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02390

Sigma-Aldrich

1,2-Ethanedithiol

≥98.0% (GC)

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:
505946
EC Number:
208-752-3
MDL number:
MFCD00004892
UNSPSC Code:
12352100
PubChem Substance ID:
329747425
NACRES:
NA.22

vapor density

>1 (vs air)

Quality Level

200

vapor pressure

4.8 mmHg ( 20 °C)

Assay

≥98.0% (GC)

form

liquid

refractive index

n20/D 1.558 (lit.)
n20/D 1.558

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 (EDT) is an organosulfur compound that is used as an organic building block in chemical synthesis. It is also used as a ligand for metal ions to prepare metal complexes.

Application

1,2-Ethanedithiol can be used to synthesize:      
  • 1,3-Dithiolanes by reacting with aldehydes or ketones.
  • Dithiazepan-3-yl-alkanoic acids by cyclocondensation reaction with amino acids and formaldehyde.
  • EDT can also be used as a scavenger in solid phase peptide synthesis for the efficient deprotection of the peptide resin.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Statements

H226,H301,H310 + H330

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

111.2 °F

Flash Point(C)

44 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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
P Fadden et al.
Analytical biochemistry, 225(1), 81-88 (1995-02-10)
Reaction conditions were defined for the selective quantitative derivatization and fluorophore labeling of phosphoserine residues on peptides and proteins. Phosphoserine was derivatized with 1,2-ethanedithiol using a modification of the reaction conditions defined by R. C. Clark and J. Dijkstra (1967)
C H Sissons et al.
Oral microbiology and immunology, 15(5), 317-324 (2001-01-12)
Urease synthesis in Streptococcus salivarius is induced by an acid environment, carbohydrate and a high growth rate. We now report that both cysteine and sulfide above 1 mM strongly suppress S. salivarius urease levels. Close structural relatives of cysteine (cysteamine
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
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
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