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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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€40.70
100 ML
€104.00
500 ML
€295.00

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25 ML
€40.70
100 ML
€104.00
500 ML
€295.00

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
form:
liquid
Assay:
≥98.0% (GC)

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vapor density

>1 (vs air)

Quality Level

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.)

functional group

thiol

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

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

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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)
Efficient heterojunction photovoltaic cell utilizing nanocomposites of lead sulfide nanocrystals and a low-bandgap polymer.
Jangwon Seo et al.
Advanced materials (Deerfield Beach, Fla.), 23(34), 3984-3988 (2011-07-26)
B Setlow et al.
Applied and environmental microbiology, 64(10), 4109-4112 (1998-10-06)
The heat resistance of wild-type spores of Bacillus subtilis or spores (termed alpha-beta-) lacking DNA protective alpha/beta-type small, acid-soluble spore proteins was not altered by anaerobiosis or high concentrations of the free radical scavenging agents ethanethiol and ethanedithiol. Heat-killed wild-type
Majed Halwani et al.
International journal of pharmaceutics, 358(1-2), 278-284 (2008-05-02)
Pseudomonas aeruginosa and Burkholderia cenocepacia (formally, genomovar III genotype of Burkholderia cepacia complex) have emerged as serious opportunistic resistant pathogens in patients with cystic fibrosis (CF). We have developed a liposomal formulation containing bismuth-ethanedithiol (BiEDT) and tobramycin to overcome bacterial

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