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Q.

Which of the following statements is not correct?

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a

Maleic acid is a weaker acid than fumaric acid.

b

Maleate monoanion is a weaker acid than fumarate monoanion.

c

Salicyclic acid, o-HOC6H4COOH, is a stronger acid than o-H3COC6H4COOH.

d

A more reactive acid derivative may be used to prepare a less reactive one by reaction with the appropriate nucleophile.

answer is A.

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Detailed Solution

(a) The maleic acid is a stronger acid because of the stabilisation of its monoanion due to H-bonding between the cis COOH and COO- . This is not present in the trans isomer (fumarate anion).

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(b) H-bonding in maleate monoanion makes the removal of H more difficult as compared to fumarate monoanion  where H-bonding is not present.

(c) H-bonding in salicylate ion makes the salicyclic acid more acidic than o-H3COC6H4COOH

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