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126721 Sigma-Aldrich

Hydrazobenzene

Synonym: N,N′-Diphenylhydrazine, N,N′-Bianiline, NSC 3510

  • CAS Number 122-66-7

  • Linear Formula C6H5NHNHC6H5

  • Molecular Weight 184.24

  •  Beilstein/REAXYS Number 639793

  •  EC Number 204-563-5

  •  MDL number MFCD00003012

  •  PubChem Substance ID 24847740

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Hydrazines, Nitrogen Compounds - Organic Building Blocks, Organic Building Blocks More...
Quality Level   200
mp   123-126 °C (lit.)
SMILES string   N(Nc1ccccc1)c2ccccc2
InChI   1S/C12H12N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10,13-14H
InChI key   YBQZXXMEJHZYMB-UHFFFAOYSA-N

Description

General description

Hydrazobenzene has been prepared by the reduction of azobenzene by SmI(2) in THF.

Hydrazobenzene is an intermediate in the hydrogenation of azoxybenzene to aniline.

Application

Reactant involved in:
• Insertion reactions with organometallic tantalum complexes
• Reduction reactions catalyzed by titanium(III) trichloride yielding amines
• Studying the mechanism of hydrazobenzene rearrangement
• Reaction with N-heterocyclic stable silylene
• Synthesis of dimanganese amide hydrazide cluster complexes
• Iron-mediated hydrazine reductions yielding iron arylimide cubanes

Packaging

25 g in glass bottle

Other Notes

Contains varying amounts of azobenzene

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 3
RTECS 
MW2625000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

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Peer-Reviewed Papers
15

References

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