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Tetrahydrocarbazole Peroxides

Abstract

WE have recently had occasion to repeat the preparation of 6: 7-dimethoxy-1 : 2 : 3 : 4-tetrahydrocarbazole described by Hughes and Lions1 and, in attempting to purify the crude product by crystallization from light petroleum, obtained a compound, m.p. 118° (decomp.), in place of the expected tetrahydrocarbazole, m.p. 98°. The new compound, which decomposed vigorously at its melting point, immediately liberated iodine from an acidified aqueous solution of potassium iodide and gave analytical results consistent with its formulation as a peroxide (found : C, 64·1, 64·0 ; H, 6·6, 6·3 ; N, 5·8, 6·0. C14H17O4N requires: C, 63·9 ; H, 6·5 ; N, 5·3 per cent).

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References

  1. Hughes and Lions, J. Proc. Roy. Soc. N.S. Wales, 71, 428 (1938).

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  2. Perkin and Plant, J. Chem. Soc., 123, 689 (1923).

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BEER, R., McGRATH, L., ROBERTSON, A. et al. Tetrahydrocarbazole Peroxides. Nature 164, 362–363 (1949). https://doi.org/10.1038/164362a0

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