BENZENETHIOSULFONIC ACID S-PHENYL ESTER

Uses

S-Phenyl Benzenethiosulfonate is an high potency antifungal thiosulfonate that were tested against Aspergillus niger and Aspergillus flavus.

Synthesis Reference(s)

Journal of the American Chemical Society, 99, p. 4405, 1977 DOI: 10.1021/ja00455a032
Tetrahedron Letters, 10, p. 1239, 1969

Purification Methods

Recrystallise the disulfoxide from EtOH or MeOH. It has also been purified from phenylsulfide impurities by dissolving in CHCl3, washing with aqueous saturated NaHCO3, drying (Na2SO4), filtering, evaporating the filtrate, and the residual oil is passed through a silica gel column (600g) and eluted with hexane/*C6H6 (1L, 4:1, eluting PhSSPh) then *C6H6 (1L) which elutes PhSSO2Ph. [Trost & Massiot J Am Chem Soc 99 4405 1977, Knoevenagel & R.mer Chem Ber 56 215 1923, Beilstein 11 IV 220.]