2,2'-DITHIODIETHANOL Chemical Properties

Melting point:

25-27 °C (lit.)

Boiling point:

158-163 °C/3.5 mmHg (lit.)

Density 

1.261 g/mL at 25 °C (lit.)

vapor pressure 

0.001Pa at 20℃

refractive index 

n20/D 1.57(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

liquid

pka

14.02±0.10(Predicted)

color 

Colorless to Almost colorless

Water Solubility 

Soluble in water, ethanol, acetone, and ether.

λmax

247nm(H2O)(lit.)

BRN 

1735851

InChI

1S/C4H10O2S2/c5-1-3-7-8-4-2-6/h5-6H,1-4H2

InChIKey

KYNFOMQIXZUKRK-UHFFFAOYSA-N

SMILES

OCCSSCCO

LogP

-0.3 at 19.9℃

CAS DataBase Reference

1892-29-1(CAS DataBase Reference)

EPA Substance Registry System

Ethanol, 2,2'-dithiobis- (1892-29-1)

Safety Information

Hazard Codes 

T

Risk Statements 

25-41

Safety Statements 

26-39-45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

KK7525000

F 

13

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

III

HS Code 

29309099

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

Hazard Classifications

Acute Tox. 3 Oral
Eye Dam. 1

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,2'-DITHIODIETHANOL Usage And Synthesis

Chemical Properties

clear yellow viscous liquid after melting

Uses

Bis(2-hydroxyethyl) disulfide is used as an intermediate in chemical research.

Definition

ChEBI: 2,2'-dithiodiethanol is an organic disulfide.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 838, 1958 DOI: 10.1021/ja01537a022
Synthesis, p. 50, 1978

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of SOx,.

Synthesis

The raw materials 3-mercapto-1-propanol (0.92 g, 1 mmol) and sodium iodide (1.5 mg, 0.01 mmol) were put into a three-necked flask, and 3 mL of ethyl acetate was added as a solvent, and 30% hydrogen peroxide (0.11 mL, 1 mmol) was added slowly dropwise under magnetic stirring. After the dropwise addition, stirring was continued for half an hour at 30 ??C. After stirring, 15 mL of saturated aqueous sodium thiosulfate solution was added and extracted with 15 mL of ethyl acetate. The extract was then washed with 15 mL of saturated brine and then dried with anhydrous sodium sulfate, and finally, the solvent was removed by spinning to obtain the product 2-hydroxyethyl disulfide in 98% yield.

2,2'-DITHIODIETHANOL(1892-29-1)Related Product Information

• DIAMMONIUM 2,2'-DITHIODIACETATE
• 2,2'-DITHIODIETHANOL
• TRANS-4,5-DIHYDROXY-1,2-DITHIANE
• THIODIGLYCOLIC ACID
• HOOC-PEG(8)-SS-PEG(8)-COOH
• 2,2'-DITHIODIPROPIONIC ACID
• BIS(2,2-DIETHOXYETHYL) DISULFIDE
• N-HYDROXY-SUCCINIMIDY-PROPIONATE OCTA(ETHYLENE GLYCOL)-DISULFIDE
• BIS(2-ETHYLHEXYL) DITHIODIACETATE
• (S,R)-CYCLO-DITHIOERYTHRITOL
• 2-[N2-(4-AZIDO-2,3,5,6-TETRAFLUOROBENZOYL)-N6-(6-BIOTINAMIDOCAPROYL)-L-LYSINYL]ETHYL 2'- (N-SULFOSUCCINIMIDYLCARBOXY)ETHYL DISULFIDE, SODIUM SALT
• AURORA KA-8099
• MEO-PEG-SS-PEG-OME
• AKOS 205-25
• BIOTIN-DECA(ETHYLENE GLYCOL)-DISULFID
• 2,2'-DITHIODIACETIC ACID AMMONIUM SALT
• BIOTIN-DECA(ETHYLENE GLYCOL)-DISULFIDE
• DIMETHYL 3,3-DITHIOBISPROPIONIMIDATE DIHYDROCHLORIDE