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JEE Main levelSingle correct optionDifficulty 2 of 3o1031

Methylmagnesium bromide cannot be used in ethanol as solvent because

  1. Aethanol adds to magnesium to form a stable alkoxide complex without any gas evolution
  2. Bethanol protonates the reagent to give methane, destroying the Grignard reagent
  3. Cethanol undergoes with the methyl carbon of the reagent
  4. Dethanol is too nonpolar to dissolve the reagent

Answer: B

contains a strongly basic carbanion-like carbon (conjugate acid methane, pKa about 48). Ethanol (pKa about 16) is acidic enough to be deprotonated at once: . The reagent is thus consumed.
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