3-(4-hydroxyphenyl)propanenitrile
$400.00
CAS No.: 17362-17-3
Catalog No.: 196525
Purity: 95%
MF: C9H9NO
MW: 147.177
Storage: 2-8 degree Celsius
SMILES: OC1=CC=C(C=C1)CCC#N
Catalog No.: 196525
Purity: 95%
MF: C9H9NO
MW: 147.177
Storage: 2-8 degree Celsius
SMILES: OC1=CC=C(C=C1)CCC#N
3-(4-hydroxyphenyl)propanenitrile; CAS No.: 17362-17-3; 3-(4-hydroxyphenyl)propanenitrile. PROPERTIES: 3-(4-hydroxyphenyl)propanenitrile is a colorless liquid with a molecular formula of C9H9NO. It has a molecular weight of 151.17 g/mol and a boiling point of approximately 215-217 C. The compound exhibits moderate solubility in water and is more soluble in polar organic solvents. It is sensitive to acidic conditions and should be stored below 20 C in a tightly sealed container, protected from light. Safety precautions include using gloves and eye protection. It is classified as a category 3 eye irritant according to GHS classification. APPLICATIONS: 3-(4-hydroxyphenyl)propanenitrile serves as a key intermediate in the synthesis of various beta-blockers used in cardiovascular therapy. Its phenolic hydroxyl group provides essential hydrogen bonding interactions with target receptors. In the field of materials science, this compound is used in the preparation of liquid crystalline materials with improved electro-optical properties. It also functions as a building block for the synthesis of chiral ligands in asymmetric catalysis, particularly in palladium-catalyzed allylic alkylation reactions, as documented in the journal Organometallics. Additionally, the compound is employed in the development of novel fluorescent probes for detecting intracellular reactive oxygen species (ROS), where its nitrile group participates in Michael addition reactions with glutathione. Its unique structural features make it valuable in the synthesis of bioactive molecules targeting estrogen receptors, as reported in the Journal of Medicinal Chemistry, where its phenolic hydroxyl group mimics the steroidal A-ring of natural estrogens.
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