Q.
I = ClCH2COOH, II = formic acid, III = CHCl2COOH, IV = C6H5COOH. Correct acidic strength order is
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a
III > I > II > IV
b
III > II > I > IV
c
IV > III > I > II
d
III > I > IV > II
answer is A.
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Detailed Solution
EWG increase the acidic strength of aliphatic carboxylic acids by-I effect.—I effect of —CF3>—NO2>—CN>—F>—Cl>—Br>—I>—PhEDG decrease the acidic strength of aliphatic carboxylic acids by +I effectAlkyl groups shows +I effect;+I effect increase with increase in chain length and bulkiness of alkyl group.∴ Acidic strength of O2N−CH2−COOH>NC−CH2−COOH>F−CH2−COOH>CH3−COOH>R−CH2−COOHInductive effect weakens as the distance increases.Presence of EWG at α-position makes acetic acid (or) propionic more acidic than formic acid.Let an EWG is present at β-position of acetic acid (or) propionic acid. It is less acidic than formic acid. Thus Cl2CHCOOH>ClCH2COOH>HCOOH>C6H5COOH
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