ChemicalBook > Product Catalog > Organic Chemistry > Hydrocarbons and derivatives > Aromatic hydrocarbons > AZOBENZENE
AZOBENZENE Chemical Properties
- Melting point:65-68 °C (lit.)
- Boiling point:293 °C (lit.)
- Density 1.09 g/mL at 25 °C (lit.)
- vapor pressure 1 mm Hg ( 104 °C)
- refractive index 1.62662 (78.1℃)
- Flash point:100 °C
- storage temp. room temp
- solubility 6.4mg/l
- form Crystalline Powder
- color Orange
- Water Solubility Soluble in alcohol, ether, benzene and glacial acetic acid. Insoluble in water.
- Merck 14,917
- BRN 1819138
- Stability:Stable. Combustible. Incompatible with strong oxidizing agents. Air and light sensitive.
- CAS DataBase Reference103-33-3(CAS DataBase Reference)
- IARC3 (Vol. 8, Sup 7) 1987
- EPA Substance Registry SystemAzobenzene (103-33-3)
- Hazard Codes T,N,Xn,F
- Risk Statements 45-20/22-48/22-50/53-68-67-65-62-51/53-38-11-48/20-39/23/24/25-23/24/25-52/53
- Safety Statements 53-45-60-61-62-36/37-33-29-16-9-7
- RIDADR UN 3077 9/PG 3
- WGK Germany 3
- RTECS CN1400000
- Autoignition Temperature890 °F
- TSCA Yes
- HazardClass 6.1(b)
- PackingGroup III
- HS Code 29270000
- Hazardous Substances Data103-33-3(Hazardous Substances Data)
- ToxicityLD50 orally in Rabbit: 1000 mg/kg
AZOBENZENE Usage And Synthesis
- Chemical Propertiesorange to red crystals
- Chemical PropertiesAzobenzene is a combustible, orange-red crystalline solid.
- UsesImpurity in the production of Phenylbutazone (P319570).
- Usesacaricide, insecticide
- UsesPrecursor for dyes, for polymers.
- DefinitionChEBI: A molecule whose structure comprises two phenyl rings linked by a N=N double bond; the parent compound of the azobenzene class of compounds.
- Synthesis Reference(s)Canadian Journal of Chemistry, 38, p. 2526, 1960 DOI: 10.1139/v60-344
Chemical and Pharmaceutical Bulletin, 36, p. 1529, 1988 DOI: 10.1248/cpb.36.1529
Tetrahedron Letters, 25, p. 1259, 1984 DOI: 10.1016/S0040-4039(01)80128-3
- General DescriptionOrange-red crystals or dark brown chunky solid.
- Air & Water ReactionsAZOBENZENE is sensitive to air and light. Dust may form an explosive mixture in air. Insoluble in water.
- Reactivity ProfileAZOBENZENE 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. AZOBENZENE is incompatible with strong oxidizing agents.
- Hazard Toxic; may cause liver injury. Questionable carcinogen.
- Fire HazardFlash point data for AZOBENZENE are not available. AZOBENZENE is probably combustible.
- Safety ProfileModerately toxic by ingestion and possibly other routes. Questionable carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.
- Potential ExposureAn azo compound. Those engaged in azobenzene use in dye, rubber, chemical, and pesticide manufacturing.
- ShippingUN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
- Purification MethodsOrdinary azobenzene is nearly all in the trans-form. It is partly converted into the cis-form on exposure to light [for isolation see Hartley J Chem Soc 633 1938, and for spectra of cis-and trans-azobenzenes, see Winkel & Siebert Chem Ber 74B 6701941]. trans-Azobenzene is obtained by chromatography on alumina using 1:4 *C6H6/heptane or pet ether, and it crystallises from EtOH (after refluxing for several hours) or hexane. All operations should be carried out in diffuse red light or in the dark. [Beilstein 16 IV 8.]
- IncompatibilitiesAzo 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. This chemical is sensitive to prolonged exposure to heat. This chemical is incompatible with strong oxidizing agents.
AZOBENZENE Preparation Products And Raw materials
- 4'-(N-Benzoyloxy-N-methylamino)azobenzene-4-carboxylic acid methyl ester 2,2',6,6'-Tetrakis(1-methylethyl)azobenzene Azobenzene-4-carboxylic acid ethyl ester Azobenzene-3,3'-dicarboxylic acid diethyl ester 4-(Phenylazo)-4'-(dimethylamino)azobenzene 4',4'''-(2-Thiapropane-1,3-diyl)[4,4''-(2-thiapropane-1,3-diyl)bis(azobenzene)] 4-Methoxy-4'-(6-hydroxyhexyloxy)azobenzene 3-Methyl-4-[4-(2-sodiosulfoethoxy)phenylazo]-4'-[N-(2-cyanoethyl)-N-ethylamino]azobenzene PHENYLBUTAZONE IMP. D (EP): 1,2-DIPHENYLDIAZENE MM(CRM STANDARD) 2'-Chloro-4'-nitro-4-[2-cyanoethyl(2-acetoxyethyl)amino]azobenzene ACID ORANGE 63 ACID RED 114 BORDEAUX RED ACID BLUE 113 ACID BLUE 120 ACID RED 66 disodium 5-((4-acetylamino-2-sulphophenyl)azo)-6-amino-4-hydroxynaphthalene-2-disulphonate ACID RED 151
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