Thiophene-3-thiol

Base Information

• Chemical Name: Thiophene-3-thiol
• CAS No.: 7774-73-4
• Molecular Formula: C4H4S2
• Molecular Weight: 116.208
• European Community (EC) Number: 231-880-6
• UNII: 2PG6284B35
• DSSTox Substance ID: DTXSID6064799
• Nikkaji Number: J101.035B
• Wikidata: Q27255396
• Mol file: 7774-73-4.mol

Synonyms:Thiophene-3-thiol;3-Thiophenethiol;7774-73-4;3-mercaptothiophene;3-Thienyl mercaptan;UNII-2PG6284B35;EINECS 231-880-6;2PG6284B35;3-thiophenthiol;Thiophen-3-thiol;3-Thienyl hydrosulfide;SCHEMBL595581;DTXSID6064799;AMY10985;MFCD11870138;AKOS015900012;A9823;CS-0215996;FT-0603713;EN300-317817;Q27255396

Chemical Property of Thiophene-3-thiol

Chemical Property:

• Vapor Pressure: 1.76mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 172.6 °C at 760 mmHg
• PKA: 6.35±0.10(Predicted)
• Flash Point: 58.2 °C
• PSA: 67.04000
• Density: 1.269 g/cm³
• LogP: 2.03680
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.97544247
• Heavy Atom Count: 6
• Complexity: 44.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

Thiophene-3-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC=C1S

Technology Process of Thiophene-3-thiol

There total 18 articles about Thiophene-3-thiol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

3-Bromothiophene (872-31-1) → thiophene-3-thiol (7774-73-4)

Guidance literature:

With sulfur; n-butyllithium; In diethyl ether;

DOI:10.1016/j.orgel.2016.10.032

Reference yield: 62.3%

Thiophene-2-thiol (7774-74-5) → thiophene (188290-36-0,8014-23-1,25233-34-5) + thiophene-3-thiol (7774-73-4) + Dithieno<2,3-b; 2,3-d>thiophene (236-65-7) + dithieno[3,2-b;2',3'-d]thiophene (3593-75-7) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

With hydrogen sulfide; at 500 ℃; Product distribution;

DOI:10.1007/BF00474348

Reference yield: 39.1%

Thiophene-2-thiol (7774-74-5) → thiophene (188290-36-0,8014-23-1,25233-34-5) + thiophene-3-thiol (7774-73-4) + 2-thienyl 3-thienyl sulfide (3807-37-2) + bis(thien-2-yl)sulfide (3988-99-6) + dithieno[3,2-b;2',3'-d]thiophene (3593-75-7) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

at 500 - 550 ℃; Product distribution;

DOI:10.1007/BF00474348

upstream raw materials:

Thiophene-2-thiol

2-thienyl chloride

3,4-dibromothiophene

n-butyllithium

Downstream raw materials:

benzyl 3-thienyl sulfide

3-(carboxymethylsulfanyl)thiophene

allyl-3-thienyl sulfide

(+)-3-[(S)-(2-methylbutyl)sulfanyl]thiophene

Refernces

• 1、 Zhang, Zhe,Lu, Zhen,Zhang, Jicheng,Liu, Yahui,Feng, Shiyu,Wu, Liangliang,Hou, Ran,Xu, Xinjun,Bo, Zhishan. "High efficiency polymer solar cells based on alkylthio substituted benzothiadiazole-quaterthiophene alternating conjugated polymers". . p. 36 - 41. Retrieved 2017.
• 2、 Di Maria, Francesca,Olivelli, Pasquale,Gazzano, Massimo,Zanelli, Alberto,Biasiucci, Mariano,Gigli, Giuseppe,Gentili, Denis,D'Angelo, Pasquale,Cavallini, Massimiliano,Barbarella, Giovanna. "A successful chemical strategy to induce oligothiophene self-assembly into fibers with tunable shape and function". supporting information; experimental part. p. 8654 - 8661. Retrieved 2011/07/29.