JEE Chemistry · Hard

Practical Organic Chemistry: Mixed MCQ

Solve this quality-checked JEE multiple-choice question, then review the correct answer and explanation.

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MixedHardQuestion 910009

Question

Which of these conversions requires a Grignard reagent?
  1. A
    Converting an ester to a tertiary alcohol (RCOOR' + 2R''MgX → R(R'')₂COH)
    Correct
  2. B
    Converting alcohol to acid
  3. C
    Nitration of benzene
  4. D
    Aldol condensation

Correct answer

Converting an ester to a tertiary alcohol (RCOOR' + 2R''MgX → R(R'')₂COH)

Explanation

Grignard reagents (R'MgX) are the reagent of choice for: (1) adding R' to carbonyl to make alcohols, (2) ester + 2 RMgX → 3° alcohol (RCO then second addition to ketone intermediate). Can also make 1° (with HCHO → 1°), 2° (with RCHO → 2°), 3° (with R₂CO or ester → 3°).