Bis(2-mercaptoethyl) sulfone Property

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

Safety

HS Code 

2930909899

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

Bis(2-mercaptoethyl) sulfone Chemical Properties,Usage,Production

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.]