Why is Chloroethanoic acid about 100 times stronger than acetic acid ?

Asked by pratikbharadia | 28th Dec, 2009, 12:05: PM

Expert Answer:

Since Chloro group is an electron withdrawing group. It has -I effect.

Chloro group withdraws the electron density fronm the O-H bond. Thus the release of H+ is easier and hence increase in acidity.

Also, since chloro group is an electron withdrawing group, it increase the acidity of carboxylic acids by stabilising the conjugate base through delocalisation of the negative charge by electron withdrawing inductive effect.

Answered by  | 28th Dec, 2009, 12:36: PM

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