Abstract
DURING an investigation into the mechanism of cerium-initiated graft polymerization of acrylic acid on to nylon, the behaviour of the dinitrophenylated fibre led us to examine the oxidation with ceric salts of some model 2,4-dinitrophenylamino-compounds. Since we are unable to complete the work, we are reporting the preliminary results, which may arouse interest elsewhere in the possible scope and mechanism of this reaction. The compounds examined were the potassium salts of DNP-taurine (I, m.p. 249°–252° C) and 3-DNP-aminopropanesulphonic acid (II, m.p. 231°–233° C), the base (III, m.p. 71°–73° C) and its quaternary derivative (IV, m.p. 276°–277° C), obtained in 70 per cent yield by treatment of III with 1,3-propanesultone in boiling acetonitrilo for 7 h; they all gave satisfactory analyses. 
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References
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Jones, L. A., Hancock, C. K., and Seligman, R. B., J. Org. Chem., 26, 228 (1961).
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HAWORTH, S., HOLKER, J. Oxidation of Some 2,4-Dinitrophenylamines with Ceric Salts. Nature 208, 184–185 (1965). https://doi.org/10.1038/208184a0
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DOI: https://doi.org/10.1038/208184a0
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