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

Base Information

• Chemical Name: 4,7-Bis(2-3MeSn-5-thienyl)-2,1,3-benzothiadiazole
• CAS No.: 1025451-57-3
• Molecular Formula: C20H24N2S3Sn2
• Molecular Weight: 626.042
• Mol file: 1025451-57-3.mol

Synonyms:4,7-Bis(2-3MeSn-5-thienyl)-2,1,3-benzothiadiazole;4,7-Bis(2-trimethylstannylthien-5-yl)-2,1,3-benzothiadiazole;4,7-Bis(5-trimethylstannylthiophen-2-yl)benzo-2,1,3-thiadiazole;4,7-Di(2-trimethylstannylthiophen-5-yl)-2,1,3-benzothiadiazole;4,7-Bis(5-trimethylstannyl-2-thienyl)-2,1,3-benzothiadiazole

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

Chemical Property:

• Boiling Point: 583.8±60.0 °C(Predicted)
• PKA: -1.03±0.50(Predicted)
• PSA: 110.50000
• LogP: 6.23870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99%, ^*data from raw suppliers

4,7-Bis(5-trimethylstannyl-2-thienyl)-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,7-Bis(5-trimethylstannyl-2-thienyl)-2,1,3-benzothiadiazole is a component of copolymers for polymer solar cells.

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

There total 3 articles about 4,7-Bis(2-3MeSn-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: 100.0%

trimethyltin(IV)chloride (1066-45-1) + 4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole (165190-76-1) → 4,7-bis(5-(trimethylstannyl)thiophene-2-yl)benzo[c][1,2,5]thiadiazole (1025451-57-3)

Guidance literature:

4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole; With 2,2,6,6-tetramethylpiperidinyl-lithium;

trimethyltin(IV)chloride; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo502773g

Reference yield:

4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) → 4,7-bis(5-(trimethylstannyl)thiophene-2-yl)benzo[c][1,2,5]thiadiazole (1025451-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(PPh₃)Cl₂ / tetrahydrofuran / Reflux

2: 2,2,6,6-tetramethylpiperidinyl-lithium

With Pd(PPh₃)Cl₂; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran;

DOI:10.1021/cm3021929

Reference yield:

benzo[1,2,5]thiadiazole (273-13-2,22706-22-5) → 4,7-bis(5-(trimethylstannyl)thiophene-2-yl)benzo[c][1,2,5]thiadiazole (1025451-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran

3: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-tetramethylpiperidinyl-lithium; bromine; In tetrahydrofuran; 2: |Stille Cross Coupling;

DOI:10.1039/C7RA01049D

upstream raw materials:

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

trimethyltin(IV)chloride

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

benzo[1,2,5]thiadiazole

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