Why pKa of F―CH2―COOH is lower than that of Cl ― CH2 ― COOH?

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Acidity of carboxylic acids increases due to presence of electron withdrawing group/atom since the carboxylate ion (RCOO-) gets stabilised by negative inductive effect of Cl which will withdraw the negative charge on oxygen and thereby stabilize the carboxylate ion in chloro acetic acid making it more...
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Acidity of carboxylic acids increases due to presence of electron withdrawing group/atom since the carboxylate ion (RCOO-) gets stabilised by negative inductive effect of Cl which will withdraw the negative charge on oxygen and thereby stabilize the carboxylate ion in chloro acetic acid making it more acidic than acetic acid. read less
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The simple underlying concept here is that higher pKa means lower acidic strength and vice versa. For checking the acidic strength we check the stability of the conjugates of the given acids. In the conjugates F being the more electronegative atom will stabilise the negative charge on the COO- more...
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The simple underlying concept here is that higher pKa means lower acidic strength and vice versa. For checking the acidic strength we check the stability of the conjugates of the given acids. In the conjugates F being the more electronegative atom will stabilise the negative charge on the COO- more than that due to Cl because of its greater inductive effect(-I effect). read less
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