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Sigma-Aldrich

2-Hydroxyethyl disulfide

technical grade

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Synonym(s):
2,2′-Dithiodiethanol, Bis(2-hydroxyethyl) disulfide
Linear Formula:
HOCH2CH2SSCH2CH2OH
CAS Number:
Molecular Weight:
154.25
Beilstein:
1735851
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

grade

technical grade

Quality Level

form

liquid

refractive index

n20/D 1.57 (lit.)

bp

158-163 °C/3.5 mmHg (lit.)

mp

25-27 °C (lit.)

density

1.261 g/mL at 25 °C (lit.)

SMILES string

OCCSSCCO

InChI

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

InChI key

KYNFOMQIXZUKRK-UHFFFAOYSA-N

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1 of 4

This Item
B6032166766B9754
BIS-TRIS hydrochloride ≥99.0% (titration)

Sigma-Aldrich

B6032

BIS-TRIS hydrochloride

BIS-TRIS ≥98.0% (titration)

Sigma-Aldrich

B9754

BIS-TRIS

form

liquid

form

crystalline powder

form

solid

form

crystalline powder

refractive index

n20/D 1.57 (lit.)

refractive index

-

refractive index

-

refractive index

-

bp

158-163 °C/3.5 mmHg (lit.)

bp

-

bp

-

bp

-

mp

25-27 °C (lit.)

mp

-

mp

91-92 °C (lit.)

mp

-

density

1.261 g/mL at 25 °C (lit.)

density

-

density

-

density

-

General description

2-Hydroxyethyldisulfide (HEDS) is an organosulfur compound ​that belongs to the class ofdialkyl disulfides and has a disulfide bond -S-S- between two hydroxyethylgroups. In material science, HEDS is used as a precursor to form self-assembledmonolayers (SAMs) on gold surfaces for applications such as corrosionprotection, lubrication, and sensors. In addition, 2-hydroxyethyl disulfide isalso used as a reducing agent in organic synthesis and as a crosslinking agentin the production of rubber compounds.

Application

2-Hydroxyethyl disulfide can be used as:
  • A chain extender in the preparation of waterborne self-healing polyurethane, which is used in leather coating.
  • As a precursor in the synthesis of multifunctional initiator, which is used in the preparation of star polystyrenes by atom transfer radical polymerization of styrene.
  • A starting material to prepare a disulfide-based branching agent. This branching agent is used to synthesize highly branched poly(2-hydroxypropyl methacrylate).

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Six mutants (Y26A, C27S, Y29F, Y29P, C30S and Y26W/Y29P) have been engineered in order to explore the active site of poplar glutaredoxin (Grx) (Y26CPYC30). The cysteinic mutants indicate that Cys 27 is the primary nucleophile. Phe is a good substitute
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To study the physiological regulation of the iodothyronine 5'-deiodinases (I-5'D), we have examined the effects of some thiol blockers and of thyroid status on I-5'D activities both in vitro and in vivo. At low (less than 5 mM) concentrations of
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