4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

Base Information

• Chemical Name: 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole
• CAS No.: 165190-76-1
• Molecular Formula: C14H8N2S3
• Molecular Weight: 300.429
• Hs Code.: 2934999090
• Mol file: 165190-76-1.mol

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

Chemical Property of 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

Chemical Property:

• Melting Point: 128-129℃ (hexane )
• Boiling Point: 482.1±35.0 °C(Predicted)
• PKA: -1.03±0.50(Predicted)
• PSA: 110.50000
• Density: 1.437±0.06 g/cm3(Predicted)
• LogP: 5.14830
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

There total 15 articles about 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole 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%

4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) + tributyl(thien-2-yl)stannane (54663-78-4) → 4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole (165190-76-1)

Guidance literature:

palladium diacetate; triphenylphosphine; In dimethyl sulfoxide; at 145 ℃; for 0.583333h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 99.0%

[2-(hydroxymethyl)phenyl]dimethyl(2-thienyl)silane (853955-72-3) + 4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) → 4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole (165190-76-1)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; copper(I) bromide dimethylsulfide complex; bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 50 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1246/cl.2013.45

Reference yield: 95.0%

thiophene boronic acid (6165-68-0) + 4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) → 4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole (165190-76-1)

Guidance literature:

With O₄P^(3-)*3K⁽¹⁺⁾*5H₂O; tris(1-adamantyl)phosphine; C₂₈H₂₆N₂O₈Pd₂S₂; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b03215

upstream raw materials:

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

tributyl(thien-2-yl)stannane

2-(trimethylstannyl)thiophene

thiophene boronic acid

Downstream raw materials:

4,7-bis(5-bromothiophen-2-yl)benzo-2,1,3-thiadiazole

4-(thiophen-2-yl)-7-(5-((4-vinylbenzyloxy)methyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole

2,3-diphenyl-5,8-di(thiophen-2-yl)quinoxaline

4-(5-bromo-thiophen-2-yl)-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

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