Q.

The acidic strength of the given compounds follows the order: 

I) CH3-CH=CH-COOH II)CH3-O-CH=CH-COOH III) CH3-CH2-COOH

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a

II > III > I

b

II > I > III

c

I > II > III

d

III > II > I

answer is D.

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Detailed Solution

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Compound (III) is least acidic because of the presence of electron releasing groups. In conjugate base of compound (I), there is cross resonance because the two double bonds (-C=C and -C=O) and negative charge are in conjugation.

CH3-CH=CH-CO-O-

In conjugate base of compound (II), cross resonance further enhanced because the two double bonds (-C=C and -C=O), lone pairs of O and negative charge are in conjugation.

CH3-O....-CH=CH-COO-

Hence, order becomes I>II>III

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