Abstract
IT has already been shown1 that organic sulphides and tertiary arsines differ markedly in their reaction with chloramine-T. The former give rise to sulphilimines, of formula R2S NSO2C7H7, in which the co-ordinate link is apparently devoid of polar properties: the arsines, however, do not give stable arsinimines, of formula R3As NSO2C7H7, because the co-ordinate link in such compounds apparently possesses sufficient polarity to combine with water, producing thus the corresponding hydroxy-sulphon-amides, R3As(OH).NHSO2C7H7. This behaviour is similar to that of the tertiary arsine-oxides, where the strongly polar link induces ready combination with water to give the dihydroxides, R3As(OH)2.
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References
Mann, J. Chem. Soc., 958; 1932.
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CHAPLIN, E., MANN, F. The Polarity of the Co-ordinate Link. Nature 133, 686–687 (1934). https://doi.org/10.1038/133686b0
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DOI: https://doi.org/10.1038/133686b0
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