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CAS 3886-69-9 GMP GRADE CHIRAL AMINE API INTERMEDIATE

(S)-(-)-1-(1-Naphthyl)ethylamine

IUPAC: (S)-1-(naphthalen-1-yl)ethan-1-amine View on PubChem
CAS NUMBER
3886-69-9
CAS Reg. No.
MOL. FORMULA
C₁₂H₁₃N
Chiral Intermediate
MOL. WEIGHT
171.24 g/mol
g/mol
Scientific Overview

(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.

Full Technical Data
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
Reaction Scheme
Racemic Acid
(±)-SUBSTRATE
Ethanol / Water
(1:1)
Enantiopure Acid
>99% ee
Commercial Applications

Chiral Resolving Agent

Used for resolution of racemic acids via diastereomeric salt formation (e.g., Naproxen, Mandelic acid derivatives).

API Intermediate

Intermediate for CNS-active drug synthesis and various anti-inflammatory APIs.

Asymmetric Synthesis

Acts as a chiral auxiliary and ligand precursor in enantioselective synthesis.

Ligand Development

Used in the development of Schiff base ligands and metal-catalyzed asymmetric reactions.

Market Therapeutic Focus
PHARMACEUTICAL INTERMEDIATES BIOPHARMACEUTICALS FINE CHEMICALS CHIRAL CHEMISTRY ASYMMETRIC SYNTHESIS
Scientific Literature

Enantiomers, Racemates and Resolutions

Authors: Jacques, Collet, Wilen • Wiley Research Press

Peer Queries & FAQs
Can this resolve racemic mandelic acid derivatives?
Yes, (S)-(-)-1-(1-Naphthyl)ethylamine is frequently used for the resolution of mandelic and other α-hydroxy acids via crystallization.
What analytical methods are used for ee determination?
Chiral HPLC using a Chiralcel OD-H or OJ-H column is commonly utilized. Chiral GC can also be employed after appropriate derivatization.
Is the product stable as a liquid at room temperature?
Yes, it is stable under standard ambient conditions, but it should be stored under an inert atmosphere (nitrogen) away from light and moisture to prevent degradation or air oxidation.
How should I handle this product in the lab?
Handle in a chemical fume hood using appropriate personal protective equipment (gloves, safety glasses, and lab coat), as amines can be skin and respiratory irritants.

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