5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole

Base Information

• Chemical Name: 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole
• CAS No.: 1293389-29-3
• Molecular Formula: C₆F₂I₂N₂S
• Molecular Weight: 423.951
• Mol file: 1293389-29-3.mol

Synonyms:5,6-difluoro-4,7-diiodo-benzo [c] [1,2,5] thiadiazole

Chemical Property of 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole

Chemical Property:

• Melting Point: 207 °C
• Boiling Point: 371.6±37.0 °C(Predicted)
• PKA: -4.68±0.50(Predicted)
• Density: 2.788±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

5,6-Difluoro-4,7-diiodo-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole

There total 1 articles about 5,6-difluoro-4,7-diiodobenzo[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:

2-amino-4,5-difluoroaniline (76179-40-3) → 5,6-difluoro-4,7-diiodo-benzo [c] [1,2,5] thiadiazole (1293389-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; triethylamine / chloroform / 5 h / Reflux

2: sulfuric acid; iodine / 24 h / 60 °C

With thionyl chloride; sulfuric acid; iodine; triethylamine; In chloroform;

DOI:10.1002/anie.201005451

Reference yield:

5,6-difluoro-4,7-diiodo-benzo [c] [1,2,5] thiadiazole (1293389-29-3) → 4,4'-(5',5'''-(5,6-difluorobenzo[c][1,2,5]thiadiazole-4,7-diyl)bis([2'',2'''-bithiophene]-5'',5'-diyl)) (1402411-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 48 h / Inert atmosphere; Reflux

2: N-Bromosuccinimide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / Inert atmosphere; Reflux

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1002/chem.201201321 DOI:10.1002/chem.201201321

Reference yield:

5,6-difluoro-4,7-diiodo-benzo [c] [1,2,5] thiadiazole (1293389-29-3) → C54H90F2N2S2

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / Inert atmosphere; Reflux

2: acetic acid; zinc / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; zinc; In tetrahydrofuran;

DOI:10.1039/c7tc02915b

upstream raw materials:

2-amino-4,5-difluoroaniline

Downstream raw materials:

4,7-bis(5-bromothiophen-2-yl)-5,6-difluorobenzo[c]-[1,2,5]thiadiazole

4,4'-(5',5'''-(5,6-difluorobenzo[c][1,2,5]thiadiazole-4,7-diyl)bis([2'',2'''-bithiophene]-5'',5'-diyl))

4,7-di(4-hexyl-5-bromothiophen-2-yl)-5,6-difluorine-2,1,3-benzothiadiazole

4,7-bis(5-bromo-4-octylthiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]thiadiazole