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02390

Sigma-Aldrich

1,2-Ethanedithiol

≥98.0% (GC)

Synonyme(s) :

1,2-Dimercaptoethane, Dithioglycol, Ethylene mercaptan

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About This Item

Formule linéaire :
HSCH2CH2SH
Numéro CAS:
540-63-6
Poids moléculaire :
94.20
Numéro Beilstein :
505946
Numéro CE :
208-752-3
Numéro MDL:
MFCD00004892
Code UNSPSC :
12352100
ID de substance PubChem :
329747425
Nomenclature NACRES :
NA.22

Densité de vapeur

>1 (vs air)

Niveau de qualité

200

Pression de vapeur

4.8 mmHg ( 20 °C)

Pureté

≥98.0% (GC)

Forme

liquid

Indice de réfraction

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

Point d'ébullition

144-146 °C (lit.)

Pf

−41 °C (lit.)

Densité

1.123 g/mL at 25 °C (lit.)

Chaîne SMILES 

SCCS

InChI

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

Clé InChI

VYMPLPIFKRHAAC-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Pictogrammes

FlameSkull and crossbones
GHS02,GHS06

Mention d'avertissement

Danger

Mentions de danger

H226,H301,H310 + H330

Classification des risques

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

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

111.2 °F - closed cup

Point d'éclair (°C)

44 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
STBL2345
STBL0954
STBK6010
STBK2077
STBJ6018

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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)
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
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
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
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