ChemicalBook > CAS DataBase List > 4-Bromo-1-chloro-2-nitrobenzene

4-Bromo-1-chloro-2-nitrobenzene

Product Name
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
Formula Weight
236.45
MOL File
16588-24-2.mol
More
Less

4-Bromo-1-chloro-2-nitrobenzene Property

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
More
Less

Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2904990090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

TCI Chemical
Product number
B4374
Product name
4-Bromo-1-chloro-2-nitrobenzene
Purity
>98.0%(GC)
Packaging
5g
Price
$40
Updated
2025/07/31
TCI Chemical
Product number
B4374
Product name
4-Bromo-1-chloro-2-nitrobenzene
Purity
>98.0%(GC)
Packaging
25g
Price
$117
Updated
2025/07/31
TRC
Product number
B684128
Product name
5-Bromo-2-chloronitrobenzene
Packaging
250mg
Price
$55
Updated
2021/12/16
Apolloscientific
Product number
OR6626
Product name
5-Bromo-2-chloronitrobenzene
Packaging
25g
Price
$61
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB142692
Product name
4-Bromo-1-chloro-2-nitrobenzene
Packaging
250g
Price
$300
Updated
2021/12/16
More
Less

4-Bromo-1-chloro-2-nitrobenzene Chemical Properties,Usage,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

More
Less

4-Bromo-1-chloro-2-nitrobenzene Suppliers

Americas 1 China 135 Europe 1 India 11 Japan 1 The Netherlands 1 United Kingdom 3 United States 18 Global 171
TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
More
Less

View Lastest Price from 4-Bromo-1-chloro-2-nitrobenzene manufacturers

Puyang Huicheng Electronic Materials Co., Ltd.
Product
5-Bromo-2-chloronitrobenzene 16588-24-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%+
Supply Ability
400KG
Release date
2022-11-04
Career Henan Chemical Co
Product
5-BROMO-2-CHLORONITROBENZENE 16588-24-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-07-11

16588-24-2, 4-Bromo-1-chloro-2-nitrobenzeneRelated Search:

3-Bromo-2-Chloronitrobenzene 3-BROMO-4-CHLORONITROBENZENE,3-Bromo-4-chloronitrobenzene 95+%,3-BROMO-4-CHLORONITROBENZENE 97+% 2-Bromo-6-chloronitrobenzene 4-Bromo-3-chloronitrobenzene 2-BROMO-5-CHLORONITROBENZENE 5-bromo-2-chloro-3-nitroaniline N-(5-bromo-2-chloro-3-nitrophenyl)acetamide 5-BROMO-2-CHLOROANILINE 5-BROMO-2-CHLORONITROBENZENE

  • 4-BROMO-1-CHLORO-2-NITROBENZENE
  • 5-BROMO-2-CHLORONITROBENZENE
  • Benzene, 4-broMo-1-chloro-2-nitro-
  • 2-chloro-5-bromonitrobenzene
  • 4-Bromo-1-chloro-2-nitrobenzene &gt
  • 1-Bromo-4-chloro-3-nitrobenzene
  • (dimethylamino)ethyl]-,[s-(r*,s*)]-(9ci)
  • 5-Bromo-1-chloro-2-nitrobenzene
  • 16588-24-2