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3-phenylthiomorpholine; CAS No.: 141849-62-9; 3-phenylthiomorpholine. PROPERTIES: This colorless to pale yellow viscous liquid has a molecular formula of C9H11NOS and a molecular weight of approximately 193.26 g/mol. It exhibits moderate water solubility and mixes well with common organic solvents. The compound has a characteristic thiol-like odor and should be stored at 2-8 C in an amber glass container to minimize oxidation. Its flash point is approximately 110 C, and it may form peroxides upon prolonged storage. Safety guidelines recommend using organic vapor respirators, neoprene gloves, and splash goggles. In case of eye contact, rinse with water for 15 minutes and seek medical attention. Avoid release to the environment as it may be harmful to aquatic life. APPLICATIONS: 3-phenylthiomorpholine serves as a chiral building block in asymmetric synthesis, particularly in the pharmaceutical industry. Its thiomorpholine core provides conformational constraints useful in GPCR-targeted drug discovery.Researchers utilize it in asymmetric catalysis to induce enantioselectivity in carbon-carbon bond-forming reactions. The phenyl substituent enhances solubility properties in lipid environments, making it suitable for cell-penetrating peptide design. Academic groups employ it in studies of sulfur-containing natural products and their biological activities. Industrial applications include its use as a chiral auxiliary in the synthesis of agrochemical intermediates. Recent publications in Tetrahedron: Asymmetry highlight its role in organocatalytic cascades for complex molecule synthesis. Additionally, it finds utility in materials science as a component of chiral liquid crystals and electro-optical materials.