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Azoxybenzene

Azoxybenzene

CAS: 495-48-7

Molecular Formula: C12H10N2O

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Azoxybenzene - Names and Identifiers

Name Azoxybenzene
Synonyms Fenazox
Azoxybenzene
Azoxylbenzene
Diphenyldiazene-1-oxide
[(E)-phenyl-NNO-azoxy]benzene
[(Z)-phenyl-NNO-azoxy]benzene
CAS 495-48-7
EINECS 207-802-1
InChI InChI=1/C12H10N2O/c15-14(12-9-5-2-6-10-12)13-11-7-3-1-4-8-11/h1-10H
InChIKey GAUZCKBSTZFWCT-YPKPFQOOSA-N

Azoxybenzene - Physico-chemical Properties

Molecular FormulaC12H10N2O
Molar Mass198.22
Density1.16
Melting Point32-36℃
Boling Point130 °C / 0.9mmHg
AppearanceForm neat, Color Yellow, rhombic crystals
Storage Condition0-6°C
Refractive Index1.582
MDLMFCD00019925
Physical and Chemical PropertiesChemical properties light yellow needle-like crystals. Melting point is 36 ℃, boiling decomposition, relative density 1.1590(26/4 ℃), refractive index 1.652, insoluble in water (solubility <0.1g/100mL at 20 ℃), soluble in ethanol and ether, soluble in petroleum ether.
UseUses intermediates in organic synthesis.

Azoxybenzene - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR20/22 - Harmful by inhalation and if swallowed.
Safety DescriptionS28A - After contact with skin, wash immediately with plenty of water.
WGK Germany1
RTECSCO4025000
TSCAYes
HS Code29153100
ToxicityLD50 orl-rat: 620 mg/kg AMIHBC 10,61,54

Azoxybenzene - Upstream Downstream Industry

Raw MaterialsD(+)-Glucose
Downstream ProductsAniline
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

Azoxybenzene - Nature

Merck 14,923
BRN 743984
EPA chemical information Azoxybenzene (495-48-7)
Last Update:2024-04-10 22:29:15

Azoxybenzene - Security information

toxic substance data 495-48-7(Hazardous Substances Data)
Last Update:2024-04-10 22:29:15

Azoxybenzene - Uses and synthesis methods

production method

nitrobenzene is obtained by reduction. Put nitrobenzene and sodium hydroxide solution into the reaction pot, raise the temperature to 60 ℃, slowly add glucose solution, and keep the temperature at 65-75 ℃ for 1h, that is, the reaction produces azobenzene oxide. Laboratory preparation example: in a 500ml flask with reflux device, 30g of sodium hydroxide and 100ml of water are added into the solution, then 20.5g of pure nitrobenzene is added, heated in a water bath, and the temperature is kept at 55-60 ℃. Under stirring, 21g of anhydrous glucose was added several times, and the addition was completed in about 1h. Heat in boiling water bath for 2h. The hot reactants are then subjected to steam distillation to remove unreacted nitrobenzene and aniline, a reaction byproduct. When the distillate is clear (about 1L steamed), the residue is poured into a beaker and cooled in an ice bath. The reactant solidified quickly, crushed, washed with water, and dried on filter paper to obtain 13g of pure product with a melting point of 35-35.5 ℃, a yield of 79%, ethanol recrystallization, and a melting point of 36 ℃.

category

flammable liquids

toxicity classification

Poisoning

acute toxicity

oral-rat LD50: 620 mg/kg; oral-mouse LD50; 515 mg/kg

stimulus data

skin-rabbit 10 mg/24 hours mild; eyes-rabbit 500 mg moderate

flammability hazard characteristics

More flammable; combustion produces toxic nitrogen oxide smoke

storage and transportation features

Ventilated low temperature drying

fire extinguishing agent

Dry powder, foam, sand, carbon dioxide, mist water

Last Update:2024-04-09 21:01:54
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View History
Azoxybenzene
Acetamide
ISOSORBIDE 5-MONONITRATE
Raw Materials for Azoxybenzene
D(+)-Glucose
Downstream Products for Azoxybenzene
Aniline
Phenol, 2-(2-phenyldiazenyl)-
Diazene, 1,2-diphenyl-, stereoisomer
4-PHENYLAZOPHENOL
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