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126721

Sigma-Aldrich

Hydrazobenzene

Sinonimo/i:

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

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About This Item

Formula condensata:
C6H5NHNHC6H5
Numero CAS:
122-66-7
Peso molecolare:
184.24
Beilstein:
639793
Numero CE:
204-563-5
Numero MDL:
MFCD00003012
Codice UNSPSC:
12352100
ID PubChem:
24847740
NACRES:
NA.22

Stato

solid

Livello qualitativo

200

Punto di fusione

123-126 °C (lit.)

Stringa SMILE

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
YBQZXXMEJHZYMB-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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

Altre note

Contains varying amounts of azobenzene

Avvertenze

Danger

Indicazioni di pericolo

H302,H350,H410

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCF3480
BCCC6359
BCCB1611
BCBV8230
BCBS8959V

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Nitrosobenzene ≥97%

Sigma-Aldrich

N24609

Nitrosobenzene

2-Propanolo puriss. p.a., ACS reagent, ≥99.8% (GC)

Sigma-Aldrich

59300

2-Propanolo

Phenylhydrazine 97%

Sigma-Aldrich

P26252

Phenylhydrazine

Luperox® A75, Benzoyl peroxide 75%, remainder water

Sigma-Aldrich

517909

Luperox® A75, Benzoyl peroxide

2,4-Dinitrophenylhydrazine reagent grade, 97%

Sigma-Aldrich

D199303

2,4-Dinitrophenylhydrazine

Sigma-Aldrich

Sigma-Aldrich

SRE0027

Eparina

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
Hydrazobenzene.
Report on carcinogens : carcinogen profiles, 10, 139-140 (2004-08-26)
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
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