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380474

Sigma-Aldrich

2-Hydroxyethyl disulfide

technical grade

Sinónimos:

2,2′-Dithiodiethanol, Bis(2-hydroxyethyl) disulfide

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About This Item

Fórmula lineal:
HOCH2CH2SSCH2CH2OH
Número de CAS:
1892-29-1
Peso molecular:
154.25
Beilstein:
1735851
Número CE:
217-576-6
Número MDL:
MFCD00002906
Código UNSPSC:
12162002
ID de la sustancia en PubChem:
24863744
NACRES:
NA.23

grado

technical grade

Nivel de calidad

200

formulario

liquid

índice de refracción

n20/D 1.57 (lit.)

bp

158-163 °C/3.5 mmHg (lit.)

mp

25-27 °C (lit.)

densidad

1.261 g/mL at 25 °C (lit.)

cadena SMILES

OCCSSCCO

InChI

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

Clave InChI

KYNFOMQIXZUKRK-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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).

Pictogramas

CorrosionSkull and crossbones
GHS05,GHS06

Palabra de señalización

Danger

Frases de peligro

H301 - H318

Clasificaciones de peligro

Acute Tox. 3 Oral - Eye Dam. 1

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

233.6 °F - closed cup

Punto de inflamabilidad (°C)

112 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

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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
Iraimoudi S Ayene et al.
The Journal of biological chemistry, 277(12), 9929-9935 (2002-01-15)
Glucose-6-phosphate dehydrogenase (G6PD), the rate-limiting enzyme of the oxidative pentose phosphate cycle, regulates the NADPH/NADP(+) ratio in eukaryotic cells. G6PD deficiency is one of the most common mutations in humans and is known to cause health problems for hundreds of
Nicolas Rouhier et al.
FEBS letters, 511(1-3), 145-149 (2002-02-01)
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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