benzidine
Sign in to saveBenzidine (trivial name), also called '''1,1'-biphenyl-4,4'-diamine''' (systematic name), is an organic compound with the formula (C6H4NH2)2. It is an aromatic amine. It is a component of a test for cyanide. Related derivatives are used in the production of dyes. Benzidine has been linked to bladder and pancreatic cancer.
Article
5 sectionsContents
- Synthesis and properties
- Applications
- Related 4,4’-benzidines
- Safety
- References
Benzidine (trivial name), also called '''1,1'-biphenyl-4,4'-diamine''' (systematic name), is an organic compound with the formula (C6H4NH2)2. It is an aromatic amine. It is a component of a test for cyanide. Related derivatives are used in the production of dyes. Benzidine has been linked to bladder and pancreatic cancer.
==Synthesis and properties== Benzidine is prepared in a two step process from nitrobenzene. First, the nitrobenzene is converted to 1,2-diphenylhydrazine, usually using iron powder as the reducing agent. Treatment of this hydrazine with mineral acids induces a rearrangement reaction to 4,4'-benzidine. Smaller amounts of other isomers are also formed. The benzidine rearrangement, which proceeds intramolecularly, is a classic mechanistic puzzle in organic chemistry. 400px