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130-95-0 - Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine - A10459 - Alfa Aesar

A10459 Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine

CAS Number
130-95-0
Synonyms

Size Price ($) Quantity Availability
10g 51.91
50g 172.01
250g 591.30
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Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine

MDL
MFCD00198096
EINECS
205-003-2

Chemical Properties

Formula
C20H24N2O2
Formula Weight
324.42
Melting point
ca 177° dec.
Sensitivity
Light Sensitive
Solubility
Soluble in alcohol, chloroform and diethyl ether. Slightly soluble in water and glycerol.

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.

Notes

Incompatible with strong oxidizing agents.

Literature References

Porta, R.; Benaglia, M.; Coccia, F.; Rossi, S.; Puglisi, A. Enantioselective Organocatalysis in Microreactors: Continuous Flow Synthesis of a (S)-Pregabalin Precursor and (S)-Warfarin. Symmetry 2015, 7 (3), 1395-1409.

Porta, R.; Coccia, F.; Annunziata, R.; Puglisi, A. Comparison of Different Polymer-and Silica-Supported 9-Amino-9-deoxy-epi-quinines as Recyclable Organocatalysts. ChemCatChem 2015, 7 (9), 1490-1499.

Kessler, S.; González, J.; Vlimant, M.; Glauser, G.; Guerin, P. M. Quinine and artesunate inhibit feeding in the African malaria mosquito Anopheles gambiae: the role of gustatory organs within the mouthparts. Physiol. Entomol. 2014, 39 (2), 172-182.

GHS Hazard and Precautionary Statements

Hazard Statements: H334-H315-H319-H317-H335

May cause allergy or asthma symptoms or breathing difficulties if inhaled. Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction. May cause respiratory irritation.

Precautionary Statements: P285-P261-P280-P305+P351+P338-P304+P340-P342+P311-P362-P312-P405-P501a

In case of inadequate ventilation wear respiratory protection. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. If experiencing respiratory symptoms: Call a POISON CENTER or doctor/physician. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,8061
Beilstein
91867
Harmonized Tariff Code
2939.20
TSCA
No
RTECS
VA6020000

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