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© 1977 Society of Cosmetic Chemists
Journal of the Society of Cosmetic Chemists, Vol. 28, No. 11, 659-666

Antimicrobials: identification of 3,4,4′-trichlorocarbanilide and 4,4′-dichloro-3-(trifluoromethyl) carbanilide in deodorant bars
Francois X. Demers , Ronald L. Yates



The ANTIMICROBIALS 3,4,4′-TRICHLOROCARBANILIDE and 4,4′-DICHLORO-3-(TRIFLUOROMETHYL) CARBANILIDE were IDENTIFIED in DEODORANT BARS by analysis of their degradation products. The antimicrobial(s) were first concentrated by solvent extraction of the deodorant bar. The extract was fused with phthalic anhydride to form mixed phthalimides, which were then hydrolyzed with hydrazine to yield a mixture of aromatic amines. Gas-liquid Chromatographic analysis of the amine mixture was used to identify the antimicrobial(s) originally present in the deodorant bar. 3,4,4′-Trichlorocarbanilide when degraded yielded a mixture of 4-chloroaniline and 3,4-dichloroaniline. 4-Chloroaniline and 4-chloro-3-(trifluoromethyl) aniline were the products obtained from 4,4′-dichloro-3-(trifluoromethyl) carbanilide. The procedure was then evaluated as a method for the determination of the antimicrobials, using 3,5-dichloroaniline as the internal standard. Recoveries of added antimicrobials were 85 to 90 per cent of theoretical.

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© 1977 Society of Cosmetic Chemists
Journal of the Society of Cosmetic Chemists