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

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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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:

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4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole >=99.0% (HPLC)

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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