| Chemical Properties |
orange to red crystals |
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| Uses |
Impurity in the production of Phenylbutazone (P319570). |
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| Uses |
acaricide, insecticide |
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| Definition |
ChEBI: A molecule whose structure comprises two phenyl rings linked by a N=N double bond; the parent compound of the azobenzene class of compounds. |
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| Uses |
Precursor for dyes, for polymers. |
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| General Description |
Orange-red crystals or dark brown chunky solid. |
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| Air & Water Reactions |
AZOBENZENE is sensitive to air and light. Dust may form an explosive mixture in air. Insoluble in water. |
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| Reactivity Profile |
AZOBENZENE 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. |
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| Fire Hazard |
Flash point data for AZOBENZENE are not available. AZOBENZENE is probably combustible. |
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| Purification Methods |
Ordinary 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.] |
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