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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3g2220

Which of the following statements are correct?

  1. ASalicylic acid is a stronger acid than 4-hydroxybenzoic acid
  2. B2-Nitrophenol is steam volatile
  3. C2-Nitrophenol is more soluble in water than 4-nitrophenol
  4. D2-Hydroxybenzaldehyde has a higher boiling point than 4-hydroxybenzaldehyde

Answer: A, B

The salicylate anion is stabilised by an intramolecular hydrogen bond, so salicylic acid (pKa 2.97) is stronger than the 4-isomer (4.54) (A). Intramolecular hydrogen bonding in 2-nitrophenol keeps molecules separate, making it steam volatile (B). For the same reason it is less soluble in water than the para isomer (C false), and 2-hydroxybenzaldehyde boils lower than the para isomer (D false).
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