1,2-Ethanedithiol
Synonym(s):1,2-Dimercaptoethane;1,2-Ethanedithiol;Dithioglycol;Ethylene mercaptan
- CAS NO.:540-63-6
- Empirical Formula: C2H6S2
- Molecular Weight: 94.2
- MDL number: MFCD00004892
- EINECS: 208-752-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-07 21:39:59
What is 1,2-Ethanedithiol?
Chemical properties
Clear colorless solid
Chemical properties
1,2-Ethanedithiol has a repulsive odor.
Occurrence
Reported found in beef (boiled, cooked) and chicken (cooked)
The Uses of 1,2-Ethanedithiol
1,2-Ethanedithiol is used as a reagent in organic synthesis to convert carbonyl compounds to thioacetals (1,3-dithiolanes). It replaces the toxic reagent arsenic tirchloride, which is involved in the synthesis of membrane-permeant fluorogenic biarsenicals from precursor dyes fluorescein and resorufin. It acts bidendate ligand to form complexes with metal ions.
The Uses of 1,2-Ethanedithiol
Metal-complexing agent. Reverses the inhibition by α-keto aldehydes on mitosis in E. coli.
What are the applications of Application
1,2-Ethanedithiol is a metal complexing agent
Preparation
Prepared by reacting ethanol, thiourea and ethylene dibromide and subsequent alkaline hydrolysis of the ethylenediisothiuronium bromide
Aroma threshold values
Detection: 30 ppb
General Description
1,2-Ethanedithiol (1,2-Dimercaptoethane, Dithioglycol, Ethylene mercaptan) is an organo sulfur compound. It affords monomeric, dimeric and polymeric complexes on reaction with Pt(PPh3)4, Pd(PPh3)4 and Ni(PPh3)4. It has been synthesized by refluxing 1,2-dichloroethane with thiourea in ethanol.
Hazard
Vapors cause severe headache and nausea.
Safety Profile
Poison by ingestion, intraperitoneal, and intravenous routes. When heated to decomposition it emits very toxic fumes of SOx. See also MERCAPTANS .
Properties of 1,2-Ethanedithiol
Melting point: | -41 °C (lit.) |
Boiling point: | 144-146 °C (lit.) |
Density | 1.123 g/mL at 25 °C (lit.) |
vapor density | >1 (vs air) |
vapor pressure | 4.8 mm Hg ( 20 °C) |
refractive index | n |
FEMA | 3484 | 1,2-ETHANEDITHIOL |
Flash point: | 122 °F |
storage temp. | Store below +30°C. |
form | Liquid |
pka | pK1:8.96;pK2:10.54 (25°C) |
color | Clear slightly colored |
Odor | at 0.01 % in propylene glycol. sulfury meaty |
Water Solubility | insoluble |
Sensitive | Air Sensitive |
Merck | 14,3725 |
JECFA Number | 532 |
BRN | 505946 |
Stability: | Stable. Flammable. Incompatible with oxidizing agents, bases, reducing agents, alkali metals. |
CAS DataBase Reference | 540-63-6(CAS DataBase Reference) |
NIST Chemistry Reference | 1,2-Ethanedithiol(540-63-6) |
EPA Substance Registry System | 1,2-Ethanedithiol (540-63-6) |
Safety information for 1,2-Ethanedithiol
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H226:Flammable liquids H301:Acute toxicity,oral |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P262:Do not get in eyes, on skin, or on clothing. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 1,2-Ethanedithiol
InChIKey | VYMPLPIFKRHAAC-UHFFFAOYSA-N |
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