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Merck
CN

02390

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

Key Documents

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Product Name

1,2-Ethanedithiol, ≥98.0% (GC)

InChI key

VYMPLPIFKRHAAC-UHFFFAOYSA-N

InChI

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

SMILES string

SCCS

vapor density

>1 (vs air)

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

Quality Level

200

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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.

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.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2581
STBL2345
STBL0954
STBK6010
STBK2077

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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
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
Eunice F S Vieira et al.
Journal of colloid and interface science, 289(1), 42-47 (2005-07-13)
The nature of interactions between metal ions Ag(I), Hg(II), Cu(II) and chitosan derivative of 1,2-ethanedithiol, QTDT, was investigated by isothermal calorimetry using the membrane breaking technique. Simultaneous determination of thermal effects, Q(int), and amount of cation that interacts, n(int), are
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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