Hydrazobenzene

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Hydrazobenzene
1,2-diphenylhydrazine.svg
Names
IUPAC name
1,2-Diphenylhydrazine
Other names
  • N,N′-Diphenylhydrazine
  • N,N′-Bianiline
Identifiers
3D model (JSmol)
ECHA InfoCard 100.004.149
PubChem CID
UNII
Properties
C12H12N2
Molar mass 184.242 g·mol−1
Boiling point 123–126 °C (253–259 °F; 396–399 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references


Hydrazobenzene (1,2-diphenylhydrazine) is an aromatic organic compound consisting of two aniline groups joined via their nitrogen atoms. It is an important industrial chemical used in the manufacture of dyes, pharmaceuticals, and hydrogen peroxide. [2]

Related Research Articles

Nitrobenzene chemical compound

Nitrobenzene is an organic compound with the chemical formula C6H5NO2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline. In the laboratory, it is occasionally used as a solvent, especially for electrophilic reagents.

Benzidine chemical compound

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.

Diels–Reese reaction

The Diels–Reese Reaction is a reaction between hydrazobenzene and dimethyl acetylenedicarboxylate first reported in 1934 by Otto Diels and Johannes Reese. Later work by others extended the reaction scope to include substituted hydrazobenzenes. The exact mechanism is not known. By changing the acidic or basic nature of the solvent, the reaction gives different products. With acetic acid as solvent (acidic), the reaction gives an diphenylpyrazolone. With xylene as solvent (neutral), the reaction gives an indole. With pyridine as solvent (basic), the reaction gives a carbomethoxyquinoline which can be degraded to a dihydroquinoline.

The molecular formula C12H12N2 may refer to:

References

  1. "Hydrazobenzene". Sigma-Aldrich.
  2. "Hydrazobenzene" (PDF). Report on Carcinogens, Fourteenth Edition. National Toxicology Program, Department of Health and Human Services. Retrieved June 21, 2017.