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Catalog Number:
41415
CAS Number:
69221-14-3
N-Benzylcinchoninium chloride
Purity:
≥ 98% (Assay by titration)
Synonym(s):
9-Hydroxy-1-(phenylmethyl)cinchonanium chloride, BCNC
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Product Information

N-Benzylcinchoninium chloride is a versatile compound recognized for its significant role in various chemical and pharmaceutical applications. This quaternary ammonium salt is particularly valued in the field of asymmetric synthesis and catalysis, where it serves as a chiral auxiliary. Its unique structure allows it to facilitate enantioselective reactions, making it an essential reagent for researchers aiming to produce specific enantiomers in organic synthesis. Additionally, N-Benzylcinchoninium chloride has been explored for its potential in drug formulation, enhancing the solubility and bioavailability of active pharmaceutical ingredients.

In the realm of medicinal chemistry, this compound has shown promise in the development of novel therapeutic agents, particularly in the synthesis of complex alkaloids and other biologically active molecules. Its ability to stabilize transition states during chemical reactions provides a competitive edge over similar compounds, making it a preferred choice for professionals seeking efficiency and precision in their synthetic pathways. With its broad applicability and unique properties, N-Benzylcinchoninium chloride stands out as a valuable asset in both research and industrial settings.

Synonyms
9-Hydroxy-1-(phenylmethyl)cinchonanium chloride, BCNC
CAS Number
69221-14-3
Purity
≥ 98% (Assay by titration)
Molecular Formula
C26H29ClN2O
Molecular Weight
420.98
MDL Number
MFCD00082423
PubChem ID
13095480
Melting Point
256 °C (dec.) (Lit.)
Appearance
White to off-white crystalline powder
Optical Rotation
[α]20D = 167 - 174 ° (C = 0.4 in MeOH : H2O = 1:5)
Conditions
Store at RT
General Information
Synonyms
9-Hydroxy-1-(phenylmethyl)cinchonanium chloride, BCNC
CAS Number
69221-14-3
Purity
≥ 98% (Assay by titration)
Molecular Formula
C26H29ClN2O
Molecular Weight
420.98
MDL Number
MFCD00082423
PubChem ID
13095480
Melting Point
256 °C (dec.) (Lit.)
Appearance
White to off-white crystalline powder
Optical Rotation
[α]20D = 167 - 174 ° (C = 0.4 in MeOH : H2O = 1:5)
Conditions
Store at RT
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

N-Benzylcinchoninium chloride is widely utilized in research focused on:

  • Chiral Catalysis: This compound serves as an effective chiral catalyst in asymmetric synthesis, enabling the production of enantiomerically pure compounds, which is crucial in pharmaceuticals.
  • Pharmaceutical Development: It plays a significant role in drug formulation, particularly in enhancing the solubility and bioavailability of active pharmaceutical ingredients.
  • Organic Synthesis: Researchers use it in various organic reactions, including alkylation and acylation, to create complex molecules with high specificity.
  • Analytical Chemistry: N-Benzylcinchoninium chloride is employed as a chiral selector in chromatography, aiding in the separation and analysis of enantiomers in complex mixtures.
  • Biological Research: Its unique properties make it a valuable tool in studying biological systems, particularly in understanding enzyme mechanisms and interactions.

Citations