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:
Molecular Weight:
94.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-752-3
Beilstein/REAXYS Number:
505946
MDL number:
Assay:
≥98.0% (GC)
Form:
liquid
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
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
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.
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signalword
Danger
hcodes
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
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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
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