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:
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
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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Articles
Over the past two decades, the rapid advance of controlled living polymerization (CLP) techniques.
Michael Filser et al.
Biological chemistry, 389(1), 21-32 (2007-12-22)
African trypanosomes encode three monothiol glutaredoxins (1-C-Grx1 to 3). 1-C-Grx1 has a putative CAYS active site and Cys181 as single additional cysteine. The recombinant protein forms non-covalent homodimers. As observed for other monothiol glutaredoxins, Trypanosoma brucei 1-C-Grx1 was not active
I S Ayene et al.
International journal of radiation biology, 76(11), 1523-1531 (2000-12-01)
We investigated the effect of protein- and non protein-thiol oxidation on DNA double-strand-break (DSB) rejoining after irradiation and its relevance in the survival of CHO cells. We used mutant cells null for glucose 6 phosphate dehydrogenase (G6PD) activity since reducing
H Nakamura et al.
Free radical biology & medicine, 24(7-8), 1176-1186 (1998-06-17)
Thioredoxin (Trx) and glutaredoxin (Grx) are both multifunctional redox-active proteins. In this study, Grx was identified in human plasma by immunoaffinity purification. The affinity-purified material from human plasma displayed a band of 12 kDa identical to recombinant human Grx by
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 380474-250ML | 04061831960419 |
| 380474-50ML | 04061831960464 |