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 |
Molecular Formula | C12H10N2O |
Molar Mass | 198.22 |
Density | 1.16 |
Melting Point | 32-36℃ |
Boling Point | 130 °C / 0.9mmHg |
Appearance | Form neat, Color Yellow, rhombic crystals |
Storage Condition | 0-6°C |
Refractive Index | 1.582 |
MDL | MFCD00019925 |
Physical and Chemical Properties | Chemical 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. |
Use | Uses intermediates in organic synthesis. |
Hazard Symbols | Xn - Harmful |
Risk Codes | R20/22 - Harmful by inhalation and if swallowed. |
Safety Description | S28A - After contact with skin, wash immediately with plenty of water. |
WGK Germany | 1 |
RTECS | CO4025000 |
TSCA | Yes |
HS Code | 29153100 |
Toxicity | LD50 orl-rat: 620 mg/kg AMIHBC 10,61,54 |
Merck | 14,923 |
BRN | 743984 |
EPA chemical information | Azoxybenzene (495-48-7) |
toxic substance data | 495-48-7(Hazardous Substances Data) |
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