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

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
Molecular Weight:
458.21
MDL Number:
MFCD16619295
MOL File:
288071-87-4.mol
MSDS File:
SDS
Last updated:2024-04-24 17:21:45

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

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
form solid
pka -1.63±0.50(Predicted)
color Orange to Brown to Dark purple

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H318
Precautionary statements  P280-P301+P310+P330-P305+P351+P338+P310
Hazard Codes  T
Risk Statements  25-41
Safety Statements  26-39-45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
HS Code  29349990

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 732435 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole ≥99.0% (HPLC) 288071-87-4 1g $182.4 2024-03-01 Buy
TCI Chemical B3886 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole >95.0%(HPLC)(N) 288071-87-4 1g $252 2024-03-01 Buy
TCI Chemical B3886 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole >95.0%(HPLC)(N) 288071-87-4 100mg $60 2024-03-01 Buy
TRC B415985 4,7-Bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole 288071-87-4 1mg $45 2021-12-16 Buy
Biosynth Carbosynth FB62315 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole 288071-87-4 25mg $50 2021-12-16 Buy
Product number Packaging Price Buy
732435 1g $182.4 Buy
B3886 1g $252 Buy
B3886 100mg $60 Buy
B415985 1mg $45 Buy
FB62315 25mg $50 Buy

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

2.png
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

165190-76-1
288071-87-4
Synthesis of 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole from 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

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

Raw materials

Preparation Products

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Suzhou Victorypharm Co.,Ltd.
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View Lastest Price from 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole pictures 2024-04-24 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
288071-87-4
US $8.00-2.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
4,7-Bis(5-broMothiophen-2-yl)benzo[c][1,2,5]thiadiazole pictures 2021-07-02 4,7-Bis(5-broMothiophen-2-yl)benzo[c][1,2,5]thiadiazole
288071-87-4
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole pictures 2020-01-10 4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole
288071-87-4
US $1.00 / g 1g 99% 200kg Career Henan Chemical Co

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

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 > BT-2ThBr Bromothiophene Benzothiadiazole 4,7-bis(5-bromothiophen-2-yl)benzo-2,1,3-thiadiazole 288071-87-4 C14H6Br2N2S3 BT monomers