The ether C_6H_5-O-CH_2-C_6H_5 when treated w | 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 $HI$ involves the cleavage of the $C-O$ bond. In the given ether,$C_6H_5-O-CH_2-C_6H_5$,the oxygen is att

Vedclass · Accepted Answer

$C_6H_5-CH_2I + C_6H_5OH$

Vedclass · Answer

(A) The reaction of an alkyl aryl ether with $HI$ involves the cleavage of the $C-O$ bond. In the given ether,$C_6H_5-O-CH_2-C_6H_5$,the oxygen is attached to a phenyl group $(C_6H_5-)$ and a benzyl group $(-CH_2-C_6H_5)$. The $C-O$ bond between the oxygen and the phenyl group is stronger due to partial double bond character (resonance),while the $C-O$ bond between the oxygen and the benzyl group is weaker because the resulting carbocation $(C_6H_5CH_2^+)$ is resonance-stabilized. Therefore,the $HI$ attacks the benzyl carbon,leading to the formation of benzyl iodide $(C_6H_5CH_2I)$ and phenol $(C_6H_5OH)$.

The ether $C_6H_5-O-CH_2-C_6H_5$ when treated with $HI$ produces:

Similar Questions

Which of the following is not a product of the reaction shown below?
$Ph-O-C_6H_{11} + PCl_5 \rightarrow \text{Products}$

Chloroethane reacts with $X$ to form diethyl ether. What is $X$?

What are $X$ and $Y$ in the following reaction?

Identify the major product when anisole is treated with $Br_2$ in the presence of acetic acid.

In which of the following reactions is the product an ether?

Vedclass Test Series

Exam Paper Generator

Online Exam Module