Quantcast
College of Central Florida College of Central Florida
Search CF:
Search A-Z

WOLF-KISHNER REDUCTION

Science Mechanism

The reaction begins with hydrazone formation (not shown).  Hydrazone formation results from the reaction of the ketone with 2HN-NH2 (hydrazine).  This reaction is like the formation of an oxime with the C=O except that 2HN-NH2  is used instead of 2HN-OH. 

YOU MAY REVIEW THE OXIME FORMATION MECHANISM HERE. 

Science Mechanism

The hydrazone is deprotonated to give a resonance stabilized intermediate.

 Science Mechanism

 The anion intermediate is protonated by the water and then deprotonated.

Science Mechanism

 The deprotonated intermediate then looses N2 gas to form a carbanion.  The carbanion is protonated to give the reduction product.

SHARE THIS PAGE:
| more
Follow us on:Like Us On FacebookFollow Us On TwitterView Our Videos On YouTube!College of Central Florida RSS Feeds