Predict the major product for the following r | vedclass

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

Question

(A) The reaction of an alkyl aryl ether with excess $HI$ involves the cleavage of the $C-O$ bond. In the ether $Ph-O-CH_2-CH_2-(C_6H_4)NO_2$,the oxyge

Vedclass · Accepted Answer

$PhOH + ICH_2CH_2(C_6H_4)NO_2$

Vedclass · Answer

(A) The reaction of an alkyl aryl ether with excess $HI$ involves the cleavage of the $C-O$ bond. In the ether $Ph-O-CH_2-CH_2-(C_6H_4)NO_2$,the oxygen is attached to a phenyl group $(Ph)$ and an alkyl group $(-CH_2CH_2(C_6H_4)NO_2)$. When treated with $HI$,the ether is protonated to form an oxonium ion. The iodide ion $(I^-)$ acts as a nucleophile and attacks the less sterically hindered alkyl carbon. The $C-O$ bond between the oxygen and the alkyl group breaks,resulting in the formation of phenol $(PhOH)$ and an alkyl iodide $(ICH_2CH_2(C_6H_4)NO_2)$. Since $HI$ is in excess,the reaction proceeds to completion,yielding $PhOH$ and $ICH_2CH_2(C_6H_4)NO_2$.

Predict the major product for the following reaction: $Ph-O-CH_2-CH_2-(C_6H_4)-NO_2 + HI \text{ (excess)} \rightarrow \text{Product}$

Similar Questions

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 mixtures is obtained when $tert$-butyl methyl ether is heated with $HI$?

Ethyl chloride reacts with sodium ethoxide to form a compound $A$. Which of the following reactions also yields $A$?

The major product of the following reaction sequence is:

The bromides formed by the cleavage of ethers $A$ and $B$ with $HBr$ respectively are:

Vedclass Test Series

Exam Paper Generator

Online Exam Module