126721

Hydrazobenzene

• Synonym(s): N,N′-Diphenylhydrazine, N,N′-Bianiline, NSC 3510
• Linear Formula: C₆H₅NHNHC₆H₅
• CAS Number: 122-66-7
• Molecular Weight: 184.24
• Beilstein: 639793
• EC Number: 204-563-5
• MDL number: MFCD00003012
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847740
• NACRES: NA.22

Properties

• form: solid
• 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

Other Notes

Contains varying amounts of azobenzene

Safety Information

• Pictograms: GHS08,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H302,H350,H410
• Precautionary Statements: P201 - P273 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves