ChemicalBook > CAS DataBase List > Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

Product Name
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;thieno[2,3-f][1]benzothiole-4,8-dione;NAIL;Nmrk;2-b:4;Ly-90;SLAMF4;NSC 149690;4,5-b']dithiophene-4,8-dione;Thieno[2,3-f]benzothiophene-4,8-dione
CBNumber
CB62514684
Molecular Formula
C10H4O2S2
Formula Weight
220.27
MOL File
32281-36-0.mol
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Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Property

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
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
760137
Product name
Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione
Purity
97%
Packaging
1g
Price
$155
Updated
2025/07/31
TCI Chemical
Product number
B3793
Product name
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
Purity
>98.0%(GC)
Packaging
1g
Price
$126
Updated
2025/07/31
TCI Chemical
Product number
B3793
Product name
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
Purity
>98.0%(GC)
Packaging
5g
Price
$418
Updated
2025/07/31
TRC
Product number
B200103
Product name
Benzo[1,2-b:4,5-b'']dithiophene-4,8-dione
Packaging
100mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB42139
Product name
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
Packaging
500mg
Price
$80
Updated
2021/12/16
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Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Chemical Properties,Usage,Production

Description

Benzo[1,2-b:4,5-b’]dithiophene is a planar symmetrical molecular structure of the thiophene derivative, enabling a better π-π?stacking 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

BDTD can be used as an acceptor layer in the fabrication of polymer based solar cells.

Uses

suzuki reaction

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

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Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Suppliers

Americas 1 China 175 Europe 1 India 2 Japan 1 South Korea 2 United Kingdom 2 United States 11 Global 195
Henan Weituxi Chemical Technology Co., Ltd.
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0371-63284658 18135795563
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QQ:2885349392
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2885349392@qq.com
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China
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Derthon Optoelectronic Materials Sci. Tech. Co., Ltd.
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0755-26718755 13266723223
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0755-26718755
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sales@derthon.com
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China
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Hyper, Inc.
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18966379725
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0573-83389212
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1028592743@qq.com
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China
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Suzhou GR Pharmaceutical Co., Ltd.
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0512-62867016; 13771772901
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0512-62867017
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sale@gr-chem.com
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China
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006356688 18621169109
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86-21-61259102
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market03@meryer.com
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China
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40228
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
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021-67121385
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Sales-CN@TCIchemicals.com
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China
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China Langchem Inc.
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021-58956006,021-58950017 15800617331
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021-58956100
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sales@langchem.com
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China
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Shenzhen Feiming Science and Technology Co.,Ltd.
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0755-85232577
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+86-755-84594577
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sale@fmect.com
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China
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Shanghai Sunway Pharmaceutical Technology Co., Ltd
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18270980682
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021 51613951
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mlcheng@sunwaypharm.cn
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China
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View Lastest Price from Benzo[1,2-b:4,5-b']dithiophene-4,8-dione manufacturers

Zhengzhou Alfa Chemical Co.,Ltd
Product
Benzo[1,2-b:4,5-b’]dithiophene-4,8-dione 32281-36-0
Price
US $48.00/g
Min. Order
5g
Purity
97%
Supply Ability
100kg
Release date
2021-03-26
Henan Fengda Chemical Co., Ltd
Product
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione 32281-36-0
Price
US $32.00-1.10/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-22
Career Henan Chemical Co
Product
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione 32281-36-0
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-08

32281-36-0, Benzo[1,2-b:4,5-b']dithiophene-4,8-dioneRelated Search:

2,6-DibroMobenzo[1,2-b:4,5-b']dithiophene 2,6-Dibromobenzo[1,2-b:4,5-b']dithiophene-4,8-dione Dithieno[2,3-d:2',3'-d]benzo[1,2-b:4,5-b']dithiophene-5,10-dione 2,6-Dibromo-4,8-bis[(2-ethylhexyl)oxy]-benzo[1,2-b:4,5-b']dithiophene 2,6-Bis(trimethylstannyl)benzo[1,2-b:4,5-b']dithiophene 4,8-bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b']dithiophene-2,6-dicarbaldehyde 4,8-Bis((2-octyldodecyl)oxy)benzo[1,2-b:4,5-b']dithiophene 4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene BDTO26-Br METHYL BENZO[B]THIOPHENE-2-CARBOXYLATE 2-AMINO-1-BUTANOL Butyl stearate 1b Boron Benzo[1,2-b:6,5-b']dithiophene-4,5-dione 4,7-DIBROMO-2,1,3-BENZOTHIADIAZOLE

  • Benzo[1,2-b:4,5-b']dithiophene-4,8-dione
  • 4,8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione
  • 8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione
  • NSC 149690
  • benzo[1,2-b:4,5-b']bisthiophene-4,8-dione
  • 4,8‐Dihydrobenzo[1,2‐ b:4,5‐b']dithiophen‐ 4,8‐dion
  • Benzo[1,2-b:4,5-b']dithiophene-4,8-dione 97%
  • 2-b:4
  • Thieno[2,3-f]benzothiophene-4,8-dione
  • thieno[2,3-f][1]benzothiole-4,8-dione
  • 4,5-b']dithiophene-4,8-dione
  • BDTO
  • 4,10-DITHIATRICYCLO[7.3.0.0,DODECA-1(9),3(7),5,11-TETRAENE-2,8-DIONE
  • Benzo[1,2-b:4,5-b']dithiophene-4,8-dione &gt
  • Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione,98%
  • Benzo[1,2-b:4,5-b']dithiophene-4,8-dione ISO 9001：2015 REACH
  • 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
  • Benzo[1,2-<i>b</i>:4,5-<i>b</i>′]dithiophene-4,8-dione
  • Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione, CAS 32281-36-0
  • Ly-90
  • SLAMF4
  • NAIL
  • Nmrk
  • Benzo[1,2-b:4,5-b']dithiophene-4,8-dione 98%min
  • 32281-36-0