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CAS 77481-82-4

N-Benzylquinidinium Chloride [Chiral Phase-Transfer Catalyst] TCI B1684

N-Benzylquinidinium Chloride [Chiral Phase-Transfer Catalyst] TCI B1684

Chemical Identity

CAS No.
77481-82-4
PubChem
CID 20611643·SID 87564585
Formula
C27H31ClN2O2
Molecular weight
451.0 g/mol
Purity
>98.0%(T)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(S)-[(2R,4S,5R)-1-benzyl-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol chloride
SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CC[N+]3(C[C@@H]4C=C)CC5=CC=CC=C5)O.[Cl-]
InChIKey
JYDIJFKNXHPWBJ-FBBRVDCYSA-M
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N-Benzylquinidinium Chloride is a chiral phase-transfer catalyst widely used in asymmetric synthesis to facilitate stereoselective reactions. This compound plays a crucial role in laboratories where precise control over stereochemistry is essential, particularly in the synthesis of complex organic molecules with specific structural requirements. Its ability to mediate reactions between polar and nonpolar phases makes it indispensable in modern synthetic chemistry. As a chiral catalyst, it enables the formation of enantiomerically pure products, which are vital in pharmaceutical and fine chemical applications.

One of the key properties that make N-Benzylquinidinium Chloride a preferred choice is its high stability under various reaction conditions. This ensures consistent performance and minimizes degradation during prolonged use. Additionally, its effectiveness in promoting phase transfer between aqueous and organic solvents enhances reaction efficiency. The compound's chiral nature allows for selective interactions with substrates, leading to improved yields and reduced byproduct formation. These characteristics make it a reliable and versatile reagent in synthetic processes.

In Indonesian laboratories, N-Benzylquinidinium Chloride is commonly used in organic chemistry research, especially in asymmetric synthesis and drug development. Its role in achieving high-purity compounds with defined stereochemistry is critical in both academic and industrial settings. Researchers rely on this catalyst to advance their work in creating complex molecules with specific biological activities. Its application is widespread in both academic and applied research environments across Indonesia.

TCI brochures (PDF)

  • Asymmetric synthesis of complex organic molecules due to its chiral nature and phase-transfer capabilities.
  • Facilitation of nucleophilic substitution reactions by enabling efficient interaction between polar and nonpolar phases.
  • Reduction reactions in which stereoselective control is required for the formation of specific enantiomers.
  • Oxidation reactions where precise stereochemistry is essential for the desired product.
  • Development of pharmaceutical compounds requiring high stereochemical purity and structural specificity.

Brand TCI
CAS number 77481-82-4
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes Available in various quantities as per standard chemical supply practices
Physical form Solid or powder, depending on formulation and packaging
Storage Store in a cool, dry place away from moisture and direct sunlight

N-Benzylquinidinium Chloride should be stored in a cool, dry environment to maintain its chemical integrity. It is recommended to keep the compound in a sealed container to prevent exposure to moisture and air. Suitable storage containers include glass or high-density polyethylene (HDPE) bottles with tight-fitting lids. Avoid storing near heat sources or in areas with high humidity. General laboratory precautions include wearing appropriate personal protective equipment, such as gloves and safety goggles, when handling the compound. Ensure proper ventilation in the workspace to minimize inhalation of any vapors. This compound is not classified as hazardous under standard safety classifications, but standard chemical handling protocols should still be followed to ensure safe use and storage.

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