MixedHardQuestion 910009
Question
Which of these conversions requires a Grignard reagent?
- AConverting an ester to a tertiary alcohol (RCOOR' + 2R''MgX → R(R'')₂COH)Correct
- BConverting alcohol to acid
- CNitration of benzene
- DAldol 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°).