Bis(2-mercaptoethyl) sulfone
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
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
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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