Which acid of each pair shown here would you expect to be stronger?
(i) CH3CO2H or CH2FCO2H
(ii) CH2FCO2H or CH2ClCO2H
(iii) CH2 FCH2 CH2 CO2H or CH3 CHFCH2 CO2H
Which acid of each pair shown here would you expect to be stronger?
(i) CH3CO2H or CH2FCO2H
(ii) CH2FCO2H or CH2ClCO2H
(iii) CH2 FCH2 CH2 CO2H or CH3 CHFCH2 CO2H
(i) The +I effect of –CH3 group increases the electron density on the O-H bond. Therefore, the release of proton becomes difficult. On the other hand, the -I effect of F decreases the electron density on the O-H bond. Therefore, the proton can be released easily. Hence, CH2FCO2H is a stronger acid
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Chemistry Aldehydes, Ketones and Carboxylic Acids 2021
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