Title: Acetoacetanilide
CAS Registry Number: 102-01-2
CAS Name: 3-Oxo-N-phenylbutanamide
Additional Names: a-acetylacetanilide; acetoacetic anilide; b-ketobutyranilide
Molecular Formula: C10H11NO2
Molecular Weight: 177.20
Percent Composition: C 67.78%, H 6.26%, N 7.90%, O 18.06%
Line Formula: C6H5NHCOCH2COCH3
Literature References: Prepd by the reaction of ketene dimer with aniline: Chick, Wilsmore, J. Chem. Soc. 1908, 946; Boese, Ind. Eng. Chem. 32, 16 (1940); Williams, Krynitsky, Org. Synth. coll. vol. III, 10 (1955). By the reaction of aniline with ethyl acetoacetate: Knorr, Ann. 26, 69 (1886); Roos, Ber. 21, 624 (1883); Knorr, Reuter, Ber. 27, 1169 (1894). Enol form (unstable) prepd by pouring an alkaline soln of the keto form in cold, dilute H2SO4.
Derivative Type: Ketone Form
Properties: Leaflets from dilute alcohol, mp 85°. Slightly soluble in water; sol in alcohol, chloroform, ether, hot benzene, hot petr ether, acids, or alkali hydroxide solns. Gives a violet color with ferric chloride.
Melting point: mp 85°
Use: Manuf of yellow dyes, such as Hansa and benzidine yellows. In rubber compounding. In organic syntheses.

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