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Aldehydes, Ketones And Carboxylic Acids

Question
CBSEENCH12011282
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Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is 

  • CH3COOCH3

  • CH3CONH2

  • CH3COOCOCH3

  • CH3COCl

Solution

D.

CH3COCl

Lesser the electron density of acyl carbon atom, more will be the susceptibility of a 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 CH3COCl, acyl carbon has least electron density and hence, more susceptible for nucleophilic attack.

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