Identification of a toxic impurity in commercial diphenylamine

S. Clegg; S. Safe

doi:10.1080/03601238109372245

Identification of a toxic impurity in commercial diphenylamine

S. Clegg, S. Safe

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

The impurity in commercial diphenylamine which induces polycystic kidney disease in rats has been identified as N, N, N’-tri-phenyl-p-phenylenediamine. The structure of the compound was confirmed by mass and proton magnetic resonance spectrometry and by comparison with a synthetic standard prepared by the Ullman coupling of iodobenzene and p-phenylenediamine or N, N-diphenyl-p-phenylene-diamine. Laboratory studies with highly purified diphenylamine indicated that N, N, N’-triphenyl-p-phenylenediamine can be formed by heating diphenylamine.

Original language	English (US)
Pages (from-to)	125-130
Number of pages	6
Journal	Journal of Environmental Science and Health - Part B Pesticides, Food Contaminants, and Agricultural Wastes
Volume	16
Issue number	2
DOIs	https://doi.org/10.1080/03601238109372245
State	Published - Jan 1 1981

Keywords

N
N’
diphenylamine N
tryphenyl-p-phenylenediamine toxic impurity kidney disease

ASJC Scopus subject areas

Food Science
Pollution

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10.1080/03601238109372245

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title = "Identification of a toxic impurity in commercial diphenylamine",

abstract = "The impurity in commercial diphenylamine which induces polycystic kidney disease in rats has been identified as N, N, N{\textquoteright}-tri-phenyl-p-phenylenediamine. The structure of the compound was confirmed by mass and proton magnetic resonance spectrometry and by comparison with a synthetic standard prepared by the Ullman coupling of iodobenzene and p-phenylenediamine or N, N-diphenyl-p-phenylene-diamine. Laboratory studies with highly purified diphenylamine indicated that N, N, N{\textquoteright}-triphenyl-p-phenylenediamine can be formed by heating diphenylamine.",

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T1 - Identification of a toxic impurity in commercial diphenylamine

AU - Clegg, S.

AU - Safe, S.

PY - 1981/1/1

Y1 - 1981/1/1

N2 - The impurity in commercial diphenylamine which induces polycystic kidney disease in rats has been identified as N, N, N’-tri-phenyl-p-phenylenediamine. The structure of the compound was confirmed by mass and proton magnetic resonance spectrometry and by comparison with a synthetic standard prepared by the Ullman coupling of iodobenzene and p-phenylenediamine or N, N-diphenyl-p-phenylene-diamine. Laboratory studies with highly purified diphenylamine indicated that N, N, N’-triphenyl-p-phenylenediamine can be formed by heating diphenylamine.

AB - The impurity in commercial diphenylamine which induces polycystic kidney disease in rats has been identified as N, N, N’-tri-phenyl-p-phenylenediamine. The structure of the compound was confirmed by mass and proton magnetic resonance spectrometry and by comparison with a synthetic standard prepared by the Ullman coupling of iodobenzene and p-phenylenediamine or N, N-diphenyl-p-phenylene-diamine. Laboratory studies with highly purified diphenylamine indicated that N, N, N’-triphenyl-p-phenylenediamine can be formed by heating diphenylamine.

KW - N

KW - N’

KW - diphenylamine N

KW - tryphenyl-p-phenylenediamine toxic impurity kidney disease

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JF - Journal of Environmental Science and Health - Part B Pesticides, Food Contaminants, and Agricultural Wastes

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ER -

Identification of a toxic impurity in commercial diphenylamine

Abstract

Keywords

ASJC Scopus subject areas

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