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JEE Main levelSingle correct optionDifficulty 2 of 3o4045

For eliminating with by E1cB, the substituent Z which gives the fastest elimination (the most acidic hydrogen alpha to Z) is

  1. A
  2. B
  3. C
  4. D

Answer: D

The rate of E1cB follows the acidity of the C-H bond alpha to Z, i.e. the stability of the carbanion. Approximate pKa values of the corresponding carbon acids: nitroalkane 10 (nitronate), ketone 20, ester 25, and a simple phenylmethyl group about 40. So gives the fastest elimination.
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