Allyl chloride is hydrolysed more readily than $n-$propyl chloride. Why?

Vedclass pdf generator app on play store
Vedclass iOS app on app store
(N/A) Allyl chloride $(CH_2=CH-CH_2Cl)$ undergoes hydrolysis more readily than $n-$propyl chloride $(CH_3-CH_2-CH_2Cl)$ because the carbocation formed from allyl chloride,which is the allyl carbocation $(CH_2=CH-CH_2^+)$,is stabilized by resonance.
The resonance structures are:
$[CH_2=CH-CH_2^+ \leftrightarrow ^+CH_2-CH=CH_2]$
In contrast,the carbocation formed from $n-$propyl chloride is a primary carbocation $(CH_3-CH_2-CH_2^+)$,which lacks such resonance stabilization,making it less stable and thus less reactive towards hydrolysis.

Explore More

Similar Questions

Alcoholic potash is used to bring about

When $E_2$ competition is not a concern,which of the following is the best nucleophile for an $S_N2$ reaction?

Difficult
View Solution

Identify $A$ and $B$ in the chemical reaction.

Choose the correct decreasing order of reactivity of alkyl halides towards $S_{N}1$ reaction.

On monochlorination of $2-$methylbutane,the total number of chiral compounds is

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