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  • Book
    Berlyne, Geoffrey Merton; Giovannetti, S.
    Digital Access Karger v. 1-, 1975-
    Print Access
    Location
    Version
    Call Number
    Items
    Stored offsite. Please request print.
    v. 120-163, 1997-2009.
    44
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    Periodicals (Downstairs)
    v. 1-119, 1975-96
    91
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  • Article
    Davies R, Dennis MJ, Massey RC, McWeeny DJ.
    IARC Sci Publ (1971). 1978(19):183-97.
    C-Nitrosophenols, produced by the nitrosation of phenols, catalyse N-nitrosamine formation. The rate of N-nitrosation of pyrrolidine, catalysed by p-nitroso-o-cresol, is fastest at about pH 5. The catalytic species is thought to be the quinone monoxime tautomer of the nitrosophenol. A possible mechanism for the catalysis is proposed. A reaction of pyrrolidine with nitrite at pH 5.0 is described, which gives enhanced N-nitrosation in the presence of p-cresol. The yield of N-nitrosopyrrolidine (NPYR) is further enhanced when this reaction is carried out under anaerobic conditions. Nitrosocysteine hydrochloride reacts with N-methylaniline at pH 2.65, 5.5 and 9.75 in the absence of nitrite to give N-nitroso N-methylaniline. The N-nitrosation of morpholine and pyrrolidine at pH 9.75 is also effected by nitrosocysteine hydrochloride. The rate of N-nitrosation at this pH decreases with increasing amine basicity. The reaction of nitrosocysteine with N-methylaniline at pH 9.75 under anaerobic conditions leads to a significant reduction in the yield of N-nitroso-N-methylaniline.
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