5-bromo-1H-indazole CAS 53857-57-1

Introduction：Basic information about 5-bromo-1H-indazole CAS 53857-57-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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
• Product Categories: Building Blocks;Indazole;pharmacetical;Halogenated Heterocycles;Heterocyclic Building Blocks;Indazoles;Halides;Fused Ring Systems
• Mol File: 53857-57-1.mol

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
• 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)

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 Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral Eye Dam. 1

5-bromo-1H-indazole Usage And Synthesis

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.

5-bromo-1H-indazole Preparation Products And Raw materials

• Raw materials: Hydrochloric acid-->Dichloromethane-->Acetic acid-->Nitric acid-->Bromine-->Sodium nitrite-->Acetic anhydride-->Sodium sulfite-->Sodium acetate-->Calcium carbonate-->Fluoroboric acid-->Imidazole-->Tetrabutylammonium bromide-->Sodium thiosulfate pentahydrate-->Potassium Acetate-->18-Crown-6-->4-BROMO-2-METHYLANILINE
• Preparation Products: 5-Iodo-1H-indazole