4-Bromo-1-chloro-2-nitrobenzene
- CAS No.
- 16588-24-2
- Chemical Name:
- 4-Bromo-1-chloro-2-nitrobenzene
- Synonyms
- 4-BROMO-1-CHLORO-2-NITROBENZENE;5-BROMO-2-CHLORONITROBENZENE;2-chloro-5-bromonitrobenzene;5-Bromo-1-chloro-2-nitrobenzene;1-Bromo-4-chloro-3-nitrobenzene;Benzene, 4-broMo-1-chloro-2-nitro-;4-Bromo-1-chloro-2-nitrobenzene >(dimethylamino)ethyl]-,[s-(r*,s*)]-(9ci)
- CBNumber:
- CB0414522
- Molecular Formula:
- C6H3BrClNO2
- Molecular Weight:
- 236.45
- MDL Number:
- MFCD05863216
- MOL File:
- 16588-24-2.mol
- MSDS File:
- SDS
| Melting point | 0°C |
|---|---|
| Boiling point | 0°C |
| Density | 2.035 g/cm3(Temp: 16 °C) |
| Flash point | 0°C |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | soluble in Methanol |
| form | powder to crystal |
| color | White to Light yellow |
| λmax | 313nm(H2O)(lit.) |
| CAS DataBase Reference | 16588-24-2 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319 |
| Precautionary statements | P305+P351+P338 |
| Hazard Codes | Xi |
| HazardClass | IRRITANT |
| HS Code | 2904990090 |
4-Bromo-1-chloro-2-nitrobenzene price More Price(38)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | B4374 | 4-Bromo-1-chloro-2-nitrobenzene >98.0%(GC) | 16588-24-2 | 5g | $40 | 2025-07-31 | Buy |
| TCI Chemical | B4374 | 4-Bromo-1-chloro-2-nitrobenzene >98.0%(GC) | 16588-24-2 | 25g | $117 | 2025-07-31 | Buy |
| TRC | B684128 | 5-Bromo-2-chloronitrobenzene | 16588-24-2 | 250mg | $55 | 2021-12-16 | Buy |
| Apolloscientific | OR6626 | 5-Bromo-2-chloronitrobenzene | 16588-24-2 | 25g | $61 | 2021-12-16 | Buy |
| Biosynth Carbosynth | FB142692 | 4-Bromo-1-chloro-2-nitrobenzene | 16588-24-2 | 250g | $300 | 2021-12-16 | Buy |
4-Bromo-1-chloro-2-nitrobenzene Chemical Properties,Uses,Production
Uses
4-Bromo-1-chloro-2-nitrobenzene (5-Bromo-2-chloronitrobenzene) is a pharmaceutical intermediate compound used in the preparation of vismodegib, a molecular inhibitor of the Hedgehog signalling pathway approved for the treatment of metastatic and locally advanced basal cell carcinoma (BCC).
Synthesis
635-22-3
16588-24-2
General procedure for the synthesis of 5-bromo-2-chloronitrobenzene from 3-nitro-4-chloroaniline: 4-chloro-3-nitroaniline (17.2 g, 0.1 mol) was dissolved in 260 mL of 48% hydrobromic acid (HBr) at 0 °C. Subsequently, an aqueous solution of sodium nitrite (NaNO2, 13.8 g, 0.2 mol) was added slowly and dropwise. The reaction mixture was stirred continuously for 1 h at 0 °C. After that, cuprous bromide (CuBr, 24 g, 0.17 mol) was added in batches and stirring was continued for 1 hour at 0°C. Upon completion of the reaction, water was added and the mixture was gradually warmed to room temperature and extracted with ethyl acetate (EtOAc). The crude product was purified by silica gel column chromatography to give the final 5-bromo-2-chloronitrobenzene (13 g, 55% yield). The structure of the product was confirmed by 1H NMR (CDCl3, 400 MHz): δ 8.03-8.02 (m, 1H), 7.66-7.63 (m, 1H), 7.45-7.42 (m, 1H).
References
[1] Patent: WO2013/117522, 2013, A1. Location in patent: Page/Page column 40
[2] Patent: US2015/18367, 2015, A1. Location in patent: Paragraph 0177; 0178
[3] Journal of the American Chemical Society, 1962, vol. 84, p. 1026 - 1032
[4] Journal of Organic Chemistry USSR (English Translation), 1967, vol. 3, p. 1795 - 1799
[5] Zhurnal Organicheskoi Khimii, 1967, vol. 3, # 10, p. 1839 - 1843
4-Bromo-1-chloro-2-nitrobenzene Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29733 | 60 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
| Nanjing Dolon Biotechnology Co.,Ltd. | 18905173768 | 52513593@qq.com | CHINA | 2972 | 58 |
| Shanghai Worldyang Chemical Co.,Ltd. | +86-021-56795779 +8613651600618 | sales@worldyachem.com | China | 1382 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49732 | 58 |
| Fuxin Pharmaceutical | +86-021-021-50872116 +8613122107989 | contact@fuxinpharm.com | China | 10035 | 58 |
| Puyang Huicheng Electronic Materials Co., Ltd. | +86-0393-+86-0393-8910800 +8615839383373 | info@huichengchem.com | China | 530 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
View Lastest Price from 4-Bromo-1-chloro-2-nitrobenzene manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2022-11-05 | 5-Bromo-2-chloronitrobenzene
16588-24-2
|
US $0.00 / KG | 1KG | 99%+ | 400KG | Puyang Huicheng Electronic Materials Co., Ltd. | |
 |
2019-07-12 | 5-BROMO-2-CHLORONITROBENZENE
16588-24-2
|
US $1.00 / KG | 1KG | 99% | 100kg | Career Henan Chemical Co |
-
- 5-Bromo-2-chloronitrobenzene
16588-24-2
- US $0.00 / KG
- 99%+
- Puyang Huicheng Electronic Materials Co., Ltd.
-
- 5-BROMO-2-CHLORONITROBENZENE
16588-24-2
- US $1.00 / KG
- 99%
- Career Henan Chemical Co
