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ChemicalBook >> CAS DataBase List >>5-Bromobenzo[c][1,2,5]oxadiazole

5-Bromobenzo[c][1,2,5]oxadiazole

5-Bromobenzo[c][1,2,5]oxadiazole Structure
5-Bromobenzo[c][1,2,5]oxadiazole structure
CAS No.
51376-06-8
Chemical Name:
5-Bromobenzo[c][1,2,5]oxadiazole
Synonyms
5-BROMO-2,1,3-BENZOXADIAZOLE;BUTTPARK 85\04-54;5-Bromobenzofurazan;5-Bromobenzofurazan,97%;2,1,3-Benzoxadiazole,5-bromo-;5-BROMOBENZO[1,2,5]OXA-DIAZOLE;5-Bromobenzo[c][1,2,5]oxadiazole
CBNumber:
CB0189006
Molecular Formula:
C6H3BrN2O
Molecular Weight:
199
MDL Number:
MFCD02682026
MOL File:
51376-06-8.mol
MSDS File:
SDS
Last updated:2026-05-27 17:33:18
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5-Bromobenzo[c][1,2,5]oxadiazole Properties

Melting point 72 °C
Boiling point 255.8±32.0 °C(Predicted)
Density 1.826±0.06 g/cm3(Predicted)
storage temp. Room temperature.
pka -1.63±0.36(Predicted)
form Solid
Appearance Off-white to yellow Solid
InChI InChI=1S/C6H3BrN2O/c7-4-1-2-5-6(3-4)9-10-8-5/h1-3H
InChIKey ZWDFFESFCIACQC-UHFFFAOYSA-N
SMILES N1=C2C=CC(Br)=CC2=NO1
CAS DataBase Reference 51376-06-8
UNSPSC Code 12352200
NACRES NA.21

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280g-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  22
WGK Germany  WGK 3
Hazard Note  Irritant
HS Code  2934999090
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
NFPA 704
0
2 0

5-Bromobenzo[c][1,2,5]oxadiazole price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 263923 5-Bromo-benzo[1,2,5]oxadiazole Asreported 51376-06-8 250mg $286 2026-06-03 Buy
Usbiological 263923 5-Bromo-benzo[1,2,5]oxadiazole Asreported 51376-06-8 500mg $382 2026-06-03 Buy
Usbiological 263923 5-Bromo-benzo[1,2,5]oxadiazole Asreported 51376-06-8 1g $493 2026-06-03 Buy
Usbiological 263923 5-Bromo-benzo[1,2,5]oxadiazole Asreported 51376-06-8 2g $626 2026-06-03 Buy
Usbiological 263923 5-Bromo-benzo[1,2,5]oxadiazole Asreported 51376-06-8 5g $797 2026-06-03 Buy
Product number Packaging Price Buy
263923 250mg $286 Buy
263923 500mg $382 Buy
263923 1g $493 Buy
263923 2g $626 Buy
263923 5g $797 Buy

5-Bromobenzo[c][1,2,5]oxadiazole Chemical Properties, Uses, Production

Uses

5-Bromobenzo[c][1,2,5]oxadiazole, also known as 5-Bromo-2,1,3-benzoxadiazole, is a heterocyclic compound. It can be used as a pharmaceutical intermediate in drug synthesis. It is a derivative of benzo[c][1,2,5]oxadiazole which is a strong electron‐withdrawing unit compared to benzo[c][1,2,5]thiadiazole (BT). Hence BO is usually introduced as an acceptor to construct narrow band-gap donor-acceptor (D-A) materials[1]. BO is incorporated into the naphthalenediimide (NDI) based polymer backbone to improve the performance of polymer semiconductor.

Preparation

Triphenylphosphine (1.1 mmol) was dissolved in dry toluene (3 mL) and stirred at 110°C under argon atmosphere; then 6-bromobenzo[c][1,2,5]oxadiazole 1-oxide (1 mmol) in toluene (0.5 mL) was added dropwise over 1 hour and the resulting mixture was stirred for 3 hours. After completion, the solvent was evaporated in vacuo, and the crude was purified through flash column chromatography (cyclohexane - diethyl ether 98:2) to afford 5-Bromobenzo[c][1,2,5]oxadiazole which is a pale pink solid.
5-BROMO-2,1,3-BENZOXADIAZOLE

Synthesis

6-bromo-2,1,3-benzoxadiazole 1-oxide

41153-83-7

5-Bromobenzo[c][1,2,5]oxadiazole

51376-06-8

General procedure for the synthesis of 5-bromo-2,1,3-benzoxazole from 5-bromobenzo[2,1,3]oxadiazole 3-oxide: triphenylphosphine (1.1 mmol) was dissolved in anhydrous toluene (3 mL) and stirred at 110 °C under argon protection. Subsequently, a solution of 6-bromobenzo[c][1,2,5]oxadiazole 1-oxide (1 mmol) in toluene (0.5 mL) was slowly added dropwise over a period of 1 h. Stirring of the reaction mixture was continued for 3 h after completion of the dropwise addition. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the crude product was purified by fast column chromatography (eluent: cyclohexane-ether, 98:2) to afford the target compound 5-bromo-2,1,3-benzoxazole as a light pink solid. Yield: 60%. Thin layer chromatography (TLC) conditions (cyclohexane-ether, 98:2): rf = 0.5. melting point: 74 °C. 1H-NMR (300 MHz, DMSO-d6) δ: 8.49 (s, 1H, H4), 8.04 (d, J = 9.4 Hz, 1H, H7), 7.69 (dd, J = 9.4, 1.6 Hz, 1H, H6).

References

[1] Song X, et al. Fusing Benzo[c][1,2,5]oxadiazole Unit with Thiophene for Constructing Wide-bandgap High-performance IDT-based Polymer Solar Cell Donor Material. Macromolecular Rapid Communications, 2018; 39: 1700782.

5-Bromobenzo[c][1,2,5]oxadiazole synthesis

36387-84-5
51376-06-8
Synthesis of 5-Bromobenzo[c][1,2,5]oxadiazole from 5-broMobenzo[c][1,2,5]oxadiazole oxide

5-Bromobenzo[c][1,2,5]oxadiazole Preparation Products And Raw materials

Raw materials

6-bromo-2,1,3-benzoxadiazole 1-oxide 5-broMobenzo[c][1,2,5]oxadiazole oxide Toluene Triphenylphosphine

Preparation Products

Benzo[c][1,2,5]oxadiazole-5-boronic acid Ethanone, 1-(2,1,3-benzoxadiazol-5-yl)- (9CI) 2,1,3-Benzoxadiazol-5-amine

5-Bromobenzo[c][1,2,5]oxadiazole Suppliers

Global Suppliers ( 119)
Supplier Tel Email Country ProdList Advantage
Yangzhou Siyu Chemical Co.,Ltd. 0514-87325867 sales@siyuchem.com China 370 55
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16305 64
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Shanghai Ennopharm Co., Ltd. +86 (21) 6435-5022 China 4263 65
Nanjing Vital Chemical Co., Ltd. Please Send Email 18652950785 chemweiao@163.com China 4368 65
Thermo Fisher Scientific 800-810-5118 cnchemical@thermofisher.com China 17752 75
Shanghai Topbiochem Technology Co., Ltd +86-21-60341587 sales@topbiochem.com China 6166 58
9ding chemical ( Shanghai) Limited 4009209199 sales@9dingchem.com China 22497 55
Supplier Advantage
Yangzhou Siyu Chemical Co.,Ltd. 55
Alfa Aesar 84
Capot Chemical Co., Ltd 66
Nanjing Chemlin Chemical Co., Ltd 64
Shanghai Hanhong Scientific Co.,Ltd. 64
Shanghai Ennopharm Co., Ltd. 65
Nanjing Vital Chemical Co., Ltd. 65
Thermo Fisher Scientific 75
Shanghai Topbiochem Technology Co., Ltd 58
9ding chemical ( Shanghai) Limited 55

View Latest Price from 5-Bromobenzo[c][1,2,5]oxadiazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromobenzo[c][1,2,5]oxadiazole pictures 2026-08-25 5-Bromobenzo[c][1,2,5]oxadiazole
51376-06-8
 $30.00-250.00 5g 99% 50 Zibo Hangyu Biotechnology Development Co., Ltd

5-Bromobenzo[c][1,2,5]oxadiazole Spectrum

5-Bromobenzo[c][1,2,5]oxadiazole(51376-06-8)1HNMR

51376-06-8 (5-Bromobenzo[c][1,2,5]oxadiazole) Related Search:

Dibenzothiophene Thianaphthene 6-Chloro-2-benzoxazolethiol 5-Bromobenzo[c][1,2,5]oxadiazole 5-Bromo[1,2,5]thiadiazolo[3,4-e][2,1,3]benzoxadiazole 3-oxide
5,10-Dibromonaphtho[1,2-c:5,6-c']bis([1,2,5]oxadiazole)

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5-BROMOBENZO[1,2,5]OXA-DIAZOLE BUTTPARK 85\04-54 2,1,3-Benzoxadiazole,5-bromo- 5-Bromobenzofurazan,97% 5-Bromobenzo[c][1,2,5]oxadiazole 5-Bromobenzofurazan 5-BROMO-2,1,3-BENZOXADIAZOLE 51376-06-8 C6H3BrN2O Heterocyclic Building Blocks