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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 ( 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 ( 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.

Research on the Preparation of 2,5-diaminotoluene with 2-


aminoazotoluene Catalytic Hydrogenation
The optimum technological condition of catalytic hydrogenation for synthesis of 2,5-diamin
otoluene by using 2-aminoazotoluene as raw materials,nickel as catalyst,water and methanol as s
olvent is studied.The author examines the reaction time,temperature,hydrogen pressure,catalytic
dose,the pH value of the solution,and proportion of materials that influence on the reaction.The r
esults show that the 2,5-diaminotoluene yield is 95%,when the solvent is 70%water and 30% met
hanol,the reaction time is 6 h,the temperature is 80 ,pressure is 1.4 Mpa,catalytic dose is 7%,so
lution of the initial pH value is 8.

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