Identify the products (X, Y) and reaction mec | vedclass

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

Question

(A) $(i)$ The reaction of an ether with $HI$ produces an alcohol and an alkyl iodide. In the presence of a $3^{\circ}$ carbon atom in one of the alkyl

Vedclass · Accepted Answer

$X = CH_3CH_2OH, Y = (CH_3)_2(CH_3CH_2)C-I, Z = S_N1$

Vedclass · Answer

(A) $(i)$ The reaction of an ether with $HI$ produces an alcohol and an alkyl iodide. In the presence of a $3^{\circ}$ carbon atom in one of the alkyl groups of the ether,the iodide ion $(-I)$ attacks the more substituted carbon atom (the $3^{\circ}$ carbon) via the $S_N1$ mechanism.$(ii)$ This occurs because the $3^{\circ}$ carbocation formed during the reaction is highly stable compared to $1^{\circ}$ or $2^{\circ}$ carbocations,and the $S_N2$ mechanism is hindered by significant steric hindrance at the $3^{\circ}$ carbon.$(iii)$ In the given reaction,the ether is $2-ethoxy-2-methylbutane$. The $HI$ cleaves the bond between the oxygen and the $3^{\circ}$ carbon,leading to the formation of ethanol $(CH_3CH_2OH)$ and $2-iodo-2-methylbutane$ $((CH_3)_2(CH_3CH_2)C-I)$ via the $S_N1$ mechanism.Thus,option $A$ is the correct answer.

Identify the products $(X, Y)$ and reaction mechanism $(Z)$ of the following reaction:
$CH_3CH_2-O-C(CH_3)_2CH_2CH_3 \xrightarrow{HI, \Delta} X + Y$

Similar Questions

Which of the following reactions will produce methyl tert-butyl ether?

Identify the product $(A)$ of the following reaction:
$C_2H_5-O-C_2H_5 + CO \xrightarrow[500 \text{ atm}]{BF_3 / 150^{\circ}C} A$

The $C - O - C$ bond angle in ethers is approximately -

$Ph-O-CH_2-Ph \xrightarrow{HI} A + B$ will be

Assertion : The major products formed by heating $C_6H_5CH_2OCH_3$ with $HI$ are $C_6H_5CH_2I$ and $CH_3OH$.
Reason : Benzyl cation is more stable than methyl cation.

Vedclass Test Series

Exam Paper Generator

Online Exam Module

Identify the products $(X, Y)$ and reaction mechanism $(Z)$ of the following reaction:$CH_3CH_2-O-C(CH_3)_2CH_2CH_3 \xrightarrow{HI, \Delta} X + Y$