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NEET levelSingle correct optionDifficulty 1 of 3g2175

Which of the following is a stronger acid than benzoic acid because of the ortho effect?

  1. A4-methylbenzoic acid
  2. B2-methylbenzoic acid
  3. C4-methoxybenzoic acid
  4. D4-aminobenzoic acid

Answer: B

Almost any ortho substituent forces the group out of the plane of the ring and makes the acid stronger than benzoic acid (pKa 4.20). 2-Methylbenzoic acid has pKa 3.91. The para-methyl, para-methoxy and para-amino acids are weaker than benzoic acid because these groups donate electrons.
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