3988-99-6

Basic information

• Product Name: 2-(2-THIENYLTHIO)THIOPHENE
• Synonyms: 2-(2-Thienylsulfanyl)thiophene;2-(2-THIENYLTHIO)THIOPHENE;2-thiophen-2-ylsulfanylthiophene;Dithienyl sulphide;Di-2-thienyl sulfide, 97%
• CAS NO: 3988-99-6
• Molecular Formula: C₈H₆S₃
• Molecular Weight: 198.33
• Mol File: 3988-99-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 102-104℃/0.9mm
• Flash Point: >100°(212°F)
• Appearance: /
• Density: 1.311
• Vapor Pressure: 0.000832mmHg at 25°C
• Refractive Index: 1.6490
• CAS DataBase Reference: 2-(2-THIENYLTHIO)THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-THIENYLTHIO)THIOPHENE(3988-99-6)
• EPA Substance Registry System: 2-(2-THIENYLTHIO)THIOPHENE(3988-99-6)

Safety Data

• Hazardous Substances Data: 3988-99-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 21, p. 2413, 1965 DOI: 10.1016/S0040-4020(01)93897-9

InChI:InChI=1/C8H6S3/c1-3-7(9-5-1)11-8-4-2-6-10-8/h1-6H

Upstream product

• 3437-95-4 2-Iodothiophene 
• 96-43-5 2-thienyl chloride 
• 7774-74-5 Thiophene-2-thiol 
• 2873-18-9 5-bromo-2-chlorothiophene 
• 3172-52-9 2,5-diclorothiophene 
• 1003-09-4 2-bromothiophene 
• 33892-56-7 allyl(2-thiophene)sulfide 
• 74-86-2 acetylene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 288-39-1 1,2,5-thiadiazole 
• 6911-51-9 2-thienyl disulfide 
• 6911-35-9 2-ethylthiophene 
• 250-84-0 thieno[2,3-b]thiophene 
• 75-08-1 ethanethiol 

Downstream Products

• 1386993-73-2 4-(4-fluorophenyl)-4H-dithieno[2,3-b:3',2'-e][1,4]thiazine 
• 1628813-13-7 4-(4-hexylphenyl)-4H-dithieno[2,3-b:3',2'-e][1,4]thiazine 

Relevant articles and documents

An efficient, one-pot and CuCl-catalyzed route to the synthesis of symmetric organic disulfides via domino reactions of thioacetamide and aryl (alkyl) halides

In this article, a simple, general and novel method for the synthesis of diaryl (dialkyl) disulfides from aryl (alkyl) halides is described. This is a convenient approach that involves the use of commercially available and inexpensive thioacetamide as a sulfur transfer reagent in the domino process for the synthesis of symmetric organic disulfides. Copyright

Reactions of Halothiophenes with Arene- and Hetarenethiols

Reactions of halothiophenes with sulfanyl radicals generated from arene- and hetarenethiols at 140-200°C have been studied for the first time. The reactions result in replacement of halogen in 2-bromothiophene and 2,5-dichloro-, 2-bromo-5-chloro-, and 2,5-dibromothiophenes. The two halogen atoms in dihalothiophenes are replaced only by phenylthio radical generated from benzenethiol. 4-Methylbenzenethiol and naphthalene-1-thiol react with halothiophenes most selectively, yielding corresponding unsymmetrical sulfides. The reactions with 2-thiophenethiol are accompanied by self-condensation to give dithienyl sulfide. The reactions of arene- and hetarenethiols with halothiophenes provide a synthetic route to unsymmetrical sulfides of the thiophene series, which are difficult to obtain by other methods, and allow prediction of the behavior of other sulfanyl radicals in similar reactions.

THERMAL TRANSFORMATIONS OF ALLYL 2-THIENYL SULFIDE AND SELENIDE

In the gas phase at 350-410 deg C allyl 2-thienyl sulfide is converted to thiophene-2-thiol, di(2-thienyl) sulfide, and 2-methylthienothiophene.In the presence of acetylene thienothiophene is formed in addition to these products.Allyl 2-thienyl selenide is converted quantitatively to 2,3-dihydro-2-methylselenophenothiophene during fractional distillation in vacuo.Thiophene, di(2-thienyl) selenide, di(2-thienyl) diselenide, thiophene-2-selenol, and 2-methylselenophenothiophene are formed in addition to these compounds in the thermolysis ofallyl thienyl selenide in the gas phase.In the presence of acetylene the thermal decomposition of allyl thienyl selenide is accompanied by the formation of selenophene.