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1,2-Ethanedithiol

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Name

1,2-Ethanedithiol

EINECS 208-752-3
CAS No. 540-63-6 Density 1.05 g/cm3
PSA 77.60000 LogP 0.84600
Solubility insoluble in water Melting Point ?41 °C(lit.)
Formula C2H6S2 Boiling Point 144.3 °C at 760 mmHg
Molecular Weight 94.2016 Flash Point 44.4 °C
Transport Information UN 3071 6.1/PG 2 Appearance Clear colorless solid
Safety 36/37/39-45-26-16-36/37-36-7/9 Risk Codes 10-23/24/25-23/25-21-36-23-21/22-36/37/38-20/21/22
Molecular Structure Molecular Structure of 540-63-6 (1,2-Ethanedithiol) Hazard Symbols ToxicT; HarmfulXn; FlammableF
Synonyms

s-Ethylene dimercaptan;Ethylenedithiol;Dithioglycol;Ethylene mercaptan;Dithioethyleneglycol;FEMA No. 3484;Ethylene dithioglycol;Ethylene dimercaptan;1,2-Dithiol ethane;ethane-1,2-dithiol;Ethylene glycol, dithio-;Ethylenedimercaptan;1,2-Dimercaptoethane;Ethyl hydropersulfide;1,2-dithioglycol;

Article Data 75

1,2-Ethanedithiol Synthetic route

645-96-5

Benzeneselenol

poly(ethylene disulfide)

poly(ethylene disulfide)

A

1666-13-3

diphenyl diselenide

B

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
at 50 - 55℃; for 0.5h; Reduction; oxidation;A 94%
B 96.4%
5769-02-8

2-methyl-2-phenyl[1,3]dithiolane

A

540-63-6

ethane-1,2-dithiol

B

98-86-2

acetophenone

Conditions
ConditionsYield
With magnesium(II) perchlorate; water; methylene green In acetonitrile Irradiation;A n/a
B 91%
66278-17-9

(2-Methyl-1,3-dithiolan-2-yl)essigsaeure-ethylester

A

141-97-9

ethyl acetoacetate

B

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With magnesium(II) perchlorate; water; methylene green In acetonitrile Irradiation;A 90%
B n/a
822-38-8

1,3-dithiolane-2-thione

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran86%
polymer, product of thiylation with 0.19 g/mol of sulfur, where content of sulfur moieties 2.0 in repeating units; monomer(s): 1,2-dichloroethane, charged content 0.095 g/mol

polymer, product of thiylation with 0.19 g/mol of sulfur, where content of sulfur moieties 2.0 in repeating units; monomer(s): 1,2-dichloroethane, charged content 0.095 g/mol

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With potassium hydroxide; hydrazine hydrate at 80℃; for 2.5h;56.8%
polymer: monomers(s): 1,2-dichloroethane; sulfur

polymer: monomers(s): 1,2-dichloroethane; sulfur

A

3570-55-6

3-thiapentan-1,5-dithiol

B

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate Heating;A 37%
B 37%
polymer: monomers(s): 1,2-dibromoethane; sulfur

polymer: monomers(s): 1,2-dibromoethane; sulfur

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate Heating;33%
420-12-2

thirane

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With methanol; hydrogen sulfide at 60℃; unter Druck;
With 2,2'-thiobis-ethanol; hydrogen sulfide at 45℃;

1,2-bis-sulfosulfanyl-ethane

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With hydrogenchloride
74-85-1

ethene

540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With sulfur; benzene at 175℃; under 77228.3 - 88260.9 Torr; und Hydrieren des Reaktionsprodukts unter Druck an Co2S3 bei 150grad oder an Nickel-Kieselgur bei 160grad;

1,2-Ethanedithiol Consensus Reports

Reported in EPA TSCA Inventory.

1,2-Ethanedithiol Specification

The 1,2-Ethanedithiol, with the CAS registry number 540-63-6, has the IUPAC name of ethane-1,2-dithiol. As to its usage, it is usually used as building block in organic synthesis and an excellent ligand for metal ions. And its product categories are including Phenoles and thiophenoles; Other Reagents; thiol Flavor; Chemistry.

The physical properties of this chemical are as below: (1)ACD/LogP: 1.31; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.31; (4)ACD/LogD (pH 7.4): 1.3; (5)ACD/BCF (pH 5.5): 5.82; (6)ACD/BCF (pH 7.4): 5.76; (7)ACD/KOC (pH 5.5): 122.84; (8)ACD/KOC (pH 7.4): 121.56; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 77.6; (13)Index of Refraction: 1.516; (14)Molar Refractivity: 27.1 cm3; (15)Molar Volume: 89.6 cm3; (16)Polarizability: 10.74×10-24 cm3; (17)Surface Tension: 33.3 dyne/cm; (18)Density: 1.05 g/cm3; (19)Flash Point: 44.4 °C; (20)Enthalpy of Vaporization: 37.93 kJ/mol; (21)Boiling Point: 144.3 °C at 760 mmHg; (22)Vapour Pressure: 6.45 mmHg at 25°C; (23)Exact Mass: 93.991092; (24)MonoIsotopic Mass: 93.991092; (25)Topological Polar Surface Area: 2; (26)Heavy Atom Count: 4; (27)Complexity: 6.

Use of this chemical: 1,2-Ethanedithiol could react with diketene to produce 1,2-bis-(4-oxo-oxetan-2-ylmethylsulfanyl)-ethane, with the following condition: reagent: cyclohexane azoisobutyronitrile; other condition: unter Bestrahlung mit UV-Licht.

Production method of this chemical: [1,3]dithiolane-2-thione could react to produce 1,2-Ethanedithiol, with the following condition: reagent: LAH; solvent: tetrahydrofuran; yield: 86 %.


 
When you are dealing with this chemical, you should be much more cautious. For one thing, it is harmful which may cause damage to health. For another thing, it is toxic which at low levels cause damage to health. If by inhalation, in contact with skin and if swallowed, it will be very toxic. In addition, it is highly flammable which may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water.

Therefore, you should take different measures to deal with different cases. Wear suitable protective clothing, gloves and eye/face protection. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice and if in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). Then while store it, keep the container tightly closed and in a well-ventilated place, away from sources of ignition - No smoking. 

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(CS)S
(2)InChI: InChI=1S/C2H6S2/c3-1-2-4/h3-4H,1-2H2
(3)InChIKey: VYMPLPIFKRHAAC-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 50mg/kg (50mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 17, Pg. 235, 1982.
mouse LD50 intravenous 56200ug/kg (56.2mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02101,
mouse LD50 oral 342mg/kg (342mg/kg)   Drug and Chemical Toxicology. Vol. 3, Pg. 249, 1980.
 

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