Among the given compounds, the compound which is most susceptible to a nucleophilic attack at the carbonyl group is :
A
CH3COCl
Right on! Give the BNAT exam to get a 100% scholarship for BYJUS courses
B
CH3CHO
No worries! We‘ve got your back. Try BYJU‘S free classes today!
C
CH3COOCH3
No worries! We‘ve got your back. Try BYJU‘S free classes today!
D
CH3COOCOCH3
No worries! We‘ve got your back. Try BYJU‘S free classes today!
Open in App
Solution
The correct option is BCH3COCl We know the following facts: 1. Weaker bases are better leaving groups. 2. Strong acids have very weak conjugate bases. Here, HCl is a very strong acid. So, the chloride ion is a very weak base as compared to others.
Hence, it is the best leaving group in nucleophilic acyl substitution.
Besides, the Cl group also activates the carbonyl group towards nucleophilic substitution reaction due to its −I effect.
Therefore, CH3COClis most susceptible to nucleophilic attack at the carbonyl group because it will show fastest rate of reaction.