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

Catalog No. AAA1045909
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Catalog No. Quantity
AAA1045909 10 g
AAA1045918 50 g
AAA1045930 250 g
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Catalog No. AAA1045909

Supplier: Thermo Scientific Chemicals A1045909

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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.

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

Specifications

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
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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

RUO – Research Use Only