Fundamentals of Organic ChemistryChemistryAldehydes and Ketones
Which of the following methods is most suitable for the reduction of a carbonyl compound to a hydrocarbon if the compound is sensitive to both strong acids and strong bases?
Options
- AThioacetal reduction
- BAll of these
- CWolff-Kishner reduction
- DClemmensen reduction
Correct answer
A. Thioacetal reduction
Step-by-step solution
Clemmensen reduction involves the use of zinc amalgam and concentrated hydrochloric acid, which provides a strongly acidic medium. It is not suitable for acid-sensitive compounds. Wolff-Kishner reduction involves the use of hydrazine and a strong base like potassium hydroxide or sodium hydroxide, which provides a strongly basic medium. It is not suitable for base-sensitive compounds. Thioacetal reduction (Mozingo reduction) involves the conversion of the carbonyl compound to a thioacetal using a dithiol in the pres