product Description
5-Bromoindole-2-carboxylic acid is an important indole-based aromatic carboxylic acid derivative and a key intermediate for the synthesis of various pharmaceuticals and heterocyclic compounds. It has a CAS registry number of 7254-19-5, a molecular formula of C₉H₆BrNO₂, and a molecular weight of 240.05. Typically appearing as a pale yellow to off-white crystalline powder, it has good stability. The indole ring structure endows it with unique electronic effects and biological activities, making it a common building block in pharmaceutical R&D and fine chemical synthesis.
Its key physicochemical properties are as follows: it is soluble in polar organic solvents such as N,N-dimethylformamide and dichloromethane, soluble in methanol and ethanol, slightly soluble in water, and insoluble in non-polar solvents like petroleum ether and n-hexane, facilitating purification by recrystallization and column chromatography. The melting point ranges from 230–234℃, and the purity of reagent-grade products is generally ≥98% (determined by HPLC) with a water content of ≤0.5%, which can meet the strict requirements of pharmaceutical R&D and laboratory synthesis. Its molecular structure contains three active sites: bromine atom, carboxyl group and indole ring, which can undergo various reactions such as substitution, condensation and cyclization to meet diverse synthetic needs.
As a critical organic intermediate, it has a wide range of applications, mainly used in pharmaceutical R&D, especially for the synthesis of indole-based targeted drugs, including antidepressant, antipsychotic, antitumor and anti-inflammatory drugs. It is also used in the synthesis of biologically active heterocyclic compounds, dyes and functional materials. The presence of bromine atom can regulate the lipophilicity and electron cloud density of the molecule, while the carboxyl group facilitates condensation reactions with amino, hydroxyl and other groups to construct complex drug molecular skeletons, making it an indispensable intermediate in the synthesis of indole-based drugs.
In terms of safety and storage, this compound is slightly irritating to the skin, respiratory tract and eyes. Protective gloves, goggles and masks should be worn during operation to avoid direct contact; if contact occurs accidentally, rinse the affected area with plenty of water immediately. It should be sealed in a light-proof container and stored in a cool (2–8℃), dry and well-ventilated place, away from strong oxidants, strong acids and strong bases, and avoid high temperature and humid environments to prevent oxidation, degradation and other reactions, ensuring storage stability.
product Specification
|
Item |
Unit |
Specification |
|
Appearance |
|
pale yellow to off-white crystalline powder |
|
Solubility |
|
soluble in N,N-dimethylformamide and dichloromethane, soluble in methanol and ethanol, slightly soluble in water, and insoluble in non-polar solvents like petroleum ether and n-hexane. |
|
Melting point |
℃ |
230–234 |
|
Identification |
|
infrared spectroscopy + HPLC retention time |
|
Other impurities |
% |
≤0.1 |
|
Related Substances - Total Impurities |
% |
≤2.0 |
|
Main peak purity |
% |
≥98.0 |
|
Water content |
% |
≤0.5 |
|
Storage |
|
seale in a light-proof container and store in a cool (2–8℃), dry and well-ventilated place. |
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