Bis(2-mercaptoethyl) sulfone

Bis(2-mercaptoethyl) sulfone Structure
CAS No.
145626-87-5
Chemical Name:
Bis(2-mercaptoethyl) sulfone
Synonyms
Bis(2-thioethyl) sulphone;2,2'-Sulfonylbis-ethanethiol;Ethanethiol, 2,2'-sulfonylbis-;Bis(2-mercaptoethyl) sulphone, 2,2'-Sulphonyldiethanethiol
CBNumber:
CB11176170
Molecular Formula:
C4H10O2S3
Molecular Weight:
186.32
MOL File:
145626-87-5.mol
Modify Date:
2023/5/15 10:43:16

Bis(2-mercaptoethyl) sulfone 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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
HS Code  2930909899

Bis(2-mercaptoethyl) sulfone Chemical Properties,Uses,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.

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.]

Bis(2-mercaptoethyl) sulfone Preparation Products And Raw materials

Raw materials

Preparation Products

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Bis(2-thioethyl) sulphone Bis(2-mercaptoethyl) sulphone, 2,2'-Sulphonyldiethanethiol 2,2'-Sulfonylbis-ethanethiol Ethanethiol, 2,2'-sulfonylbis- 145626-87-5 Metal Isotopes Sulfur & Selenium Compounds