(S)-(-)-1-(1-Naphthyl)ethylamine is a high-purity chiral aromatic amine widely used as a resolving agent and pharmaceutical intermediate in asymmetric synthesis and API manufacturing. Its strong ability to form diastereomeric salts makes it a preferred molecule for cost-effective chiral resolution at commercial scale.
(S)-(-)-1-(1-Naphthyl)ethylamine is a highly efficient chiral resolving agent known for its strong diastereomeric salt formation ability and high enantioselectivity. It is widely preferred when high optical purity is required and classical resolution is more economical than asymmetric catalysis.
| Chemical Name | (S)-(-)-1-(1-Naphthyl)ethylamine |
| CAS Number | 3886-69-9 |
| IUPAC Name | (S)-1-(naphthalen-1-yl)ethan-1-amine |
| Molecular Formula | C₁₂H₁₃N |
| Molecular Weight | 171.24 g/mol |
| Enantiomeric Purity | ≥99.0% ee |
| Boiling Point | 280–285°C |
| Density | 1.02–1.04 g/cm³ |
| Refractive Index | ~1.618 |
| Flash Point | >110°C |
| pKa | ~10.2 |
Used for resolution of racemic acids via diastereomeric salt formation (e.g., Naproxen, Mandelic acid derivatives).
Intermediate for CNS-active drug synthesis and various anti-inflammatory APIs.
Acts as a chiral auxiliary and ligand precursor in enantioselective synthesis.
Used in the development of Schiff base ligands and metal-catalyzed asymmetric reactions.
Authors: Jacques, Collet, Wilen • Wiley Research Press
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