4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
• CAS No.: 288071-87-4
• Molecular Formula: C14H6Br2N2S3
• Molecular Weight: 458.221
• Hs Code.: 29349990
• Mol file: 288071-87-4.mol

Synonyms:K0094; 4,7-Bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole

Chemical Property of 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

Chemical Property:

• Melting Point: 245.0 to 249.0 °C
• Boiling Point: 527.304 °C at 760 mmHg
• PKA: -1.63±0.50(Predicted)
• Flash Point: 272.704 °C
• PSA: 110.50000
• Density: 1.898 g/cm³
• LogP: 6.67330
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

4,7-Bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: 4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole is a red?monomer used for the synthesis of polymer semiconductors i.e.?PCDTBT in the application of photovoltaic solar cell devices.
• Uses: 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and pharmaceutical and chemical production processes.

Technology Process of 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

There total 6 articles about 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole 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: 95.0%

4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole (165190-76-1) → 4,7-bis(5-bromothiophen-2-yl)benzo-2,1,3-thiadiazole (288071-87-4)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 0 ℃; Darkness;

DOI:10.1016/j.orgel.2016.10.039

Reference yield: 86.1%

4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole (165190-76-1) → 4-(5-bromo-thiophen-2-yl)-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole (1093862-55-5) + 4,7-bis(5-bromothiophen-2-yl)benzo-2,1,3-thiadiazole (288071-87-4)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

DOI:10.1016/j.jphotochem.2012.01.011

Reference yield: 42.0%

2-bromothiophene (1003-09-4) + 4-(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole (1502834-32-3) → 4,7-bis(5-bromothiophen-2-yl)benzo-2,1,3-thiadiazole (288071-87-4)

Guidance literature:

With piperidine; [Ru(MesCO₂)₂(p-cymene)]; silver(l) oxide; In dimethyl sulfoxide; at 110 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1039/c8cc02706d

upstream raw materials:

4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole

4,7-dibromobenzo[c][1,2,5]thiadiazole

benzo[1,2,5]thiadiazole

1,2-diamino-benzene

Downstream raw materials:

4,7-di(5-phenylethynyl-2-thienyl)-benzo[2,1,3]thiadiazole

4,7-bis{5-[4-(1,2,2-triphenylvinyl)phenyl]-2-thienyl}-2,1,3-benzothiadiazole

C₇₈H₁₀₀N₂O₁₂S₅

C₅₄H₄₂N₄O₄S₃

Refernces

• 1、 Zhao, Xiaoyong,Piliego, Claudia,Kim, Bongsoo,Poulsen, Daniel A.,Ma, Biwu,Unruh, David A.,Frechet, Jean M. J.. "Solution-processable crystalline platinum-acetylide oligomers with broadband absorption for photovoltaic cells". . p. 2325 - 2332. Retrieved 2010.
• 2、 Anandan, S.,Girisun, T. C. Sabari,Habeeba, AA Ummu,Saravanan, M.. "Nonlinear Optical Studies of Conjugated Organic Dyes for Optical Limiting Applications". . . Retrieved 2021/05/17.
• 3、 Gwon, Yougjin,Jo, Seonyoung,Lee, Hyun-Jun,Lee, Taek Seung,Park, Soo Young. "Synthesis of donor-acceptor-type conjugated polymer dots as organic photocatalysts for dye degradation and hydrogen evolution". . . Retrieved 2021/07/14.