5-BROMO-2 2'-BITHIOPHENE 96

Base Information

• Chemical Name: 5-BROMO-2 2'-BITHIOPHENE 96
• CAS No.: 3480-11-3
• Molecular Formula: C8H5BrS2
• Molecular Weight: 245.164
• Hs Code.: 2934999090
• Mol file: 3480-11-3.mol

Synonyms:5-Bromo-2,2'-bithienyl;5-Bromo-2,2'-bithiophene;5-Bromo-2,2'-dithiophene;5-Bromo-a-dithienyl;

Chemical Property of 5-BROMO-2 2'-BITHIOPHENE 96

Chemical Property:

• Melting Point: 29-32 °C(lit.)
• Boiling Point: 286 °C at 760 mmHg
• Flash Point: 126.7 °C
• PSA: 56.48000
• Density: 1.635 g/cm³
• LogP: 4.23910
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

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

5-Bromo-2,2-bithiophene96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromo-2,2′-bithiophene may be used in the synthesis of trimethyl-[2,2′;5′,2″;5″,2″]quaterthiophen-5-yl-silane (4TTMS) and 5-hexylsulfanyl-2,2′:5′,2′′-terthiophene.

Technology Process of 5-BROMO-2 2'-BITHIOPHENE 96

There total 7 articles about 5-BROMO-2 2'-BITHIOPHENE 96 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: 82.0%

2,2'-Bithiophene (492-97-7) → 5,5'-dibromo-2,2'-bisthiophene (4805-22-5) + 5-bromo(2,2'-bithiophene) (3480-11-3)

Guidance literature:

With 2-bromo-3,4-dichloropyridazin-3(2H)-one; zinc dibromide; In dichloromethane; at 20 ℃; for 0.0833333h; regioselective reaction;

DOI:10.1055/s-0028-1087536

Reference yield: 57.0%

2-bromothiophene (1003-09-4) + 2,5-dibromothiophen (3141-27-3) → 2,2':5',2''-terthiophene (1081-34-1) + 5-bromo(2,2'-bithiophene) (3480-11-3)

Guidance literature:

2-bromothiophene; With magnesium; iodine; In tetrahydrofuran; for 1h; Heating;

2,5-dibromothiophen; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 18h;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2160::AID-HLCA2160>3.0.CO;2-4

Reference yield: 53.0%

2,5-dibromothiophen (3141-27-3) + thiophen-2-yl magnesium bromide (5713-61-1) → 2,2':5',2''-terthiophene (1081-34-1) + 5-bromo(2,2'-bithiophene) (3480-11-3)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In diethyl ether; 1.) -30 deg C; 2.) -10 deg C; 3.) RT;

DOI:10.1016/S0040-4020(01)96555-X

upstream raw materials:

pyridine

2-bromothiophene

2,5-dibromothiophen

thiophen-2-yl magnesium bromide

Downstream raw materials:

2-hexyl-5-(5-(thiophen-2-yl)thiophen-2-yl)thiophene

8-([2,2'-bithiophen]-5-ylethynyl)-3,3-diphenyl-3H-naphtho[2,1-b]pyran

2,2'-Bithiophene

5-piperidino-2,2'-bithiophene

Refernces

• 1、 Kim, Bo Ram,Kim, Eun Jung,Sung, Gi Hyeon,Kim, Jeum-Jong,Shin, Dong-Soo,Lee, Sang-Gyeong,Yoon, Yong-Jin. "One-pot, regioselective consecutive multihalogenation of 2,2′-bithiophene". supporting information. p. 2788 - 2791. Retrieved 2013/06/27.
• 2、 Brand, Jonathan P.,Waser, Jerome. "Direct alkynylation of thiophenes: Cooperative activation of TIPS-EBX with gold and Bronsted acids". supporting information; experimental part. p. 7304 - 7307. Retrieved 2010/11/05.