The Behaviour of Some Organophosphorus(V) Compounds in Strongly Acidic Solvents. Part 1. Monophenyl Derivatives

DOI: 10.1039/DT9810000212

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 212 - 218 (1981)

Update date:2022-07-29

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Authors:

Dillon, Keith B.

Nisbet, Martin P.

Waddington, Thomas C.

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Article abstract of DOI:10.1039/DT9810000212

The reactions of PPhO(OH)2 and PPhCl2O with the strongly acidic solvents 100percent H2SO4, 25 and 65 oleum, and HSClO3 have been investigated by means of 31P n.m.r. spectroscopy.Initial protonation of the phosphoryl oxygen, the extent of which varies with solute and solvent, is followed in most instances by sulphonation of the aromatic group (except in H2SO4), and/or condensation or solvolysis (PPhCl2O).Slow chlorination of PPhO(OH)2 was also observed in HSClO3.Attempts to prepare the intermediate compound PPhClO(OH) did not yield pure products, but reaction of two of the mixtures thus obtained with 100percent H2SO4 and HSClO3 confirmed its participation in some of the above systems.

Full text of DOI:10.1039/DT9810000212

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