Thiophosphorus-Containing Sodium Salts of Ricinoleic Acid.

The reaction of sodium ricinoleate with thiophosphoryl trichloride under various conditions was studied. At a high concentration of sodium ricinoleate, thiophosphoryl trichloride reacts primarily with the alcohol OH group, and the isolated compound contains a sodium acyl group, which was confirmed by IR, 1H, 13C, 31P NMR spectroscopy and elemental analysis data. When the salt solution is diluted 5 times, the reaction proceeds by the mechanism of nucleophilic substitution both on the carboxylate and on the alcohol group. According to gel chromatography data, the molecular weight of the reaction product is close to trisubstituted thiophosphate, the composition and structure of which are confirmed by elemental analysis and IR, 1Н, 13С, 31Р NMR spectroscopy and diffractometry data. During chromatography on silica gel, it decomposes, as during hydrolysis in a slightly acidic medium. [ABSTRACT FROM AUTHOR]