In the transformation of 4-hydroxy-2-butanone to 4-hydroxybutane (reduction of carbonyl to methylene), which of the following is the most appropriate reagent?
- A
- B
- C
- D
Solution & Step-by-step Explanation
The reduction of to can be done by Clemmensen () or Wolff-Kishner ().However, the molecule contains an group (alcohol).Clemmensen reduction uses strong acid (), which would cause substitution of the group with .Wolff-Kishner reduction uses basic conditions, which does not affect the alcohol group. Therefore, Wolff-Kishner is the most appropriate reagent. would only reduce the ketone to an alcohol, not to a methylene group.