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398020

Sigma-Aldrich

1,2-Ethanedithiol

technical grade, ≥90%

Synonym(s):
1,2-Dimercaptoethane, Dithioglycol, Ethylene mercaptan
Linear Formula:
HSCH2CH2SH
CAS Number:
Molecular Weight:
94.20
Beilstein:
505946
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

grade

technical grade

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).

Packaging

100, 500 mL in Sure/Seal™

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

111.2 °F - closed cup

Flash Point(C)

44 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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)
Misagh Alipour et al.
The Journal of antimicrobial chemotherapy, 65(4), 684-693 (2010-02-18)
This study examined the activities of tobramycin and bismuth against quorum sensing, virulence factors and biofilms of Pseudomonas aeruginosa by co-encapsulating the agents in liposomes in order to achieve greater delivery of the agents. The inhibitory effects of the agents
Benjamin J Miller et al.
The journal of physical chemistry. A, 114(48), 12692-12700 (2010-11-12)
Vibrational spectra of vapor-phase 1,2-ethanedithiol and 2-mercaptoethanol were recorded to investigate weak intramolecular interactions. The spectra were recorded with conventional absorption spectroscopy and laser photoacoustic spectroscopy in the 2000-11,000 cm(-1) region. The room temperature spectra of each molecule are complicated
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

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