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

Base Information

• Chemical Name: 5-Fluoro-4,7-bis(5-(trimethylstannyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole
• CAS No.: 1611002-56-2
• Molecular Formula: C20H23FN2S3Sn2
• Molecular Weight: 644.02
• Mol file: 1611002-56-2.mol

Synonyms:5-Fluoro-4,7-bis(5-(trimethylstannyl)thiophen-2-yl)benzo[d][2,1,3]thiadiazole;

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

Chemical Property:

• Boiling Point: 578.2±60.0 °C(Predicted)
• PKA: -1.98±0.50(Predicted)
• PSA: 110.50000
• LogP: 6.37780
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

5-Fluoro-4,7-bis(5-(trimethylstannyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 5-Fluoro-4,7-bis(5-(trimethylstannyl)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: 53.0%

5-fluoro-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole (1352921-55-1) + trimethyltin(IV)chloride (1066-45-1) → 5-fluoro-4,7-bis(5-trimethylstannyl-thien-2-yl)benzo-2,1,3-thiadiazole (1611002-56-2)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran;

DOI:10.1039/c5tc00725a

Reference yield:

4,7-dibromo-5-fluoro-benzo[c][1,2,5]thiadiazole (1347736-74-6) → 5-fluoro-4,7-bis(5-trimethylstannyl-thien-2-yl)benzo-2,1,3-thiadiazole (1611002-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.33 h / 160 °C / Microwave irradiation

2: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c5tc00725a

upstream raw materials:

4,7-dibromo-5-fluoro-benzo[c][1,2,5]thiadiazole

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

trimethyltin(IV)chloride

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