ChemicalBook > CAS DataBase List > 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

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

Product Name
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
CAS No.
288071-87-4
Chemical Name
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
Synonyms
BT-2ThBr;Bromothiophene Benzothiadiazole;2,1,3-Benzothiadiazole, 4,7-bis(5-broMo-2-thie;4,7-Bis(5-broMo-2-thienyl)-2,1,3-benzothiadiazole;4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole;2,1,3-Benzothiadiazole,4,7-bis(5-broMo-2-thienyl)-;4,7-di-2′-(5′-broMo)-thienyl-2,1,3-benzothiadiazole;4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole;4,7-bis(5-bromothiophen-2-yl)benzo-2,1,3-thiadiazole;4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole >
CBNumber
CB72485079
Molecular Formula
C14H6Br2N2S3
Formula Weight
458.21
MOL File
288071-87-4.mol
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4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole Property

Melting point:
245.0 to 249.0 °C
Boiling point:
527.3±45.0 °C(Predicted)
Density 
1.898
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
-1.63±0.50(Predicted)
form 
solid
color 
Orange to Brown to Dark purple
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Safety

Hazard Codes 
T
Risk Statements 
25-41
Safety Statements 
26-39-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H318Causes serious eye damage

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
732435
Product name
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
Purity
≥99.0% (HPLC)
Packaging
1g
Price
$182.4
Updated
2024/03/01
TCI Chemical
Product number
B3886
Product name
4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole
Purity
>95.0%(HPLC)(N)
Packaging
1g
Price
$252
Updated
2024/03/01
TCI Chemical
Product number
B3886
Product name
4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole
Purity
>95.0%(HPLC)(N)
Packaging
100mg
Price
$60
Updated
2024/03/01
TRC
Product number
B415985
Product name
4,7-Bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole
Packaging
1mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB62315
Product name
4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole
Packaging
25mg
Price
$50
Updated
2021/12/16
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4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole Chemical Properties,Usage,Production

Description

4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole is often used as an electron acceptor to synthesize donor–acceptor conjugated polymers. For example, it can be used as a high-purity monomer with 4-(4-((2-ethylhexyl)oxy)phenyl)-4H-dithieno[3,2-b:2′,3′-d]pyrrole (EPDP) through direct (hetero)arylation polymerization and using Pd(OAc)2 as a catalyst system to prepare donor-acceptor (D–A) conjugated polymers. This polymer can be used in the preparation of organic solar cells based on bulk-heterojunction (BHJ) structures[1].

Uses

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and pharmaceutical and chemical production processes.

Synthesis


M4 (0.07 g, 0.233 mmol) was dissolved in 3.3 mLdry CHCl3 followed by addition of NBS (0.87 g, 0.489 mmol) at 0 °C.The reaction was conducted in dark by covering the flask withaluminium foil. The product was extracted with CHCl3 and thesolvent was evaporated to obtain crude product which was purifiedby silica gel column chromatography using 5% ethyl acetate/hexaneas eluent to obtain M5 as bright orange solid (0.101 g, 95%). Meltingpoint = 258 °C.

References

[1] Mai H, et al. Synthesis and characterization of donor–acceptor semiconducting polymers containing 4-(4-((2-ethylhexyl)oxy)phenyl)-4H-dithieno[3,2-b:2′,3′-d]pyrrole for organic solar cells. New Journal of Chemistry, 2020; 44: 16900-16912

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole Preparation Products And Raw materials

Raw materials

Preparation Products

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

Americas 1 Belgium 1 Canada 1 China 120 Europe 1 Germany 2 India 1 Japan 4 Poland 1 Spain 1 Switzerland 1 United Kingdom 5 United States 17 Global 156
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View Lastest Price from 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole manufacturers

Henan Fengda Chemical Co., Ltd
Product
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole 288071-87-4
Price
US $8.00-2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-24
Zhuozhou Wenxi import and Export Co., Ltd
Product
4,7-Bis(5-broMothiophen-2-yl)benzo[c][1,2,5]thiadiazole 288071-87-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole 288071-87-4
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
200kg
Release date
2020-01-09

288071-87-4, 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazoleRelated Search:

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzoselenadiazole 4,7-bis(5-broMothiophen-2-yl) -5,6-bis(octyloxy)benzo[c] [1,2,5]thiadiazole 2,5-Dibromo-3-hexylthiophene

  • 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
  • 4,7-Bis(5-broMo-2-thienyl)-2,1,3-benzothiadiazole
  • 4,7-di-2′-(5′-broMo)-thienyl-2,1,3-benzothiadiazole
  • 2,1,3-Benzothiadiazole, 4,7-bis(5-broMo-2-thienyl)- 4,7-Bis(2-broMo-5-thienyl)-2,1,3-benzothiadiazole
  • 2,1,3-Benzothiadiazole,4,7-bis(5-broMo-2-thienyl)-
  • 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole >=99.0% (HPLC)
  • 2,1,3-Benzothiadiazole, 4,7-bis(5-broMo-2-thie
  • 4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole
  • 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole &gt
  • BT-2ThBr
  • Bromothiophene Benzothiadiazole
  • 4,7-bis(5-bromothiophen-2-yl)benzo-2,1,3-thiadiazole
  • 288071-87-4
  • C14H6Br2N2S3
  • BT monomers