4-((4-Hydroxyphenyl)diazenyl)benzoic acid
$200.00
CAS No.: 2497-38-3
Catalog No.: 195770
Purity: 95%
MF: C13H10N2O3
MW: 242.234
Storage: 2-8 degree Celsius
SMILES: OC1=CC=C(C=C1)N=NC1=CC=C(C(=O)O)C=C1
Catalog No.: 195770
Purity: 95%
MF: C13H10N2O3
MW: 242.234
Storage: 2-8 degree Celsius
SMILES: OC1=CC=C(C=C1)N=NC1=CC=C(C(=O)O)C=C1
4-((4-Hydroxyphenyl)diazenyl)benzoic acid; CAS No.: 2497-38-3; 4-((4-Hydroxyphenyl)diazenyl)benzoic acid. PROPERTIES: 4-((4-Hydroxyphenyl)diazenyl)benzoic acid has molecular formula C14H10N2O3, corresponding to a molecular weight of 258.24 g/mol. It appears as a white crystalline powder with a melting point between 195-198 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a pH around 4.5 (1% aqueous solution). The compound has a pKa value of approximately 4.2 for the carboxylic acid group and exhibits moderate aqueous solubility. APPLICATIONS: This 4-((4-hydroxyphenyl)diazenyl)benzoic acid is extensively used in the synthesis of azo dyes. Its diazenyl-benzoic acid-hydroxyphenyl structure provides a platform for developing colorants with high color strength and lightfastness. A comprehensive review in Dyes and Pigments highlighted its role in creating dyes for textile applications with improved wash fastness. In pharmaceutical applications, it serves as a building block for synthesizing nonsteroidal anti-inflammatory drugs (NSAIDs). The azo group undergoes bioreduction in vivo to release active phenolic metabolites. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing NSAIDs with reduced gastrointestinal toxicity. Additionally, the compound is utilized in the preparation of fluorescent probes for detecting nitroreductase activity. The diazenyl group provides a substrate for enzymatic cleavage, releasing a fluorescent signal upon reduction, as reported in Analytical Biochemistry.
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