Aldehydes Ketones Question 35

Question: Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is

[IIT 1997]

Options:

A) MeCOCl

B) MeCHO

C) MeCOOMe

D) MeCOOCOMe

Show Answer

Answer:

Correct Answer: A

Solution:

Amongst aldehyde & the acid derivatives, acid chloride are the most susceptible to nucleophilic attack due to strong -I effect & weak +R effect of the Cl-atom as a result of which carbonyl carbon has the highest electron deficiency. The actual order is MeCOCl >MeCOOCOMe >MeCOOMe >MeCHO.