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JEE Main levelSingle correct optionDifficulty 2 of 3o1079

The rate of cyanohydrin formation from acetone and HCN is very small in pure HCN but increases when a few drops of NaOH are added; it falls again if strong acid is added. This is because

  1. Abase converts acetone to its enol which attacks HCN
  2. Bbase increases the concentration of the nucleophile and acid suppresses it
  3. Cbase protonates the carbonyl oxygen and acid generates
  4. Dacid catalyses direct attack of molecular HCN on carbon

Answer: B

HCN is a weak acid (pKa about 9) and a poor nucleophile. Base generates , the real nucleophile, while acid pushes the equilibrium back, lowering and the rate.
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