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BENZENETHIOSULFONIC ACID S-PHENYL ESTER

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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
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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)
Flash point:
>230 °F
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly)
form 
Solid
color 
Off-White
BRN 
1530592
InChIKey
ATKJLMWDXASAJA-UHFFFAOYSA-N
EPA Substance Registry System
Benzenesulfonothioic acid, S-phenyl ester (1212-08-4)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3

MSDS

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BENZENETHIOSULFONIC ACID S-PHENYL ESTER Usage And Synthesis

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.]

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