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126721

Sigma-Aldrich

Hydrazobenzene

Sinônimo(s):

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

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About This Item

Fórmula linear:
C6H5NHNHC6H5
Número CAS:
122-66-7
Peso molecular:
184.24
Beilstein:
639793
Número CE:
204-563-5
Número MDL:
MFCD00003012
Código UNSPSC:
12352100
ID de substância PubChem:
24847740
NACRES:
NA.22

forma

solid

pf

123-126 °C (lit.)

cadeia de caracteres SMILES

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

chave InChI

YBQZXXMEJHZYMB-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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

Outras notas

Contains varying amounts of azobenzene

Palavra indicadora

Danger

Frases de perigo

H302,H350,H410

Classificações de perigo

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Chintada Nageswara Rao et al.
The Journal of organic chemistry, 76(22), 9438-9443 (2011-10-19)
The reduction of azobenzene by SmI(2) in THF to give hydrazobenzene was investigated. The kinetics are first order in the substrate and first order in SmI(2). The kinetic order in MeOH is ca. 0.56, and in TFE it is ca.
Darol E Dodd et al.
International journal of toxicology, 31(6), 564-571 (2012-11-09)
Male F344 rats were exposed to hydrazobenzene (HZB) by dietary feed at concentrations of 0, 5, 20, 80, 200, or 300 ppm for 5 days, 2 weeks, 4 weeks, or 13 weeks duration. End points evaluated included clinical observations, body
H Fabre et al.
Journal of pharmaceutical sciences, 73(12), 1706-1709 (1984-12-01)
A high-performance liquid chromatographic method was developed for the simultaneous determination of azobenzene, hydrazobenzene, and four other decomposition products in phenylbutazone injectable formulations. Separation was achieved on a C18 column, with 0.1 M Tris-citrate buffer (pH 5.25) and acetonitrile (52:48)
Jenny V Lockard et al.
The journal of physical chemistry. A, 109(6), 1205-1215 (2006-07-13)
A quantitative model of mixed-valence excited-state spectroscopy is developed and applied to 2,3-diphenyl-2,3-diazabicyclo[2.2.2]octane. The lowest-energy excited state of this molecule arises from a transition from the ground state, where the charge is located on the hydrazine bridge, to an excited
Hydrazobenzene.
Report on carcinogens : carcinogen profiles, 10, 139-140 (2004-08-26)
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