vedclass · Answer

(B) The reaction of ethers with $HBr$ involves the protonation of the oxygen atom followed by nucleophilic attack by the bromide ion $(Br^-)$. In the case of anisole $(C_6H_5OCH_3)$,the oxygen is attached to a phenyl group and a methyl group. Protonation gives $[C_6H_5-O^+(H)-CH_3]$. The $Br^-$ ion attacks the less sterically hindered methyl group via an $S_N2$ mechanism,resulting in the cleavage of the $O-CH_3$ bond. This produces phenol $(C_6H_5OH)$ and methyl bromide $(CH_3Br)$. Other ethers like benzyl methyl ether or benzyl tert-butyl ether would cleave to form benzyl bromide because the benzyl carbocation or transition state is stabilized by resonance,leading to the formation of methanol or tert-butyl alcohol instead of phenol.

Which one of the following,with $HBr$ will give a phenol?

Similar Questions

Write equations of the following reactions:
$(i)$ Friedel-Crafts reaction - alkylation of anisole.
$(ii)$ Nitration of anisole.
$(iii)$ Bromination of anisole in ethanoic acid medium.
$(iv)$ Friedel-Craft's acetylation of anisole.

Explain the reaction of anisole with $HI$.

Product $(A)$ of this reaction is:

One mole of an organic compound $(A)$ with the formula $C_3H_8O$ reacts completely with two moles of $HI$ to form $X$ and $Y$. When $Y$ is boiled with aqueous alkali it forms $Z$. $Z$ answers the iodoform test. The compound $(A)$ is

Which of the following products is formed when ether is exposed to air?

Vedclass Test Series

Exam Paper Generator

Online Exam Module