1,4-DI-(2-THIENYL)-1,3-BUTADIYNE

Base Information

• Chemical Name: 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE
• CAS No.: 16900-51-9
• Molecular Formula: C12H6 S2
• Molecular Weight: 214.312
• Hs Code.: 2934999090
• Mol file: 16900-51-9.mol

Synonyms:Thiophene, 2,2'-butadiynylenedi- (7CI,8CI);1,4-Bis(2-thienyl)-1,3-butadiyne; 1,4-Bis(2-thienyl)butadiyne;1,4-Di-2-thienyl-1,3-butadiyne

Chemical Property of 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE

Chemical Property:

• Melting Point: 89 °C
• Boiling Point: 355.5°Cat760mmHg
• Flash Point: 125.7°C
• PSA: 56.48000
• Density: 1.31g/cm³
• LogP: 3.21280

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE

There total 23 articles about 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE 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: 99.0%

2-ethynyl-thiophene (4298-52-6) → 1,4-bis(2-thienyl)butadiyne (16900-51-9)

Guidance literature:

With [2,2]bipyridinyl; oxygen; copper(l) chloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1246/cl.140944

Reference yield: 95.0%

2-(trimethylsilylethynyl)thiophene (40231-03-6) → 1,4-bis(2-thienyl)butadiyne (16900-51-9)

Guidance literature:

With copper(l) iodide; 4,7-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-1,10-phenanthroline; oxygen; sodium hydroxide; In water; at 80 ℃; for 6h; under 2250.23 Torr; Schlenk technique; Green chemistry;

DOI:10.1039/c8gc03815e

Reference yield: 93.0%

(2-thienyl)propiolic acid (4843-44-1) → 1,4-bis(2-thienyl)butadiyne (16900-51-9)

Guidance literature:

With copper(l) iodide; iodine; potassium carbonate; In dimethyl sulfoxide; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2014.02.022

upstream raw materials:

2-ethynyl-thiophene

2,5-diethynyl-3,4-bis(3-hydroxy-3-methyl-1-butynyl)thiophene

2-bromothiophene

2,7-dimethyl-octa-3,5-diyne-2,7-diol

Downstream raw materials:

2,5-di(thiophen-2-yl)selenophene

2,5-bis(thiophen-2-yl)furan

2,2':5',2''-terthiophene

2,5-bis(2-thienyl)-3-(triisopropylsilyl)thiophene

Refernces

• 1、 Vaitiekunas,Nord. "-". . p. 2733,2735. Retrieved 1954.
• 2、 Sarkar, Abhijit,Okada, Shuji,Nakanishi, Hachiro,Matsuda, Hiro. "A convenient synthesis of aromatic-ring-substituted diacetylenes". . p. 138 - 141. Retrieved 1999.
• 3、 Hilt, Gerhard,Hengst, Christoph,Arndt, Marion. "The Unprecedented cobalt-catalysed oxidative glaser coupling under reductive conditions". . p. 395 - 398. Retrieved 2009.
• 4、 Niu, Xinjiang,Li, Chunju,Li, Jian,Jia, Xueshun. "Importance of bases on the copper-catalyzed oxidative homocoupling of terminal alkynes to 1,4-disubstituted 1,3-diynes". . p. 5559 - 5561,3. Retrieved 2012.
• 5、 De Salles, Helena Domingues,Coelho, Felipe Lange,Paix?o, Douglas Bernardo,Barboza, Cristina Aparecida,Da Silveira Rampon, Daniel,Rodembusch, Fabiano Severo,Schneider, Paulo Henrique. "Evidence of a Photoinduced Electron-Transfer Mechanism in the Fluorescence Self-quenching of 2,5-Substituted Selenophenes Prepared through in Situ Reduction of Elemental Selenium in Superbasic Media". . p. 10140 - 10153. Retrieved 2021/07/31.
• 6、 Liu, Zhenrong,Li, Zheng. "Synthesis of 1,3-Diynes Using Calcium Carbide as an Alkyne Source". . p. 302 - 308. Retrieved 2020/12/11.