Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine

Description

CAS: 130-95-0 | C20H24N2O2 | 324.42 g/mol

Quinine is used in photochemistry as a common fluorescence standard and as a resolving agent for chiral acids. It is also useful for treating falciparum malaria, lupus, arthritis and vivax malaria. It acts as a flavor component in tonic water and bitter lemon. It is utilized as the chiral moiety for the ligands used in sharpless asymmetric dihydroxylation. Furthermore, it catalyzes the kinetic resolution of furanones.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Quinine is used in photochemistry as a common fluorescence standard and as a resolving agent for chiral acids. It is also useful for treating falciparum malaria, lupus, arthritis and vivax malaria. It acts as a flavor component in tonic water and bitter lemon. It is utilized as the chiral moiety for the ligands used in sharpless asymmetric dihydroxylation. Furthermore, it catalyzes the kinetic resolution of furanones.

Solubility
Soluble in alcohol, chloroform and diethyl ether. Slightly soluble in water and glycerol.

Notes
Incompatible with strong oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 130-95-0
• Molecular Formula: C20H24N2O2
• Molecular Weight (g/mol): 324.42
• MDL Number: MFCD00198096
• InChI Key: LOUPRKONTZGTKE-ZCXAXGJJNA-N
• Synonym: 1r-6-methoxyquinolin-4-yl 1s,4s,5r-5-vinylquinuclidin-2-yl methanol, quinine anhydrous, +-2,3-o-isopropylidene-l-threitol
• PubChem CID: 129316724
• SMILES: [H][C@@]1(CN2CCC1C[C@@]2([H])[C@H](O)C1=C2C=C(OC)C=CC2=NC=C1)C=C

• Melting Point: ∼177°C (decomposition)
• Quantity: 10 g
• Beilstein: 91867
• Sensitivity: Light Sensitive
• Merck Index: 14,8061
• Solubility Information: Soluble in alcohol,chloroform and diethyl ether. Slightly soluble in water and glycerol.
• Optical Rotation: −166° (c=1 in ethanol)
• IUPAC Name: (R)-[(2S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
• Formula Weight: 324.42
• Percent Purity: 99%
• Assay: (total base)
• Chemical Name or Material: Quinine, Anhydrous, may cont. up to 5% dihydroquinine

Safety and Handling

Hazard Category	H302-H317
Hazard Statement	GHS H Statement H334-H335-H315-H319-H317 May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause respiratory irritation. Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction.
Precautionary Statement	P261-P264b-P270-P272-P280g-P285-P301+P312-P302+P352-P304+P341-P330-P333+P313-P342+P311-P363-P501c
EINECSNumber	205-003-2
RTECSNumber	VA6020000
TSCA	Yes

SDS

RUO – Research Use Only