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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3g1153

Which of the following statements are correct? (Alkyl groups reduce acidity by +I effect and hyperconjugation.)

  1. ABenzoic acid is a stronger acid than 4-methylbenzoic acid.
  2. BFormic acid is a stronger acid than acetic acid.
  3. C4-Nitrobenzoic acid is a stronger acid than benzoic acid.
  4. D4-Methylphenol (p-cresol) is a stronger acid than phenol.

Answer: A, B, C

The methyl group of p-toluic acid donates electrons and destabilises the carboxylate, so benzoic acid is stronger. Formic acid (pKa 3.75) has no donor alkyl group, unlike acetic acid (4.76). The p-nitro group stabilises the carboxylate. In p-cresol the methyl destabilises the phenoxide, so p-cresol is a weaker acid than phenol and statement 4 is false.
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