thiophene

Base Information

• Chemical Name: thiophene
• CAS No.: 188290-36-0
• Molecular Formula: C₄H₄S
• Molecular Weight: 84.1418
• Mol file: 188290-36-0.mol

Synonyms:thiophene

Chemical Property of thiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of thiophene

There total 320 articles about thiophene 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: 72.0%

2-bromothiophene (1003-09-4) + zinc (7440-66-6) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,2'-Bithiophene (492-97-7) + 2-thienylzinc bromide (45438-80-0)

Guidance literature:

With cobalt(II) bromide; zinc dibromide; In acetonitrile; the mixt. in CH3CN was stirred at room temp., then thienylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

Reference yield: 65.0%

3-Bromothiophene (872-31-1) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 3,3'-bithiophene (3172-56-3)

Guidance literature:

With sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; at 60 ℃; for 2.5h;

Reference yield: 22.0%

3-Bromothiophene (872-31-1) + zinc (7440-66-6) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 3,3'-bithiophene (3172-56-3) + 3-thienylzinc bromide (188755-01-3)

Guidance literature:

With cobalt(II) bromide; zinc dibromide; In acetonitrile; the mixt. in CH3CN was stirred at room temp., then thienylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

upstream raw materials:

thiophene

furan

3-Sulfolene

succinic acid anhydride

Downstream raw materials:

2-thiophenethanol

2,2′-(thiophene-2,5-diyl)diethanol

2,2'-dithienylmethane

2,5-bis-[2]thienylmethyl-thiophene

Refernces

• 1、 Gellman, Andrew J.. "Surface-Induced Heterocycle Formation: Sulfur Atom Abstraction during Cyclization". . p. 4435 - 4440. Retrieved 1991.
• 2、 Baker, R. B.,Reid, E. E.. "-". . p. 1566 - 1567. Retrieved 1929.
• 3、 Ryashentseva, M. A.,Belanova, E. P.,Minachev, Kh. M.,Kucherov, A. V.. "HETEROCYCLIZING PROPERTIES OF FERRISILICATE IN THE REACTION OF n-PENTANE WITH HYDROGEN SULFIDE". . p. 1551 - 1555. Retrieved 1990.
• 4、 Gellman, Andrew J.. "Heterocyclization Sites on the Sulfided Pd(111) Surface". . p. 790 - 795. Retrieved 1992.
• 5、 Ryashentseva,Brueva. "Influence of the texture of chromia catalysts on their activity in synthesis of 2-methylthiophene". . p. 1694 - 1697. Retrieved 2002.
• 6、 Koch, Alexander,Krieck, Sven,G?rls, Helmar,Westerhausen, Matthias. "5-Methyl-2-thienylcalcium iodide". . p. 12534 - 12539. Retrieved 2018.
• 7、 Sakaba, Hiroyuki,Yumoto, Takahiro,Watanabe, Sanae,Kabuto, Chizuko,Kabuto, Kuninobu. "Synthesis of tungsten thienyl complexes via C-H bond activation of thiophenes". . p. 14 - 15. Retrieved 2003.
• 8、 Mashkina. "Investigation of the mechanism of catalytic recyclization of furan to thiophene". . p. 1063 - 1067. Retrieved 2010.
• 9、 Korchevin, N. A.,Sukhomoazova, E. N.,Turchaninova, L. P.,Efremova, G. G.,Kalinina, N. A.,et al. "FORMATION OF THIENOTHIOPHENES IN THE HIGH TEMPERATURE REACTION OF 2-CHLOROTHIOPHENE WITH COMPOUNDS CONTAINING THE C2H5S GROUP". . p. 857 - 860. Retrieved 1988.
• 10、 Ritter, Tobias,Su, Wanqi,Xu, Peng. "Decarboxylative Hydroxylation of Benzoic Acids". supporting information. p. 24012 - 24017. Retrieved 2021/10/06.