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JEE Main levelOne or more correct optionsDifficulty 2 of 3ap174

In which of the following does hydrolysis (or work-up) give a primary alcohol as (at least one of) the alcohol product(s)?

A $HCHO$ with $CH X_{3} CH X_{2} MgBr$ , then $H X_{3} O X^{+}$
BPropanone with $LiAlH X_{4}$ , then $H X_{3} O X^{+}$
CEthylene oxide (oxirane) with $C X_{6} H X_{5} MgBr$ , then $H X_{3} O X^{+}$
DMethyl benzoate with excess $LiAlH X_{4}$ , then $H X_{3} O X^{+}$

Answer: A, C, D

HCHO with a Grignard reagent gives propan-1-ol (primary). Oxirane opened by phenylmagnesium bromide gives 2-phenylethanol (primary). Excess

LiAlH X_{4}

reduces the ester to benzyl alcohol and methanol, both primary. Propanone with

LiAlH X_{4}

gives propan-2-ol, secondary.

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