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5-bromo-1H-indazole

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5-bromo-1H-indazole manufacturers

  • 5-Bromoindazole
  • 5-Bromoindazole pictures
  • $10.00
  • 2026-03-20
  • CAS:53857-57-1
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 10 mt
  • 5-Bromoindazole
  • 5-Bromoindazole pictures
  • $99.00
  • 2026-02-02
  • CAS:53857-57-1
  • Min. Order: 1g
  • Purity: 99%
  • Supply Ability: 2000tons
  • 5-Bromoindazole
  • 5-Bromoindazole pictures
  • 2025-04-04
  • CAS:53857-57-1
  • Min. Order: 1KG
  • Purity: 98%
  • Supply Ability: 1ton
5-bromo-1H-indazole Basic information
Product Name:5-bromo-1H-indazole
Synonyms: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 >
CAS:53857-57-1
MF:C7H5BrN2
MW:197.03
EINECS:
Product Categories:Building Blocks;Indazole;Halogenated Heterocycles;Heterocyclic Building Blocks;Indazoles;pharmacetical;Halides;Fused Ring Systems
Mol File:53857-57-1.mol
5-bromo-1H-indazole Structure
5-bromo-1H-indazole Chemical 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
pka12.74±0.40(Predicted)
color White to Light yellow to Light orange
InChIInChI=1S/C7H5BrN2/c8-6-1-2-7-5(3-6)4-9-10-7/h1-4H,(H,9,10)
InChIKeySTVHMYNPQCLUNJ-UHFFFAOYSA-N
SMILESN1C2=C(C=C(Br)C=C2)C=N1
CAS DataBase Reference53857-57-1(CAS DataBase Reference)
Safety Information
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 Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
5-bromo-1H-indazole Usage And Synthesis
Chemical PropertiesWhite to light brown solid
Uses5-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.
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