Explain the mechanism of action for the esterification of carboxylic acids.

Vedclass pdf generator app on play store
Vedclass iOS app on app store
(N/A) The esterification of carboxylic acids with alcohols is a type of nucleophilic acyl substitution. This reaction proceeds through the following steps:
$(i)$ Protonation of the carbonyl oxygen by the $H^{+}$ acid catalyst to produce the protonated carboxylic acid $(X)$.
$(ii)$ The protonated carbonyl group is activated towards nucleophilic attack by the alcohol $(R'-OH)$,forming a tetrahedral intermediate $(M)$.
$(iii)$ $A$ proton transfer occurs within the tetrahedral intermediate $(M)$ to convert the hydroxyl group into a better leaving group,$-OH_2^{+}$,resulting in intermediate $(Y)$.
$(iv)$ The intermediate $(Y)$ eliminates a water molecule to form the protonated ester $(Z)$.
$(v)$ Finally,the protonated ester $(Z)$ loses a proton to yield the final ester $(P)$.

Explore More

Similar Questions

What will happen if $LiAlH_4$ is added to an ester?

Which class of compounds shows hydrogen bonding even more than in alcohols?

Consider the following sequence of reactions:
$2\text{-benzylbenzoic acid}$ $\xrightarrow{SOCl_2} A$ $\xrightarrow[2. H_3O^+]{1. AlCl_3} B$ $\xrightarrow{Zn-Hg, \text{conc. } HCl, \text{heat}} C$
The end product $(C)$ is:

Difficult
View Solution

The reaction $CH_3COOAg + Br_2 \xrightarrow{CS_2}$ is known as the Hunsdiecker reaction. What is the main product of this reaction?

Number of compounds from the following which will not dissolve in cold $NaHCO_3$ and $NaOH$ solutions but will dissolve in hot $NaOH$ solution 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