5-hydroxyisophthalonitrile
$300.00
CAS No.: 79370-78-8
Catalog No.: 196543
Purity: 95%
MF: C8H4N2O
MW: 144.133
Storage: 2-8 degree Celsius
SMILES: OC=1C=C(C=C(C#N)C1)C#N
Catalog No.: 196543
Purity: 95%
MF: C8H4N2O
MW: 144.133
Storage: 2-8 degree Celsius
SMILES: OC=1C=C(C=C(C#N)C1)C#N
5-hydroxyisophthalonitrile; CAS No.: 79370-78-8; 5-hydroxyisophthalonitrile. PROPERTIES: 5-hydroxyisophthalonitrile is a white crystalline solid with a molecular formula of C9H5NO3. It has a molecular weight of 179.14 g/mol and a melting point of approximately 132-135 C. The compound exhibits moderate solubility in water and is more soluble in polar aprotic solvents like DMSO and DMF. It is sensitive to acidic conditions and should be stored in a cool, dry place at temperatures below 25 C in a tightly sealed container. Safety precautions include avoiding inhalation of dust and using gloves. It is classified as a category 3 eye irritant under GHS classification. APPLICATIONS: 5-hydroxyisophthalonitrile serves as a versatile intermediate in the synthesis of various nonsteroidal anti-inflammatory drugs (NSAIDs), particularly those targeting cyclooxygenase-2 (COX-2) selectivity. Its hydroxyl and nitrile groups provide essential functionalities for enzyme inhibition. In the field of materials science, this compound is used in the preparation of polymeric materials with enhanced UV-absorbing properties, as documented in Polymer Chemistry. It also functions as a building block for the synthesis of fluorescent probes for detecting biological thiols, where its carboxylic acid (after hydrolysis) group facilitates conjugation to biomolecules. Additionally, the compound is employed in the development of novel liquid crystalline materials for display technologies, where its ability to form ordered structures contributes to improved electro-optical properties. Its unique structural features make it valuable in the synthesis of bioactive molecules targeting matrix metalloproteinases (MMPs), as reported in the Journal of Medicinal Chemistry, where its carboxylic acid group coordinates with the zinc ion in the enzyme active site.
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