o-Aminoazotoluene
Structural Formula Vector Image
Title: o-Aminoazotoluene
CAS Registry Number: 97-56-3
CAS Name: 2-Methyl-4-[(2-methylphenyl)azo]benzenamine
Additional Names: C.I. Solvent Yellow 3; 4-(o-tolylazo)-o-toluidine; 4¢-amino-2,3¢-dimethylazobenzene; 5-(o-tolylazo)-2-aminotoluene; toluazotoluidine; C.I. 11160
Molecular Formula: C14H15N3
Molecular Weight: 225.29
Percent Composition: C 74.64%, H 6.71%, N 18.65%
Literature References: Prepd from o-toluidine, NaNO2, and HCl: Shulman, US 2538431 (1951 to Pfister Chem. Works); Colour Index vol. 4 (3rd ed., 1971) p 4017. Crystal and molecular structure: S. Kurosaki et al., Acta Crystallogr. 32B, 3160 (1976). Carcinogenic activity: Maini, Stich, J. Natl. Cancer Inst. 26, 1413 (1961). See also: H. J. Conn's Biological Stains, R. D. Lillie, Ed. (Williams & Wilkins, Baltimore, 9th ed., 1977) p 87.
Properties: Golden crystals, mp 101-102°. Practically insoluble in water. Sol in alc, ether, chloroform, acetone, ethyl acetate, benzene, ligroin, linseed oil, oleic acid, stearic acid. Very sol in cellosolve. Absorption max (50% alcoholic 1N HCl): 326, 490 nm (e 19000, 2500), Sawicki, J. Org. Chem. 21, 605 (1956).
Melting point: mp 101-102°
Absorption maximum: Absorption max (50% alcoholic 1N HCl): 326, 490 nm (e 19000, 2500), Sawicki, J. Org. Chem. 21, 605 (1956)
CAUTION: This substance is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-12.
Use: Coloring oils, fats and waxes; manuf of pigments. Chemical intermediate for the production of dyes.

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