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Azoxybenzene

Azoxybenzene structure

Azoxybenzene 

structure
  • CAS No:

    495-48-7

  • Formula:

    C12H10N2O

  • Chemical Name:

    Azoxybenzene

  • Synonyms:

    Diazene,1,2-diphenyl-,1-oxide;Azoxybenzene;Diazene,diphenyl-,1-oxide;Azobenzene,oxide;Azoxybenzide;Fenazox;Fentoxan;NSC 1796;55599-32-1

  • Categories:

    Analytical Chemistry  >  Standard

Description

ORANGE-YELLOW TO ORANGE CRYSTALS


Azoxybenzene appears as bright yellow crystals or yellowish-brown solid. (NTP, 1992)


Azoxybenzene appears as bright yellow crystals or yellowish-brown solid. (NTP, 1992)|Azoxybenzene is an azoxy compound.

Azoxybenzene Basic Attributes

198.22

198.22

743984

207-802-1

DC1P3JE72O|2CYQ7PT9SS

1796

DTXSID0024555

PALE YELLOW ORTHORHOMBIC NEEDLES

2927000090

Characteristics

41.1

4.09

Azoxybenzene appears as bright yellow crystals or yellowish-brown solid. (NTP, 1992)

1.1590 g/cm3 @ Temp: 26 °C

36 °C

130 °C / 0.9mmHg

157.0±23.2 °C

1.582

INSOL IN WATER; SOL IN ALCOHOL & ETHER; 43.5 G DISSOLVE IN 100 G PETROLEUM ETHER @ 15 DEG C

0-6°C

Oral-rat LD50: 620 mg/kg; Oral-Mouse LD50; 515 mg/kg

More flammable; burning produces toxic nitrogen oxide fumes

100 PARTS OF ABSOLUTE ALCOHOL SATURATED AT 16 °C CONTAIN 17.5 PARTS (WT/WT) AZOXYBENZENE|EASILY VOLATILE IN SUPER-HEATED STEAM @ 140-150 °C

Dust may form an explosive mixture in air. Insoluble in water.

Azo, Diazo, Azido, Hydrazine, and Azide Compounds

AZOXYBENZENE 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.

Safety Information

NONH for all modes of transport

1

20/22

28A-28

CO4025000

Xn

Ventilated, low temperature and dry

P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P312, P330, P501

H302-H332

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P312, P330, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

SLIGHTLY DANGEROUS...

Toxicity

moderately toxic

AZOXYBENZENES MAY RESULT FROM THE CONDENSATION OF TWO MOLECULES OF PHENYLHYDROXYLAMINE, THE CONDENSATION OF PHENYLHYDROXYLAMINE WITH NITROBENZENE... /AZOXYBENZENES/|KINETICS WERE STUDIED OF AZOBENZENE OXIDN BY OZONE IN AQ SOLN SIMULATING WASTEWATERS FROM DYE MFR. THE MAIN OXIDN PRODUCT WAS AZOXYBENZENE AND FORMATION PROCEEDED AS THE FIRST ORDER REACTION IN RESPECT TO OZONE.

3.16e+03 L/kg

Drug Information

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin and eyes. Other symptoms include jaundice, cyanosis, dermatitis and liver and kidney damage. ACUTE/CHRONIC HAZARDS: This compound is an irritant of the skin and eyes. When heated to decomposition it emits toxic fumes of nitrogen oxides. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

azoxybenzene

Azoxybenzene Use and Manufacturing

Methods of Manufacturing

Nitrobenzene is obtained by reduction. Put nitrobenzene and sodium hydroxide solution into the reaction pot, raise the temperature to 60°C, slowly add glucose solution, and keep it at 65-75°C for 1h to react to produce azobenzene oxide. Laboratory preparation example: In a 500ml flask with reflux device, add a solution of 30g sodium hydroxide and 100ml water, then add 20.5g pure nitrobenzene, heat in a water bath, and keep the temperature at 55-60℃. Under stirring, add 21g of anhydrous glucose in several times, and add it in about 1 hour. Heat in a boiling water bath for 2h. The hot reactant is then steam distilled to remove unreacted nitrobenzene and reaction by-product aniline. When the distillate is clear (about 1L steamed out), pour the remainder into a beaker and cool in an ice bath. The reactant solidified quickly, pulverized, washed with water, and dried on filter paper to obtain 13 g of pure product, melting point 35-35.5°C, yield 79%, recrystallized from ethanol, melting point 36°C.

Uses

Organic synthesis intermediate.

Production

(1972) No Data|(1975) No Data

ESSENTIALLY 100% AS CHEMICAL INTERMEDIATE

Diazene, 1,2-diphenyl-, 1-oxide: INACTIVE

HIGH-PRESSURE LIQUID CHROMATOGRAPHIC ANALYSIS OF AZOXYBENZENE FORMED NONENZYMATICALLY BY CONDENSATION OF REACTIVE ANILINE METABOLITES.

Computed Properties

Molecular Weight:198.22
XLogP3:3.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:198.079312947
Monoisotopic Mass:198.079312947
Topological Polar Surface Area:41.1
Heavy Atom Count:15
Complexity:216
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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