Basic information Safety Supplier Related

Bis(2-mercaptoethyl) sulfone

Basic information Safety Supplier Related

Bis(2-mercaptoethyl) sulfone Basic information

Product Name:
Bis(2-mercaptoethyl) sulfone
Synonyms:
  • Bis(2-thioethyl) sulphone
  • Bis(2-mercaptoethyl) sulphone, 2,2'-Sulphonyldiethanethiol
  • 2,2'-Sulfonylbis-ethanethiol
  • Ethanethiol, 2,2'-sulfonylbis-
CAS:
145626-87-5
MF:
C4H10O2S3
MW:
186.32
Product Categories:
  • Metal Isotopes
  • Sulfur & Selenium Compounds
Mol File:
145626-87-5.mol
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Bis(2-mercaptoethyl) sulfone Chemical Properties

Melting point:
57-58°C
Boiling point:
375.6±27.0 °C(Predicted)
Density 
1.296±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer, Under Inert Atmosphere
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
solid
pka
pKa (aqueous soln at 25°): 7.9, 9.0
color 
Pale yellow
Stability:
Moisture Sensitive
CAS DataBase Reference
145626-87-5
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Safety Information

HS Code 
2930909899
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Bis(2-mercaptoethyl) sulfone Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

Bis(2-mercaptoethyl) sulfone is a useful reagent for the reduction of disulfides in aquous solutions. It is a superior substitute for DTT.

Uses

Reagent for reduction of disulfide bonds in aqueous solutions.

reaction suitability

reagent type: reductant

Purification Methods

BMS recrystallises from hexane as white fluffy crystals. Large amounts are best recrystallised from de-oxygenated H2O (charcoal). It is a good alternative reducing agent to dithiothreitol. Its IR (film) has 2995, 2657, 1306, 1248, 1124 and 729 cm-1 . The synthetic intermediate thioacetate has m 82-83o (white crystals from CCl4). The disulfide is purified by flash chromatography on SiO2 and elution with 50% EtOAc/hexane and recrystallised from hexane, and has m 137-139o. [Lamoureux & Whitesides J Org Chem 58 633 1993, Beilstein 1 IV 2455.]

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