| Identification | Back Directory | [Name]
Bis(2-mercaptoethyl) sulfone | [CAS]
145626-87-5 | [Synonyms]
Bis(2-thioethyl) sulphone
2,2'-Sulfonylbis-ethanethiol
Bis(2-mercaptoethyl) sulphone, 2,2'-Sulphonyldiethanethiol | [Molecular Formula]
C4H10O2S3 | [MOL File]
145626-87-5.mol | [Molecular Weight]
186.32 |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
A useful reagent for the reduction of disulfides in aquous solutions. 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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