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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:
Molecular Weight:
94.20
Beilstein:
505946
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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).

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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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