Overview
R(+)-α-Phenylethylamine is an optically active organic compound belonging to the chiral amine class. As the (R)-enantiomer of 1-phenylethylamine, it serves as a versatile building block in asymmetric synthesis and pharmaceutical manufacturing. The compound was first characterized in the early 20th century and gained prominence as a resolving agent for racemic mixtures. Its chiral center at the α-carbon makes it particularly valuable for creating stereochemically pure compounds in medicinal chemistry.
Physical and Chemical Properties
This secondary amine exhibits typical amine properties including basicity (pKa ~9.5) and nucleophilicity. The presence of both aromatic and aliphatic moieties contributes to its dual solubility characteristics. Key distinguishing features include its specific optical rotation of approximately +40° in neat form and characteristic amine odor. The compound's stability allows for long-term storage when protected from moisture and air oxidation.
Main Applications
In pharmaceutical synthesis, R(+)-α-Phenylethylamine serves as a chiral auxiliary for producing optically active drugs, particularly CNS agents and antidepressants. Its ability to form diastereomeric salts makes it invaluable for resolution processes. The chemical industry utilizes this compound in catalysis, particularly in asymmetric hydrogenation reactions. It's also employed in academic research for developing new chiral ligands and studying stereoselective transformations.
Safety and Storage
As a corrosive substance, R(+)-α-Phenylethylamine requires careful handling with nitrile gloves, safety goggles, and proper ventilation. Spills should be neutralized with dilute acid before cleanup. For storage, amber glass bottles with PTFE-lined caps under nitrogen atmosphere are recommended. Shelf life typically exceeds 2 years when stored at 2-8°C, though refrigeration isn't mandatory for short-term storage.
B2B Procurement Guide
Industrial buyers should verify certificates of analysis for optical purity (typically 98-99% ee), residual solvent content, and heavy metal specifications. Bulk shipments usually come in 25kg HDPE drums or custom containers. Lead times vary from 2-6 weeks depending on supplier inventory. Some manufacturers offer toll manufacturing options for custom derivatives. Always confirm regulatory status (REACH, TSCA) for international shipments.
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