The ether shown below when treated with HI pr | vedclass

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

Question

(B) The reaction of an ether with $HI$ involves the protonation of the ether oxygen followed by nucleophilic attack by the iodide ion $(I^-)$.In this

Vedclass · Accepted Answer

$A, D$

Vedclass · Answer

(B) The reaction of an ether with $HI$ involves the protonation of the ether oxygen followed by nucleophilic attack by the iodide ion $(I^-)$.In this specific case,the ether is cyclohexyl benzyl ether. The cleavage occurs such that the more stable carbocation is formed,or the reaction proceeds via an $S_N1$ mechanism if a stable carbocation can be formed.The benzyl group $(C_6H_5CH_2-)$ can form a stable resonance-stabilized carbocation,so the $C-O$ bond between the benzyl carbon and the oxygen breaks.The products formed are cyclohexanol ($C_6H_{11}OH$,which corresponds to option $D$) and benzyl iodide ($C_6H_5CH_2I$,which corresponds to option $A$).Therefore,the products are $A$ and $D$.

The ether shown below when treated with $HI$ produces:

Similar Questions

Which of the following ethers is gaseous at room temperature?

Assertion: Ethyl phenyl ether on reaction with $HBr$ forms phenol and ethyl bromide.
Reason: Cleavage of $C-O$ bond takes place at the ethyl-oxygen bond due to the more stable phenyl-oxygen bond.

Which of the following will be obtained by keeping ether in contact with air for a long time?

Heating tert-butyl methyl ether with $HI$ gives which of the following mixtures?

When diethyl ether is reacted with an excess of chlorine in the presence of sunlight,what is the final product obtained?

Vedclass Test Series

Exam Paper Generator

Online Exam Module