(+)-Cynchonina

(+)-Cinchonine
Other Names: Cinchonine, (R)-Cinchonine, Cinchoninum
CAS Number: 118-10-5
Sum Formula: C₁₉H₂₂N₂O
Molar Mass: 294.39 g/mol
Appearance: White to off-white crystalline powder

(+)-Cinchonine is a naturally occurring cinchona alkaloid extracted from the bark of Cinchona species. It is a stereoisomer of cinchonidine and features a rigid bicyclic quinoline structure. Cinchonine is primarily used as a chiral base or organocatalyst in asymmetric synthesis and stereoselective reactions in organic and industrial chemistry.

Chemical and Physical Properties
Melting Point: 255–259°C
Boiling Point: Decomposes before boiling
Solubility in Water: Slightly soluble
Solubility in Organic Solvents: Soluble in ethanol, methanol, chloroform, and dilute acids
Optical Rotation: [α]ᴅ²⁰ +140° (c = 1, ethanol)
Odor: Odorless
Stability: Stable under normal storage conditions

Applications
Used as a chiral ligand or base in asymmetric synthesis
Serves as an organocatalyst in enantioselective transformations
Intermediate or resolving agent in stereochemical separations
Utilized in academic and industrial research for alkaloid-based methodology development

Safety

Signal Word: Warning

First Aid Measures
Eye Contact: Rinse thoroughly with water. Seek medical attention if irritation persists
Skin Contact: Wash with soap and water. Remove contaminated clothing
Inhalation: Move to fresh air. Seek medical attention if symptoms occur
Ingestion: Rinse mouth with water. Seek medical advice if feeling unwell

Handling and Storage
Store in a tightly sealed container in a dry, cool, and well-ventilated place
Avoid dust formation and use appropriate personal protective equipment