3'-BroMo-2,2':5',2''-terthiophene

Base Information

• Chemical Name: 3'-BroMo-2,2':5',2''-terthiophene
• CAS No.: 105125-00-6
• Molecular Formula: C12H7 Br S3
• Molecular Weight: 327.29
• Mol file: 105125-00-6.mol

Synonyms:3'-Bromo-2,2':5',2''-terthiophene

Chemical Property of 3'-BroMo-2,2':5',2''-terthiophene

Chemical Property:

• Melting Point: 38.0 to 42.0 °C
• Boiling Point: 376.9°Cat760mmHg
• Flash Point: 181.7°C
• PSA: 84.72000
• Density: 1.599g/cm³
• LogP: 5.96760

Purity/Quality:

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

3''-Bromo-2,2'':5'',2''''-terthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3'-BroMo-2,2':5',2''-terthiophene

There total 8 articles about 3'-BroMo-2,2':5',2''-terthiophene 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: 88.7%

2,3,5-tribromothiophene (3141-24-0) + thiophen-2-yl magnesium bromide (5713-61-1) → 3′-bromo-2,2′:5′,2″-terthiophene (105125-00-6)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In diethyl ether; for 14h;

Reference yield: 69.0%

2,3,5-tribromothiophene (3141-24-0) + tributyl(thien-2-yl)stannane (54663-78-4) → 3′-bromo-2,2′:5′,2″-terthiophene (105125-00-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 40h; Inert atmosphere;

DOI:10.1002/bkcs.10206

Reference yield: 63.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,3,5-tribromothiophene (3141-24-0) → 4,5-dibromo-2,2'-bithiophene (1006384-44-6) + 2,2'-Bithiophene (492-97-7) + 3′-bromo-2,2′:5′,2″-terthiophene (105125-00-6)

Guidance literature:

thiophene; With n-butyllithium; In diethyl ether; hexane; at 0 ℃; for 1h;

With zinc(II) chloride; In diethyl ether; hexane; at 0 ℃; for 1h;

2,3,5-tribromothiophene; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In diethyl ether; hexane; at 20 ℃; regioselective reaction;

DOI:10.1002/ejoc.200701148

upstream raw materials:

2,3,5-tribromothiophene

thiophen-2-yl magnesium bromide

thiophene

thiophene boronic acid

Downstream raw materials:

C₂₃H₁₆NS₃⁽¹⁺⁾*Cl^(1-)

C₂₃H₁₄N₃O₄S₃⁽¹⁺⁾*Cl^(1-)

3’-phosphino-2,2’:5’,2’’-terthiophene

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

Refernces

• 1、 Quagliotto, Pierluigi,Prosperini, Simona,Viscardi, Guido. "Improved synthesis of a terthiophene-based monomeric ligand that forms a highly active polymer for the carbon dioxide reduction". . p. 472 - 478. Retrieved 2017/08/29.
• 2、 Sun, Cunfa,Prosperini, Simona,Quagliotto, Pierluigi,Viscardi, Guido,Yoon, Sam S.,Gobetto, Roberto,Nervi, Carlo. "Electrocatalytic reduction of CO2 by thiophene-substituted rhenium(i) complexes and by their polymerized films". supporting information. p. 14678 - 14688. Retrieved 2016/10/03.