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495-48-7

495-48-7 Structure

495-48-7 Structure
IdentificationMore
[Name]

AZOXYBENZENE
[CAS]

495-48-7
[Synonyms]

AZOXYBENZENE
FENAZOX
(Z)-diphenyldiazene N-oxide
1,2-Diphenyldiazene 1-oxide
Azobenzene, oxide
azobenzene,oxide
Azossibenzene
Azoxybenzeen
Azoxybenzide
Azoxybenzol
Azoxybenzole
azoxydi-benzen
azoxydibenzene
Benzene, azoxydi-
Diazene, diphenyl-, 1-oxide
Diazene,diphenyl-,1-oxide
diphenyl-diazen1-oxide
diphenyldiazene1-oxide
diphenyldiazine1-oxide
Fentoxan
[EINECS(EC#)]

207-802-1
[Molecular Formula]

C12H10N2O
[MDL Number]

MFCD00019925
[Molecular Weight]

198.22
[MOL File]

495-48-7.mol
Chemical PropertiesBack Directory
[Appearance]

ORANGE-YELLOW TO ORANGE CRYSTALS
[Melting point ]

32-36 °C
[Boiling point ]

130 °C / 0.9mmHg
[density ]

1.16
[refractive index ]

1.6330 (estimate)
[storage temp. ]

0-6°C
[form ]

neat
[color ]

Yellow, rhombic crystals
[Merck ]

14,923
[BRN ]

743984
[Dielectric constant]

5.1(40℃)
[Major Application]

agriculture
environmental
[InChI]

1S/C12H10N2O/c15-14(12-9-5-2-6-10-12)13-11-7-3-1-4-8-11/h1-10H/b14-13-
[InChIKey]

GAUZCKBSTZFWCT-YPKPFQOOSA-N
[SMILES]

[O-]\[N+](=N/c1ccccc1)c2ccccc2
[Uses]

Intermediate in organic synthesis.
[CAS DataBase Reference]

495-48-7(CAS DataBase Reference)
[EPA Substance Registry System]

Azoxybenzene (495-48-7)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R20/22:Harmful by inhalation and if swallowed .
[Safety Statements ]

S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
[WGK Germany ]

1
[RTECS ]

CO4025000
[TSCA ]

Yes
[HS Code ]

29153100
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
[Safety Profile]

Poison by subcutaneous route. Moderately toxic by ingestion, skin contact, and other routes. A skin and eye irritant. Mutation data reported. Combustible. When heated to decomposition it emits toxic fumes of NOx.
[Hazardous Substances Data]

495-48-7(Hazardous Substances Data)
[Toxicity]

LD50 orl-rat: 620 mg/kg AMIHBC 10,61,54
Raw materials And Preparation ProductsBack Directory
[Raw materials]

D(+)-Glucose
[Preparation Products]

Aniline-->Nitrosobenzene-->Phenol, 2-(2-phenyldiazenyl)--->[1,1':2',1''-Terphenyl]-4'-amine-->1,2-Bis(4-pyridylcarbonyl)hydrazine-->Diazene, 1,2-diphenyl-, stereoisomer-->1,2-Diphenylhydrazine-->N-Phenylhydroxylamine-->4-PHENYLAZOPHENOL
Hazard InformationBack Directory
[General Description]

Bright yellow crystals or yellowish-brown solid.
[Reactivity Profile]

AZOXYBENZENE(495-48-7) is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.
[Air & Water Reactions]

Dust may form an explosive mixture in air. Insoluble in water.
[Fire Hazard]

Flash point data for this chemical are not available; however, AZOXYBENZENE is probably combustible.
[Description]

Azoxybenzene is an obsolete insecticide used to control aphids and other sucking insects. It has a low aqueous solubility and is highly volatile. Little else is known about its environmental fate and behaviour. Ecotoxicology data is scant but it is moderately toxic to fish. Azoxybenzene is moderately toxic to mammals including humans if ingested. It may be a liver and kidney toxicant and is a recognised irritant.
[Chemical Properties]

ORANGE-YELLOW TO ORANGE CRYSTALS
[Definition]

ChEBI: Azoxybenzene is an azoxy compound.
[Production Methods]

Azoxybenzene is commercially produced through the partial reduction of nitrobenzene under alkaline conditions, typically using sodium hydroxide and a reducing agent such as glucose or sodium acetate. In one common method, nitrobenzene is heated with sodium hydroxide and glucose at 55–75 DegC, leading to the formation of azoxybenzene via intermediate steps involving phenylhydroxylamine and nitrosobenzene. The product is then isolated by steam distillation, followed by acidification and crystallisation.
[Mechanism of action]

Non-systemic, contact action.
[Purification Methods]

Crystallise azobenzene from EtOH or MeOH, and dry it for 4hours at 25o/10-3mm. Sublime it before use. [Bigelow & Palm Org Synth Coll Vol II 57 1943, Beilstein 16 II 326.]
[Pesticide Type]

Insecticide; Acaricide
Spectrum DetailBack Directory
[Spectrum Detail]

AZOXYBENZENE(495-48-7)MS
AZOXYBENZENE(495-48-7)1HNMR
AZOXYBENZENE(495-48-7)13CNMR
AZOXYBENZENE(495-48-7)IR1
AZOXYBENZENE(495-48-7)IR2
AZOXYBENZENE(495-48-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Azoxybenzene, 97%(495-48-7)
[Alfa Aesar]

Azoxybenzene, 98+%(495-48-7)
[Sigma Aldrich]

495-48-7(sigmaaldrich)
[TCI AMERICA]

Azoxybenzene,>98.0%(T)(495-48-7)
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