Question
Wed April 09, 2014 By: Preethi Chandrasekaran

 

Expert Reply
Thu April 10, 2014
Consider an organic compound like phenol.So let us see the effect of substituents on the acidic character of pehnols.
The effect of substituents on the acidic character of phenols can be easily understood in terms of stability of phenoxide ion relative to phenol.
Any group that stabilises the phenoxide ion more than the acid would make the reaction more towards forward direction and would increase the acidity.
On the other hand, a group that makes the phenoxide ion less stable would decrease the acidity.
Alkyl group is an electron donating group and intensifies the negative charge and therefore destabilises the phenoxide ion w.r.t phenol. So the acidic strength decreases.
 
 
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