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CAS 56-54-2

Quinidine TCI Q0006

Quinidine TCI Q0006

Chemical Identity

CAS No.
56-54-2
PubChem
CID 3036746·SID 87575544
Formula
C20H24N2O2
Molecular weight
324.4 g/mol
Purity
>85.0%(HPLC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(S)-(5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxyquinolin-4-yl)methanol
SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@@H](C3CC4CCN3CC4C=C)O
InChIKey
LOUPRKONTZGTKE-LHFMAAMQSA-N
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Quinidine from TCI, product code Q0006, is a natural cinchona alkaloid obtained from the bark of the Cinchona tree, with CAS number 56-54-2. Quinidine is a diastereomer of quinine: the two compounds share the same molecular formula but differ in spatial configuration at certain chiral centres. In modern chemistry laboratories, quinidine is valued as a chiral catalyst, chiral ligand and chiral reagent for asymmetric synthesis, the branch of synthesis that selectively produces one enantiomer of a target molecule over the other.

Chemists choose quinidine because its rigid chiral framework holds several functional groups. These include a basic quinuclidine nitrogen, a hydroxyl group that can form hydrogen bonds, and an aromatic quinoline ring. Together, these features let quinidine activate substrates and steer how reactants approach each other, so reactions proceed stereoselectively. For this reason, quinidine and its derivatives are widely used in organocatalysis, in phase-transfer catalysis, and as ligand scaffolds for asymmetric dihydroxylation. Quinidine also has a pseudo-enantiomeric relationship with quinine, so researchers can obtain the opposite enantiomer of a product by switching between the two alkaloids.

In Indonesia, quinidine is relevant to university organic chemistry research groups, pharmaceutical and natural product laboratories, and synthesis teams working on enantiomerically enriched compounds. Researchers studying stereoselective methods, building chiral intermediates, or teaching the principles of asymmetric catalysis can use quinidine as a dependable starting point. Because it is supplied under the TCI brand, laboratories can run comparative studies with quinine and build on a large body of published research that uses cinchona alkaloids as chiral tools.

TCI brochures (PDF)

  • Asymmetric organocatalysis: the basic quinuclidine nitrogen and the hydrogen-bonding hydroxyl group work together to activate substrates and favour one enantiomer of the product.
  • Phase-transfer catalysis: quinidine-derived catalysts transfer reactive species between phases inside a chiral environment, which makes them suitable for enantioselective reactions under mild biphasic conditions.
  • Ligand scaffold for asymmetric dihydroxylation: the rigid chiral quinidine framework is a well-established base for ligands that guide the stereoselective dihydroxylation of alkenes.
  • Access to opposite enantiomers: because quinidine is the pseudo-enantiomer of quinine, researchers can switch between the two alkaloids to obtain either enantiomer of a target product.
  • Chiral reagent in stereoselective synthesis research: its combination of a quinoline ring, a hydroxyl group and a quinuclidine nitrogen makes it useful for studying how a chiral environment directs the approach of reactants.

Brand TCI (product code Q0006)
CAS number 56-54-2
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes as listed on the product page
Physical form solid
Storage keep tightly closed in a cool, dry place, protected from light

Store quinidine in its original, tightly sealed container in a cool, dry, well-ventilated area, away from direct light, moisture and sources of heat. Keep it apart from strong oxidising agents and strong acids. Follow the storage conditions on the TCI label and Safety Data Sheet. Handle it while wearing suitable personal protective equipment, including gloves, safety glasses and a laboratory coat. Weigh and transfer the material in a fume hood or another well-ventilated area to avoid inhaling dust and to prevent contact with skin and eyes. Clean up spills promptly, label containers clearly, and dispose of waste according to local regulations and institutional laboratory procedures.

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