The correct order of rate of hydrolysis of ester, acid chloride, and acid anhydride is
A
Acid chloride > Acidic anhydride > Ester
Right on! Give the BNAT exam to get a 100% scholarship for BYJUS courses
B
Ester > Acidic anhydride > Acid chloride
No worries! We‘ve got your back. Try BYJU‘S free classes today!
C
Ester > Acid chloride > Acidic anhydride
No worries! We‘ve got your back. Try BYJU‘S free classes today!
D
Ester < Acid chloride < Acidic anhydride
No worries! We‘ve got your back. Try BYJU‘S free classes today!
Open in App
Solution
The correct option is A
Acid chloride > Acidic anhydride > Ester
Explanation for the correct option:
Option A Acid chloride > Acidic anhydride > Ester:
Hydrolysis of ester, acid chloride, and acid anhydride follows a nucleophilic addition mechanism wherein water acts as a nucleophile and it attacks the carbonyl carbon of the reactant.
So, the reactant with a higher δ+ charge on carbonyl carbon will be more readily attacked by water.
The order of reactivity of carboxylic acid derivatives is Acid Chloride > Acid Anhydride > Ester > Amide.
Hence correct option.
Explanation for the incorrect options:
Option B Ester > Acidic anhydride > Acid chloride:
Acid chlorides are most reactive and acid amides are least reactive.
Hence incorrect option.
Option C Ester > Acid chloride > Acidic anhydride:
Ester is less reactive than acid chloride and acidic anhydride.
Hence incorrect option.
Option D Ester < Acid chloride < Acidic anhydride:
The acid chloride is more reactive than acidic anhydride.
Hence incorrect option.
Therefore,the correct order of rate of hydrolysis of ester, acid chloride, and acid anhydride is Acid chloride > Acidic anhydride > Ester.
