380474
2-Hydroxyethyl disulfide
technical grade
Synonym(s):
2,2′-Dithiodiethanol, Bis(2-hydroxyethyl) disulfide
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About This Item
Linear Formula:
HOCH2CH2SSCH2CH2OH
CAS Number:
Molecular Weight:
154.25
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
217-576-6
Beilstein/REAXYS Number:
1735851
MDL number:
InChI key
KYNFOMQIXZUKRK-UHFFFAOYSA-N
InChI
1S/C4H10O2S2/c5-1-3-7-8-4-2-6/h5-6H,1-4H2
SMILES string
OCCSSCCO
grade
technical grade
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.)
Quality Level
Related Categories
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).
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Dam. 1
Storage Class
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
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Cristina Lamberti et al.
Electrophoresis, 28(10), 1633-1638 (2007-05-12)
Despite the large number of papers dealing with bacterial proteomes, very few include information about proteins with alkaline pI's, because of the limits inherent in 2-DE technology. Nonetheless, analyses of in silico proteomes of many prokaryotes show a bimodal distribution
J E Brotherton et al.
Physiological chemistry and physics, 12(6), 483-495 (1980-01-01)
Incubation of horse liver aldehyde dehydrogenase (aldehyde:NAD oxidoreductase, EC 1.2.1.3) with 2-hydroxyethyl disulfide formed mixed-disulfides between protein sulfhydryl groups and beta-mercaptoethanol. Reduction of aldehyde dehydrogenase activity may be associated with formation of one, or at most two, mixed-disulfides per dehydrogenase
Rakesh Kumar et al.
Biomacromolecules, 9(9), 2430-2437 (2008-08-01)
Biodegradable soy protein isolate (SPI), containing 2,2-diphenyl-2-hydroxyethanoic acid, films (SB) were successfully prepared with bis-(2-hydroxyethyl)sulfide as a plasticizer by compression molding at 155 degrees C and 15 MPa. By immersing the SB in distilled water for 26 h, we prepared
P C Hiestand et al.
International journal of immunopharmacology, 7(1), 129-140 (1985-01-01)
HEDS (2-hydroxyethyl disulfide) and structurally related compounds were found to affect lymphocyte proliferation and functions in vitro. HEDS, and ADA 202-718 (ethylene-2-2'-bis(dithio)bis(ethanol], were shown to stimulate the proliferation of murine spleen cells. The growth of populations of murine T-cells (thymocytes)
Nikola Mesecke et al.
Biochemistry, 47(5), 1452-1463 (2008-01-04)
Two novel monothiol glutaredoxins from yeast (ScGrx6 and ScGrx7) were identified and analyzed in vitro. Both proteins are highly suited to study structure-function relationships of glutaredoxin subclasses because they differ from all monothiol glutaredoxins investigated so far and share features
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