Benzo[1,2-b:6,5-b']dithiophene-4,5-dione

Base Information

• Chemical Name: Benzo[1,2-b:6,5-b']dithiophene-4,5-dione
• CAS No.: 24243-32-1
• Molecular Formula: C10H4O2S2
• Molecular Weight: 220.273
• Mol file: 24243-32-1.mol

Synonyms:Benzo[1,2-b:6,5-b']dithiophene-4,5-dione

Chemical Property of Benzo[1,2-b:6,5-b']dithiophene-4,5-dione

Chemical Property:

• Boiling Point: 422.8±20.0 °C(Predicted)
• PSA: 90.62000
• Density: 1.595±0.06 g/cm3(Predicted)
• LogP: 2.85560

Purity/Quality:

99% ^*data from raw suppliers

Benzo[2,1-b:3,4-b'']dithiophene-4,5-dione 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzo[1,2-b:6,5-b']dithiophene-4,5-dione

There total 3 articles about Benzo[1,2-b:6,5-b']dithiophene-4,5-dione 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: 97.8%

3,3'-Thenil (7333-08-6) → benzo<2,1-b;3,4-b'>dithiophen-4,5-dione (24243-32-1)

Guidance literature:

With iron(III) chloride; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol302704v

Reference yield: 95.0%

2,7-bis-trimethylsilyl-benzo [1,2-b:6,5-b’] dithiophene-4,5-dione (1187970-52-0) → benzo<2,1-b;3,4-b'>dithiophen-4,5-dione (24243-32-1)

Guidance literature:

With sulfuric acid; Inert atmosphere;

DOI:10.1021/ol302704v

Reference yield: 94.0%

2,2'-bithiophene-3,3'-biscarboxaldehyde (19690-70-1) → benzo<2,1-b;3,4-b'>dithiophen-4,5-dione (24243-32-1)

Guidance literature:

2,2'-bithiophene-3,3'-biscarboxaldehyde; With 3,4-dimethyl-5-(2-hydroxyethyl)thiazolium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 2h; Inert atmosphere;

In N,N-dimethyl-formamide; Air;

DOI:10.1002/chem.200901513

upstream raw materials:

2,2'-bithiophene-3,3'-biscarboxaldehyde

3,3'-Thenil

2,7-bis-trimethylsilyl-benzo [1,2-b:6,5-b’] dithiophene-4,5-dione

Downstream raw materials:

5,8-dibromo-2-(p-octyloxyphenyl)-1-pentyldithieno[3',2':3,4:2'',3'':5,6]benzimidazole

2H-dithieno[3',2':3,4;2'',3'':5,6]benzo[1,2-d][1,2,3]triazole

dithieno[3',2':3,4;2'',3'':5,6]benzo[1,2-c][1,2,5]thiadiazole

5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole

Refernces

• 1、 Ding, Dakang,Wang, Jiuxing,Chen, Weiye,Qiu, Meng,Ren, Junzhen,Zheng, Huilin,Liu, Deyu,Sun, Mingliang,Yang, Renqiang. "Novel wide band gap polymers based on dithienobenzoxadiazole for polymer solar cells with high open circuit voltages over 1 v". . p. 51419 - 51425. Retrieved 2016.
• 2、 Ma, Shanshan,Feng, Hexiang,Liu, Xiang,Hu, Zhicheng,Yang, Xiye,Liang, Yuanying,Zhang, Jie,Huang, Fei,Cao, Yong. "Dodecacyclic-Fused Electron Acceptors with Multiple Electron-Deficient Units for Efficient Organic Solar Cells". . p. 3544 - 3552. Retrieved 2021/05/13.
• 3、 Harris, Jared D.,Stihl, Markus,Schmidt, Hans-Werner,Carter, Kenneth R.. "Dithienobenzimidazole-containing conjugated donor–acceptor polymers: Synthesis and characterization". . p. 60 - 69. Retrieved 2019/01/03.