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Colourless needles of the 1 : 1 primary amine–phosphine oxide adduct [graphic omitted] are obtained in high yield simply by chilling a toluene solution of the two components; the solid-state structure of the highly stable adduct (which can be prepared in water, and which sublimes easily) consists essentially of dimers held by (amine) N–H ⋯ O and (amine)N–H ⋯(heterocyclic) N hydrogen bonds.

journal of the chemical society chemical communications

Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine–phosphine oxide adduct, 2-aminobenzothiazole–HMPA, C6H4SC(N)NH2OP(NMe2)3; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide)