BENZENETHIOSULFONIC ACID S-PHENYL ESTER

BENZENETHIOSULFONIC ACID S-PHENYL ESTER Basic information
Product Name:BENZENETHIOSULFONIC ACID S-PHENYL ESTER
Synonyms:(phenylthio)sulfonylbenzene;phenylsulfanylsulfonylbenzene;S-Phenyl benzenethiosulfonate 99%;BENZENETHIOSULFONIC ACID S-PHENYL ESTER;S-PHENYL BENZENETHIOSULFATE;S-PHENYL BENZENETHIOSULFONATE;Benzenesulfonicacid,thio-,S-phenylester;NSC74657
CAS:1212-08-4
MF:C12H10O2S2
MW:250.34
EINECS:214-919-1
Product Categories:Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfonates/Sulfinates;Sulfur Compounds
Mol File:1212-08-4.mol
BENZENETHIOSULFONIC ACID S-PHENYL ESTER Structure
BENZENETHIOSULFONIC ACID S-PHENYL ESTER Chemical Properties
Melting point 36-53 °C(lit.)
Boiling point 125 °C(Press: 0.01 Torr)
density 1.35±0.1 g/cm3(Predicted)
Fp >230 °F
storage temp. -20°C Freezer
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly)
form Solid
color Off-White
BRN 1530592
InChIKeyATKJLMWDXASAJA-UHFFFAOYSA-N
EPA Substance Registry SystemBenzenesulfonothioic acid, S-phenyl ester (1212-08-4)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
BENZENETHIOSULFONIC ACID S-PHENYL ESTER Usage And Synthesis
UsesS-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 MethodsRecrystallise 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.]
BENZENETHIOSULFONIC ACID S-PHENYL ESTER S-Methyl methanethiolsulfonate 2,5-DIMETHYL-BENZENETHIOSULFONIC ACID S-(2,5-DIMETHYL-PHENYL) ESTER DIPHENYL DISULFIDE methyl methanethiosulfinate PHENYLMETHANETHIOSULFONATE METHYL PHENYL DISULFIDE

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