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2,2'-Thiodiethanethiol

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Name

2,2'-Thiodiethanethiol

EINECS 222-671-0
CAS No. 3570-55-6 Density 1.129 g/cm3
PSA 102.90000 LogP 1.57920
Solubility 620mg/L at 20℃ Melting Point -11°C
Formula C4H10S3 Boiling Point 275.983 °C at 760 mmHg
Molecular Weight 154.321 Flash Point 90.556 °C
Transport Information UN 2810 6.1/PG 3 Appearance Liquid with a stench.
Safety 23-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3570-55-6 (Bis(2-mercaptoethyl) sulfide) Hazard Symbols N/A
Synonyms

Ethanethiol,2,2'-thiodi- (6CI,7CI,8CI);1,4,7-Trithiaheptane;1,5-Dimercapto-3-thiapentane;1-Mercapto-2-(mercaptoethylthio)ethane;2-Mercaptoethyl sulfide;2-Mercaptoethyl thioether;2-[(2-Mercaptoethyl)thio]ethanethiol;3-Thia-1,5-pentanedithiol;Bis(2-mercaptoethyl) sulfide;Bis(2-sulfanylethyl) sulfide;

Article Data 19

2,2'-Thiodiethanethiol Synthetic route

111-48-8

2,2'-thiobis-ethanol

A

3570-55-6

3-thiapentan-1,5-dithiol

B

bis-mercaptodiethylsulphide

Conditions
ConditionsYield
With hydrogenchloride; hydrazine hydrate; thiourea In 5,5-dimethyl-1,3-cyclohexadiene; waterA n/a
B 93%
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): bis(β-chloroethyl) sulfide; sulfur

polymer: monomers(s): bis(β-chloroethyl) sulfide; sulfur

3570-55-6

3-thiapentan-1,5-dithiol

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate at 80 - 90℃; for 3h;34%
540-63-6

ethane-1,2-dithiol

A

3570-55-6

3-thiapentan-1,5-dithiol

B

25423-55-6

3,6-dithiaoctan-1,8-dithiol

C

60147-09-3

2,2’-[thiobis(2,1-ethanediylthio)]bis(ethanethiol)

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 4.33h; Inert atmosphere; Reflux;A 29%
B 25%
C 15%
420-12-2

thirane

3570-55-6

3-thiapentan-1,5-dithiol

Conditions
ConditionsYield
With methanol; hydrogen sulfide at 60℃;
540-63-6

ethane-1,2-dithiol

107-06-2

1,2-dichloro-ethane

3570-55-6

3-thiapentan-1,5-dithiol

Conditions
ConditionsYield
With ethanol; potassium hydrosulfide
106-93-4

ethylene dibromide

17356-08-0

thiourea

3570-55-6

3-thiapentan-1,5-dithiol

Conditions
ConditionsYield
und Verseifung des entstandenen Isothioharnstoff-Derivats mit Kalilauge;
505-60-2

bis (2-chloroethyl) sulphide

17356-08-0

thiourea

3570-55-6

3-thiapentan-1,5-dithiol

Conditions
ConditionsYield
Behandeln des Reaktionsprodukts mit wss.Natronlauge;
7617-64-3

bis(2-bromoethyl)sulfide

17356-08-0

thiourea

3570-55-6

3-thiapentan-1,5-dithiol

Conditions
ConditionsYield
Behandeln des Reaktionsprodukts mit wss.Natronlauge;
60177-05-1

bis-(2-acetylsulfanyl-ethyl)-sulfane

3570-55-6

3-thiapentan-1,5-dithiol

Conditions
ConditionsYield
With hydrogenchloride; methanol

2,2'-Thiodiethanethiol Specification

The Ethanethiol,2,2'-thiobis-, with CAS registry number 3570-55-6, has the systematic name of 2,2'-sulfanediyldiethanethiol. And its IUPAC name is 2-(2-sulfanylethylsulfanyl)ethanethiol. And this chemical should be stored in cool, dry place in tightly closed containers. What's more, its EINECS is 222-671-0.

Physical properties of Ethanethiol,2,2'-thiobis-: (1)ACD/LogP: 2.07; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.07; (4)ACD/LogD (pH 7.4): 2.07; (5)ACD/BCF (pH 5.5): 22.16; (6)ACD/BCF (pH 7.4): 21.98; (7)ACD/KOC (pH 5.5): 319.69; (8)ACD/KOC (pH 7.4): 317.07; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 75.9 Å2; (13)Index of Refraction: 1.562; (14)Molar Refractivity: 44.37 cm3; (15)Molar Volume: 136.6 cm3; (16)Polarizability: 17.58×10-24cm3; (17)Surface Tension: 40.9 dyne/cm; (18)Enthalpy of Vaporization: 49.38 kJ/mol; (19)Vapour Pressure: 0.00829 mmHg at 25°C.

Uses of p-Chloropropiophenone: it can be used to produce [1,2,5]trithiepane. This reaction will need reagents iron (III)-chloride-hexahydrate, acetic acid and diethyl ether.

When you are using this chemical, please be cautious about it as the following: 
The Ethanethiol,2,2'-thiobis- irritates to eyes, respiratory system and skin. When use this chemical, do not breathe vapour and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: SCCSCCS
(2)InChI: InChI=1/C4H10S3/c5-1-3-7-4-2-6/h5-6H,1-4H2
(3)InChIKey: KSJBMDCFYZKAFH-UHFFFAOYAM
(4)Std. InChI: InChI=1S/C4H10S3/c5-1-3-7-4-2-6/h5-6H,1-4H2
(5)Std. InChIKey: KSJBMDCFYZKAFH-UHFFFAOYSA-N

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