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398020

Sigma-Aldrich

1,2-Ethanedithiol

technical grade, ≥90%

Synonym(s):

1,2-Dimercaptoethane, Dithioglycol, Ethylene mercaptan

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About This Item

Linear Formula:
HSCH2CH2SH
CAS Number:
540-63-6
Molecular Weight:
94.20
Beilstein/REAXYS Number:
505946
EC Number:
208-752-3
MDL number:
MFCD00004892
UNSPSC Code:
12352100
PubChem Substance ID:
24864712
NACRES:
NA.22

grade

technical grade

Quality Level

200

vapor density

>1 (vs air)

vapor pressure

4.8 mmHg ( 20 °C)

assay

≥90%

form

liquid

refractive index

n20/D 1.558 (lit.)

bp

144-146 °C (lit.)

mp

−41 °C (lit.)

density

1.123 g/mL at 25 °C (lit.)

SMILES string

SCCS

InChI

1S/C2H6S2/c3-1-2-4/h3-4H,1-2H2

InChI key

VYMPLPIFKRHAAC-UHFFFAOYSA-N

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General description

1,2-Ethanedithiol (1,2-Dimercaptoethane, Dithioglycol, Ethylene mercaptan) is an organo sulfur compound. It affords monomeric, dimeric and polymeric complexes on reaction with Pt(PPh3)4, Pd(PPh3)4 and Ni(PPh3)4. It has been synthesized by refluxing 1,2-dichloroethane with thiourea in ethanol.

Application

1,2-Ethanedithiol may be used in the following studies:
  • Synthesis of membrane-permeant, fluorogenic biarsenicals.
  • Development of microarrays of protein interaction and quantifying the domain-peptide interactions in high throughput using fluorescently labeled synthetic peptides.
  • As insolubilizing agent in a study to evaluate the structural, optical, and electrical properties of high-quality films of PbSe nanocrystals fabricated by a layer-by-layer (LbL) dip-coating method.
  • Quantitation of the extent of protein phosphorylation using a phosphoprotein isotope-coded affinity tag (PhIAT).

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Synthesis and reactions of new complexes of nickel, palladium, and platinum with 1, 2-ethanedithiol, 2-(methylthio) ethanethiol, and 2-(methylthio) ethane disulfide.
Rauchfuss TB and Roundhill DM.
Journal of the American Chemical Society, 97(12), 3386-3392 (1975)
The vibrational assignment, rotational isomerism and force constants of 1, 2-ethanedithiol.
Hayashi M, et al.
Bulletin of the Chemical Society of Japan, 38(10), 1734-1740 (1965)
M B Goshe et al.
Analytical chemistry, 73(11), 2578-2586 (2001-06-14)
A method has been developed that utilizes phosphoprotein isotope-coded affinity tags (PhIAT) that combines stable isotope and biotin labeling to enrich and quantitatively measure differences in the O-phosphorylation states of proteins. The PhIAT labeling approach involves hydroxide ion-mediated beta-elimination of
Philip Domenico et al.
Peptides, 25(12), 2047-2053 (2004-12-02)
Staphylococci are a major cause of infections associated with indwelling medical devices. Biofilm formation on these devices adds to the antibiotic resistance seen among clinical isolates. RNAIII-inhibiting peptide (RIP) is a heptapeptide that inhibits staphylococcal pathogenesis, including biofilm formation, by
Majed Halwani et al.
International journal of pharmaceutics, 373(1-2), 141-146 (2009-05-12)
Recurrent pulmonary infection and inflammation are major risk factors for high morbidity and mortality in patients with cystic fibrosis (CF). As such, frequent antibiotic use and drug resistant bacterial strains are main concerns in individuals with CF. Bacterial virulence and
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