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5-bromo-1H-indazole

CAS No.
53857-57-1
Chemical Name:
5-bromo-1H-indazole
Synonyms
5-BROMO-1H-INDAZOLE;5-BROMOINDAZOLE;4-BROMOIMIDAZOLE;SW-4;SWF-4;5-Bromoindazole-2;5-Bromoindazole >1H-Indazole, 5-bromo-;5-Bromo-1H-indazole 97%;5-Bromo-1H-indazole ,98%
CBNumber:
CB2262387
Molecular Formula:
C7H5BrN2
Molecular Weight:
197.03
MDL Number:
MFCD00839493
MOL File:
53857-57-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 00:03:16

5-bromo-1H-indazole Properties

Melting point 131-135 °C(lit.)
Boiling point 333.8±15.0 °C(Predicted)
Density 1.770±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
pka 12.74±0.40(Predicted)
color White to Light yellow to Light orange
InChI InChI=1S/C7H5BrN2/c8-6-1-2-7-5(3-6)4-9-10-7/h1-4H,(H,9,10)
InChIKey STVHMYNPQCLUNJ-UHFFFAOYSA-N
SMILES N1C2=C(C=C(Br)C=C2)C=N1
CAS DataBase Reference 53857-57-1(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P280-P301+P312+P330-P305+P351+P338+P310
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  T,Xn
Risk Statements  25-36/37/38-22-41
Safety Statements  26-36-36/37/39-22-39
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  NI3517450
Hazard Note  Harmful
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Dam. 1
NFPA 704
1
2 0

5-bromo-1H-indazole price More Price(79)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 702293 5-Bromo-1H-indazole 97% 53857-57-1 1g $63.8 2026-04-30 Buy
TCI Chemical B3785 5-Bromoindazole >97.0%(GC) 53857-57-1 1g $49 2026-04-30 Buy
TCI Chemical B3785 5-Bromoindazole >97.0%(GC) 53857-57-1 5g $192 2026-04-30 Buy
Usbiological 265687 5-Bromo-1H-indazole Asreported 53857-57-1 1g $349 2026-06-03 Buy
Usbiological 265687 5-Bromo-1H-indazole Asreported 53857-57-1 2g $506 2026-06-03 Buy
Product number Packaging Price Buy
702293 1g $63.8 Buy
B3785 1g $49 Buy
B3785 5g $192 Buy
265687 1g $349 Buy
265687 2g $506 Buy

5-bromo-1H-indazole Chemical Properties, Uses, Production

Chemical Properties

White to light brown solid

Uses

5-bromo-1H-indazole (5-BIA) is an indazole compound that can be used as a raw material in organic synthesis for the preparation of compounds such as 5-Iodo-1H-indazole and 3,5-Dibromo-1H-indazole. 5-BIA and its derivatives (7-BIA) can also be used as a highly effective corrosion inhibitor for copper and the protective ability of 5-BIA is more prominent than that of 7-BIA. 5-BIA and its derivatives (7-BIA) can also be used as highly efficient corrosion inhibitors for copper, and 5-BIA has a more prominent protective ability than 7-BIA. 1.5 mM 5-BIA and 1.5 mM 7-BIA have corrosion inhibition efficiencies (ηE) as high as 97.1 % and 94.0 %, respectively[1].

Synthesis

In a dry 500 mL reaction flask, NaNO2 ( 3.89 g , 56.3 mmol) and water ( 10 m L ) were sequentially added to an acetic acid solution ( 300 mL ) of 4-bromo-o-toluidine ( 10.5 g , 56.3 mmol). The resulting reaction mixture was stirred at room temperature for 5 h. The progress of the reaction was monitored by TLC dot plate, and when the reaction was finished, the reaction mixture was concentrated directly under vacuum, and then the residue was diluted with ethyl acetate, and the ethyl acetate layer was washed sequentially with saturated aqueous NaHCO3 solution and brine. The organic layer was separated and dried over anhydrous Na2SO4, the desiccant was removed by filtration and the resulting filtrate was concentrated under vacuum. The residue was purified by silica gel column chromatography (0-50% ethyl acetate in n-hexane) to obtain 5-bromoindazole, note that if the product obtained by isolation is liquid, it can be solidified by adding n-hexane to it, shaking it and spinning it dry.


References

[1] JIE ZENG . Adsorption films based on indazole derivatives for application to protect Cu in sulfuric acid: Experimental and theoretical approaches[J]. Journal of the Taiwan Institute of Chemical Engineers, 2023. DOI:10.1016/j.jtice.2023.105134.

Global Suppliers ( 406)
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Changzhou Ucheml Medicine Co., Ltd. 0519-86058959 13775231161 sales@uchemi.cn China 301 50
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View Latest Price from 5-bromo-1H-indazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromoindazole pictures 2026-03-20 5-Bromoindazole
53857-57-1
$10.00 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
5-Bromoindazole pictures 2026-02-02 5-Bromoindazole
53857-57-1
$99.00-800.00 1g 99% 2000tons Shaanxi Dideu Medichem Co. Ltd
5-Bromoindazole pictures 2025-04-04 5-Bromoindazole
53857-57-1
1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.

5-bromo-1H-indazole Spectrum

5-Bromo-1H-indazole 97% 1H-Indazole, 5-bromo- 5-Bromo-1H-indazole ,98% 5-BroMo-1H-indazole, 97+% 4-BROMOIMIDAZOLE 5-Bromoindazole-2 5-BROMO-1H-INDAZOLE 5-Bromoindazole > SWF-4 SW-4 5-Bromo-1H-indazole(53857-57-1) Ethanol,7-(propylamino)- Butanedioicacid,2-ethyl-6-methyl- 5-Bromo-1H-indazole 5-Bromo-1H-indazole, 96% 5-BROMOINDAZOLE 53857-57-1 53875-57-1 5385-75-7 53857-57-9 Building Blocks Halogenated Heterocycles Heterocyclic Building Blocks Imidazoles Building Blocks Indazole Halogenated Heterocycles Heterocyclic Building Blocks Indazoles pharmacetical Halides Fused Ring Systems