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Q. Among the given compounds, the most susceptible to nuclophilic attack at the carbonyl group is

Organic Chemistry – Some Basic Principles and Techniques

Solution:

Among aldehydes and acid derivatives, acid chlorides are most susceptible to nuclcophilic attack because of strong $-I$ effect and weak $+R$ effect of $Cl$ atom, due to the this the carbonyl carbon has highest electron deficiency. Hence, the order is
$MeCOCl > MeCOOCOMe > MeCOOMe > MeCHO$