4-cyano-2-nitrobenzoic acid
$300.00
CAS No.: 64629-99-8
Catalog No.: 195790
Purity: 95%
MF: C8H4N2O4
MW: 192.13
Storage: 2-8 degree Celsius
SMILES: C(#N)C1=CC(=C(C(=O)O)C=C1)[N+](=O)[O-]
Catalog No.: 195790
Purity: 95%
MF: C8H4N2O4
MW: 192.13
Storage: 2-8 degree Celsius
SMILES: C(#N)C1=CC(=C(C(=O)O)C=C1)[N+](=O)[O-]
4-cyano-2-nitrobenzoic acid; CAS No.: 64629-99-8; 4-cyano-2-nitrobenzoic acid. PROPERTIES: 4-Cyano-2-nitrobenzoic acid has molecular formula C8H4N2O3, giving it a molecular weight of 188.13 g/mol. It appears as a white crystalline powder with a melting point between 235-238 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 3.0 (1% aqueous solution). The compound has a pKa value of approximately 3.2 for the carboxylic acid group and exhibits moderate aqueous solubility. APPLICATIONS: This 4-cyano-2-nitrobenzoic acid is extensively used in the synthesis of antimicrobial agents. Its benzoic acid-cyano-nitro structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The cyano and nitro groups provide electron-withdrawing effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent dyes. The nitro group provides a site for installing fluorescence-enhancing moieties, enabling detection of nucleic acid hybridization events, as reported in Chemical Communications.
Reviews
Write Your Own Review