Carbonyl CompoundHard
Question
Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is
Options
A.CH3COOCH3
B.CH3CONH2
C.CH3 COOCOCH3
D.CH3COCl
Solution
Lesser the electron density of acyl carbon atom, more will be the susceptibility of nucleophile to attack it.
The Cl atom has strong -I effect and weakest +R effect because of the weak π-bond between the small sized C-atom and large sized Cl atom. Thus, in CH3OCl, acyl carbon has least electron density and hence, more susceptible for nucleophilic attack.
The Cl atom has strong -I effect and weakest +R effect because of the weak π-bond between the small sized C-atom and large sized Cl atom. Thus, in CH3OCl, acyl carbon has least electron density and hence, more susceptible for nucleophilic attack.
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