3,3'-Bithiophene

Base Information

• Chemical Name: 3,3'-Bithiophene
• CAS No.: 3172-56-3
• Molecular Formula: C8H6S2
• Molecular Weight: 166.268
• Hs Code.: 2934999090
• Mol file: 3172-56-3.mol

Synonyms:3,3'-Bithienyl;3,3'-Dithienyl;3-Thiophen-3-ylthiophene;

Chemical Property of 3,3'-Bithiophene

Chemical Property:

• Appearance/Colour: solid
• Melting Point: 132-135 °C
• Boiling Point: 197.6 °C at 760 mmHg
• Flash Point: 50.9 °C
• PSA: 56.48000
• Density: 1.243 g/cm³
• LogP: 3.47660
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: slightly sol. in Chloroform

Purity/Quality:

99% ^*data from raw suppliers

3,3''-Bithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,3'-Bithiophene

There total 55 articles about 3,3'-Bithiophene 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: 98.0%

3-Bromothiophene (872-31-1) + Thien-3-ylboronic acid (6165-69-1) → 3,3'-bithiophene (3172-56-3)

Guidance literature:

With bis(dicyclopentyl(2-methoxyphenyl)phosphine)dichloropalladium(II); In butan-1-ol; at 100 ℃; for 4h; Cooling;

Reference yield: 96.0%

3-Bromothiophene (872-31-1) → 3,3'-bithiophene (3172-56-3)

Guidance literature:

With (2-hydroxyethyl)ammonium formate; palladium dichloride; at 100 ℃; for 2h;

DOI:10.1002/ejoc.201100701

Reference yield: 96.0%

3-chlorothiophene (17249-80-8) + Thien-3-ylboronic acid (6165-69-1) → 3,3'-bithiophene (3172-56-3)

Guidance literature:

With potassium phosphate; dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In butan-1-ol; at 100 ℃; for 10h;

DOI:10.1021/ja068577p

upstream raw materials:

thiophene

thiophene

3-chlorothiophene

3-Bromothiophene

Downstream raw materials:

benzo[1,2-b:4,3-b’]dithiophene-4,5-quinone

cycloocta[1,2-b:4,3-b':5,6-b:8,7-b']tetrathiophene

2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene

cyclopenta<2,1-b:3,4-b'>dithiophen-7-one

Refernces

• 1、 Minato, Akio,Suzuki, Keizo. "AN EFFICIENT ROUTE TO HETEROARENE-SUBSTITUTED VINYL- AND ALLYL-SILANES VIA PALLADIUM-PHOSPHINE COMPLEX CATALYZED CROSS-COUPLING". . p. 83 - 86. Retrieved 1984.
• 2、 Ali, Wajid,Anjana, S. S.,Bhattacharya, Trisha,Chandrashekar, Hediyala B.,Goswami, Nupur,Guin, Srimanta,Maiti, Debabrata,Panda, Sanjib,Prakash, Gaurav,Saha, Argha,Sasmal, Sheuli,Sinha, Soumya Kumar. "Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites". supporting information. p. 1929 - 1940. Retrieved 2022/02/01.
• 3、 Minus, Matthew B.,Moor, Sarah R.,Pary, Fathima F.,Nirmani,Chwatko, Malgorzata,Okeke, Brandon,Singleton, Josh E.,Nelson, Toby L.,Lynd, Nathaniel A.,Anslyn, Eric V.. ""benchtop" Biaryl Coupling Using Pd/Cu Cocatalysis: Application to the Synthesis of Conjugated Polymers". supporting information. p. 2873 - 2877. Retrieved 2021/05/05.