JEE Main levelSingle correct optionDifficulty 2 of 3o1031
Methylmagnesium bromide cannot be used in ethanol as solvent because
Aethanol adds to magnesium to form a stable alkoxide complex without any gas evolution
Bethanol protonates the reagent to give methane, destroying the Grignard reagent
Cethanol undergoes SN2 with the methyl carbon of the reagent
Dethanol is too nonpolar to dissolve the reagent
Answer: B
CHX3MgBr 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: CHX3MgBr+CX2HX5OHCHX4+CX2HX5OMgBr. The reagent is thus consumed.