BIS(TRIFLUOROMETHYL)DITHIOPHOSPHINIC ACID AND RELATED DERIVATIVES

The readily volatile new dithiophosphinic acid (CF3)2PS2H (mp 14° bp estd 105° monomeric, unlike the analogous oxygen compound) has been made by the H2S cleavage of the nonvolatile [(CF3)2PS],S (presumed), obtained by heating [(CF3)2P]2S with sulfur. Another process, in which (CF3)2P(S)I is attacked by H2S, depends upon a novel reduction process, liberating iodine. The spontaneous loss of iodine from (CF3)2P(S)I was pushed forward by mercury, giving a 66% yield of [(CF3)2P]2S; probably the reaction involves an anti-Arbuzov type of rearrangement. Other new derivatives of the dithiophosphinic acid include the chloride, the methyl ester, and two amides. Also reported are the thiophosphonic dichloride CF3P(S)Cl2 and the corresponding bis(dimethylamide). All of these have been fully characterized in regard to melting point, volatility, and infrared spectra, with P=S stretching and bending frequencies demonstrating a theoretically interesting trend of bond order. © 1968, American Chemical Society. All rights reserved.