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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

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole Structure
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole structure
CAS No.
288071-87-4
Chemical Name:
4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
Synonyms
4,7-Bis(5-broMo-2-thienyl)-2,1,3-benzothiadiazole;BT-2ThBr;Bromothiophene Benzothiadiazole;2,1,3-Benzothiadiazole, 4,7-bis(5-broMo-2-thie;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)benzo-2,1,3-thiadiazole;4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole;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:2026-05-28 03:05:33
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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
pka -1.63±0.50(Predicted)
form solid
color Orange to Brown to Dark purple
InChI InChI=1S/C14H6Br2N2S3/c15-11-5-3-9(19-11)7-1-2-8(10-4-6-12(16)20-10)14-13(7)17-21-18-14/h1-6H
InChIKey ZIIMIGRZSUYQGW-UHFFFAOYSA-N
SMILES N1=C2C(C3SC(Br)=CC=3)=CC=C(C3SC(Br)=CC=3)C2=NS1
UNSPSC Code 12352103
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
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
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Eye Dam. 1

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole price More Price(47)

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 $503 2026-04-30 Buy
TCI Chemical B3886 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole >95.0%(HPLC)(N) 288071-87-4 1g $245 2026-04-30 Buy
TCI Chemical B3886 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole >95.0%(HPLC)(N) 288071-87-4 100mg $58 2026-04-30 Buy
Matrix Scientific 310471 4,7-Bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole 288071-87-4 1.00g $110 2026-05-19 Buy
Matrix Scientific 310471 4,7-Bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole 288071-87-4 5.00g $391 2026-05-19 Buy
Product number Packaging Price Buy
732435 1g $503 Buy
B3886 1g $245 Buy
B3886 100mg $58 Buy
310471 1.00g $110 Buy
310471 5.00g $391 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

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

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

4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole Chloroform N-Bromosuccinimide

Preparation Products

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

Global Suppliers ( 167)
Supplier Tel Email Country ProdList Advantage
Suzhou Baynoe Biotechnology Co., Ltd. 18100675867 sales06@baynoe.com China 343 58
Zhengzhou Alfachem Co.,Ltd. 0371-53778726 18003825608 liuxiaoyan@alfachem.cn China 1971 58
Shanghai Yaocheng Pharmaceutical Technology Partnership (Limited Partnership) 400-6181121 18616381138 runran.li@townyuan.com China 4367 58
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
Ark Pharm, Inc. 847-367-3680 sales@arkpharminc.com United States 1669 56
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16305 64
Suzhou Ketone Bio-Pharma Co.,Ltd 0512-65922110 13375197137 153552582@qq.com China 42 62
Supplier Advantage
Suzhou Baynoe Biotechnology Co., Ltd. 58
Zhengzhou Alfachem Co.,Ltd. 58
Shanghai Yaocheng Pharmaceutical Technology Partnership (Limited Partnership) 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
TCI (Shanghai) Development Co., Ltd. 81
Ark Pharm, Inc. 56
Energy Chemical 61
Nanjing Chemlin Chemical Co., Ltd 64
Suzhou Ketone Bio-Pharma Co.,Ltd 62

View Latest 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 2026-09-02 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
288071-87-4
 $2.00-8.00 1kg 99% 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
 $10.00-15.00 1KG 99%+ HPLC 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
 $1.00 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(288071-87-4)1HNMR

288071-87-4 (4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole) Related 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(thiophen-2-yl)benzo[c][1,2,5]thiadiazole 5,5'-(2,1,3-Benzothiadiazole-4,7-diyl)di(2-thiophenecarbaldehyde)
4,7-Bis(5-broMo-4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole

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4,7-Bis(2-bromo-5-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 4,7-Bis(5-broMo-2-thienyl)-2,1,3-benzothiadiazole 288071-87-4 C14H6Br2N2S3 BT monomers