Neha Patil (Editor)

Fischer–Hepp rearrangement

Updated on
Edit
Like
Comment
Share on FacebookTweet on TwitterShare on LinkedInShare on Reddit
Reaction type
  
Rearrangement reaction

Fischer–Hepp rearrangement

Named after
  
Otto Fischer Eduard Hepp

The Fischer–Hepp rearrangement is a rearrangement reaction in which an aromatic N-nitroso or nitrosamine converts to a carbon nitroso compound:

This organic reaction was first described by the German chemist Otto Philipp Fischer (1852–1932 ) and Eduard Hepp (June 11, 1851 – June 18, 1917) in 1886, and is of importance because para-NO secondary anilines cannot be prepared in a direct reaction.

The rearrangement reaction takes place by reacting the nitrosamine precursor with hydrochloric acid. The chemical yield is generally good under these conditions, but often much poorer if a different acid is used. The exact reaction mechanism is unknown but there is evidence suggesting an intramolecular reaction.

References

Fischer–Hepp rearrangement Wikipedia