Give the major products that are formed by heating each of the following ethers with $HI$.
$(i)$ $CH_3-CH_2-CH(CH_3)-CH_2-O-CH_2-CH_3$
$(ii)$ $CH_3-CH_2-CH_2-O-C(CH_3)_2-CH_2-CH_3$
$(iii)$ $C_6H_5-CH_2-O-C_6H_5$

Vedclass pdf generator app on play store
Vedclass iOS app on app store
(N/A) $(i)$ The reaction follows $S_N2$ mechanism because the alkyl groups are primary. The smaller alkyl group forms the alkyl iodide. Products: $CH_3-CH_2-CH(CH_3)-CH_2OH + CH_3CH_2I$.
$(ii)$ The reaction follows $S_N1$ mechanism because the ether contains a tertiary alkyl group. The tertiary carbocation is more stable. Products: $CH_3CH_2CH_2OH + CH_3CH_2-C(CH_3)_2I$.
$(iii)$ The cleavage occurs at the $C-O$ bond where the benzyl carbocation is formed,which is resonance stabilized. Products: $C_6H_5CH_2I + C_6H_5OH$.

Explore More

Similar Questions

When anisole is heated with $HI$,the product is

Identify the missing reagent in the following reaction: $C_6H_5OCH_3 + (?) \rightarrow \text{p-methoxyacetophenone (major)} + \text{o-methoxyacetophenone (minor)}$

Difficult
View Solution

The products formed when diethyl ether is reacted with cold $HI$ are

When ether is exposed to air for some time,an explosive substance produced is:

For the given reaction,$A$ and $B$ are respectively:

Difficult
View Solution

Vedclass Products

For Students

Vedclass Test Series

Mock tests in real JEE/NEET style with performance analysis. 5-day free trial.

Start Free Trial
For Teachers

Exam Paper Generator

Generate Set A/B/C/D exam papers from 7.5L+ questions in 2 minutes. 3 chapters free.

Try Free
For Institutes

Online Exam Module

Live online exams with unlimited students, 360° analytics & white-label branding.

See Demo