Among the following ethers,which one will pro | vedclass

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

Question

(A) When an ether contains a tertiary alkyl group,the reaction with hot concentrated $HI$ proceeds via the $S_N1$ mechanism. In the case of tert-butyl

Vedclass · Accepted Answer

$CH_3-C(CH_3)_2-O-CH_3$

Vedclass · Answer

(A) When an ether contains a tertiary alkyl group,the reaction with hot concentrated $HI$ proceeds via the $S_N1$ mechanism. In the case of tert-butyl methyl ether $(CH_3-C(CH_3)_2-O-CH_3)$,the $C-O$ bond cleavage occurs such that the stable tertiary carbocation $(CH_3-C^+(CH_3)_2)$ is formed. This carbocation then reacts with $I^-$ to form tert-butyl iodide,while the methoxy group is protonated to form methyl alcohol $(CH_3OH)$. In contrast,for primary and secondary alkyl ethers,the reaction follows the $S_N2$ mechanism,where the nucleophile $I^-$ attacks the less sterically hindered carbon (the methyl group),resulting in the formation of methyl iodide $(CH_3I)$ and the corresponding alcohol.

Among the following ethers,which one will produce methyl alcohol on treatment with hot concentrated $HI$?

Similar Questions

Which of the following substances resists the nucleophilic attack of $OH^{-}$ ions?

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

Hybridisation of oxygen in diethyl ether is

$A$ solution of $Ph_3CCO_2H$ in concentrated $H_2SO_4$ gives $(X)$ when poured into methanol. $X$ is

Identify $Z$ in the sequence of reactions :
$CH_3CH_2CH=CH_2$ $\xrightarrow{HBr/H_2O_2} Y$ $\xrightarrow{C_2H_5ONa} Z$

Vedclass Test Series

Exam Paper Generator

Online Exam Module