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CAS 20261-31-8

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4-Hydroxy-3-nitrocoumarin

Description:
4-Hydroxy-3-nitrocoumarin, with the CAS number 20261-31-8, is a chemical compound belonging to the coumarin family, characterized by its distinctive bicyclic structure. This compound features a hydroxyl group (-OH) and a nitro group (-NO2) at the 4 and 3 positions, respectively, on the coumarin ring. It typically appears as a yellow to orange crystalline solid and is known for its fluorescent properties, making it useful in various applications, including as a fluorescent probe in biochemical assays. The presence of the nitro group contributes to its reactivity and potential applications in organic synthesis. Additionally, 4-hydroxy-3-nitrocoumarin can exhibit biological activity, including antimicrobial and anticancer properties, which has garnered interest in medicinal chemistry. Its solubility varies depending on the solvent, and it is generally more soluble in organic solvents than in water. Safety precautions should be taken when handling this compound, as with many nitro-substituted compounds, due to potential toxicity and environmental concerns.
Formula:C9H5NO5
InChI:InChI=1/C9H5NO5/c11-8-5-3-1-2-4-6(5)15-9(12)7(8)10(13)14/h1-4,11H
SMILES:c1ccc2c(c1)c(c(c(=O)o2)N(=O)=O)O
Synonyms:
  • 3-Nitro-4-Hydroxycoumarin
  • 2-hydroxy-3-nitro-4H-chromen-4-one
  • 4-hydroxy-3-nitro-2H-chromen-2-one
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