Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
- CAS No.
- 32281-36-0
- Chemical Name:
- Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
- Synonyms
- BDTO;NAIL;thieno[2,3-f][1]benzothiole-4,8-dione;Nmrk;Ly-90;SLAMF4;NSC 149690;4,5-b']dithiophene-4,8-dione;Thieno[2,3-f]benzothiophene-4,8-dione;Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
- CBNumber:
- CB62514684
- Molecular Formula:
- C10H4O2S2
- Molecular Weight:
- 220.27
- MDL Number:
- MFCD01927240
- MOL File:
- 32281-36-0.mol
- MSDS File:
- SDS
| Melting point | 260-262℃ |
|---|---|
| Boiling point | 408.0±35.0 °C(Predicted) |
| Density | 1.595 |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | powder to crystal |
| color | White to Amber to Dark green |
| InChI | InChI=1S/C10H4O2S2/c11-7-5-1-3-13-9(5)8(12)6-2-4-14-10(6)7/h1-4H |
| InChIKey | SIUXRPJYVQQBAF-UHFFFAOYSA-N |
| SMILES | C12C(=O)C3C=CSC=3C(=O)C=1C=CS2 |
| FDA UNII | G1C271HP09 |
| UNSPSC Code | 12352103 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P280-P302+P352-P362+P364 |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione price More Price(52)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 760137 | Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione 97% | 32281-36-0 | 1g | $165 | 2026-04-30 | Buy |
| TCI Chemical | B3793 | Benzo[1,2-b:4,5-b']dithiophene-4,8-dione >98.0%(GC) | 32281-36-0 | 1g | $126 | 2026-04-30 | Buy |
| TCI Chemical | B3793 | Benzo[1,2-b:4,5-b']dithiophene-4,8-dione >98.0%(GC) | 32281-36-0 | 5g | $418 | 2026-04-30 | Buy |
| Usbiological | 264408 | Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Asreported | 32281-36-0 | 1g | $460 | 2026-06-03 | Buy |
| Usbiological | 264408 | Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Asreported | 32281-36-0 | 2g | $672 | 2026-06-03 | Buy |
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Chemical Properties, Uses, Production
Description
Benzo[1,2-b:4,5-b’]dithiophene is a planar symmetrical molecular structure of the thiophene derivative, enabling a better π-πstacking and good electron delocalization that encourages charge transport. In recent years, it has been intensively studied for the application of OFETs and OPVs. The incorporation of a low-band-gap unit into the benzo[1,2-b:4,5-b’]dithiophene unit could potentially result in a red-shifted absorption due to its electron-rich properties. Benzo[1,2-b:4,5-b’]dithiophene can be chemically modified to fine-tune its chemical structure and electron properties (e.g. band gap), energy levels, and charge mobility of the small molecule/polymers of interest (at a molecular level).
Uses
suzuki reaction
Uses
BDTD can be used as an acceptor layer in the fabrication of polymer based solar cells.
General Description
Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione (BDTD) is a conductive polymer with a symmetric and planar conjugated structure which has a hole mobility of 0.25 cm2V-1s-1.
Synthesis
73540-75-7
32281-36-0
The general procedure for the synthesis of benzo[1,2-B:4,5-B']dithiophene-4,8-dione from N,N-diethyl-3-thiophenecarboxamide was as follows: 6.82 g (37.25 mmol, 1.0 eq.) of N,N-diethyl-3-thiophenecarboxamide was added to a 100 mL three-necked flask protected by nitrogen and three nitrogen substitutions were performed. Subsequently 30 mL of freshly distilled tetrahydrofuran was added. The reaction mixture was cooled in an ice-salt bath until the internal temperature was reduced to 0 °C, then 15.0 mL (37.25 mmol, 1.0 eq.) of 2.5 M n-butyllithium solution was slowly added dropwise for a controlled time of 20 min. After the dropwise addition, the reaction mixture was stirred at room temperature for 30 minutes. Subsequently, the reaction mixture was poured into 40 g of crushed ice and stirred overnight. On the following day, the product was collected by diafiltration and washed sequentially with water, methanol and petroleum ether. Finally, the resulting yellow powder was dried under vacuum to afford benzo[1,2-B:4,5-B']dithiophene-4,8-dione 3.50 g in 86.1% yield.
References
[1] Patent: CN106866700, 2017, A. Location in patent: Paragraph 0022; 0024; 0025; 0026; 0034; 0038; 0040; 0041-042
[2] Journal of Materials Chemistry A, 2014, vol. 2, # 33, p. 13580 - 13586
[3] Journal of Materials Chemistry A, 2016, vol. 4, # 47, p. 18409 - 18415
[4] Organic Electronics: physics, materials, applications, 2016, vol. 37, p. 312 - 325
[5] Chemistry - A European Journal, 2015, vol. 21, # 45, p. 16252 - 16265
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Weituxi Chemical Technology Co., Ltd. | 0371-63284658 18135795563 | 3905209149@qq.com | China | 9705 | 58 |
| Derthon Optoelectronic Materials Sci. Tech. Co., Ltd. | 0755-26718755 13266723223 | sales@derthon.com | China | 1022 | 56 |
| Hyper, Inc. | 18966379725 | 1028592743@qq.com | China | 82 | 58 |
| Suzhou GR Pharmaceutical Co., Ltd. | 0512-62867016; 13771772901 | sale@gr-chem.com | China | 265 | 55 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| China Langchem Inc. | 021-58956006,021-58950017 15800617331 | sales@langchem.com | China | 209 | 57 |
| Shenzhen Feiming Science and Technology Co.,Ltd. | 0755-85232577 | sale@fmect.com | China | 96 | 62 |
| Shanghai Sunway Pharmaceutical Technology Co., Ltd | 13761987713 | hxzheng@sunwaypharm.cn | China | 8663 | 57 |
View Latest Price from Benzo[1,2-b:4,5-b']dithiophene-4,8-dione manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
![]() |
2026-09-16 | Benzo[1,2-b:4,5-b’]dithiophene-4,8-dione
32281-36-0
|
$48.00 | 5g | 97% | 100kg | Zhengzhou Alfa Chemical Co.,Ltd | |
![]() |
2026-09-02 | Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
32281-36-0
|
$1.10-32.00 | 1kg | 99% | Henan Fengda Chemical Co., Ltd | ||
![]() |
2026-08-20 | Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
32281-36-0
|
$1.10 | 1g | 99.00% | 100 Tons | Dideu Industries Group Limited |
-
![Benzo[1,2-b:4,5-b’]dithiophene-4,8-dione pictures](https://img.chemicalbook.com/ProductImageEN/2020-10/Small/81154291-471f-4c41-8620-264a5a21a6cf.jpg)
- Benzo[1,2-b:4,5-b’]dithiophene-4,8-dione
32281-36-0
- $48.00
- 97%
- Zhengzhou Alfa Chemical Co.,Ltd
-
![Benzo[1,2-b:4,5-b']dithiophene-4,8-dione pictures](/ProductImageEN/2024-04/Small/9678c38c-dde8-40a2-b340-2ab5ca189250.gif)
- Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
32281-36-0
- $1.10-32.00
- 99%
- Henan Fengda Chemical Co., Ltd
-
![Benzo[1,2-b:4,5-b']dithiophene-4,8-dione pictures](/ProductImageEN/2022-04/Small/8a4f6a29-aada-4cb9-8ec3-ca74c366970c.jpg)
- Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
32281-36-0
- $1.10
- 99.00%
- Dideu Industries Group Limited
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