NCERT Class XII Chemistry
Chapter - Aldehydes, Ketones and Carboxylic Acids
Questions with Solutions

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Question : 28
Total: 28
Which acid of each pair shown here would you expect to be stronger ?
(i) CH3CO2H or CH2FCO2H
(ii) CH2FCO2H or CH2ClCO2H
(iii) CH2FCH2CH2CO2H or CH3CHFCH2CO2H
Solution:  
(i) H2CFCOOH will be stronger of the two. The presence of electronegative F atom at the α-C causes electron withdrawal from the COOH and facilitates the release of H‌+.
(ii) CH2FCO2H is a stronger acid for the same reason as stated above. F is more electronegative than Cl, so it withdraws electrons from the carboxyl group to a greater extent.
(iii) CH3CHFCH2COOH is stronger. Although both the given acids have F atom in them, it is the proximity of F in CH3CHFCH2COOH to the COOH group which makes it more acidic.
(iv)
is more acidic due to the presence of electron withdrawing CF3 group in it.
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