CAS · 35963-20-3
Product Overview
L(-)-Camphorsulfonic acid丨35963-20-3 is a chiral organic acid derived from camphor and contains both sulfonic acid and ketone functional groups. It is widely used as a chiral resolving agent, acid catalyst, and reagent in pharmaceutical, chemical, and polymer synthesis. Its ability to induce chirality makes it a valuable compound in stereoselective synthesis and enantioselective reactions.
Product Specifications
| Property | Specification |
|---|---|
| Appearance | Almost white crystalline powder |
| Assay (dry-off moisture) | 99.0% min |
| Loss on Drying | 1.0% max |
| Specific Rotation | -21.0° to -23.0° |
| Moisture | 0.8% max |
| Iron Content | 30 ppm max |
| Melting Point Range | 193.0°C to 202.0°C |
| Sulfate Ash | 0.2% max |
Applications
1. Pharmaceutical Industry
● Chiral Resolution of Amines and Other Compounds:
CSA is commonly used as a chiral resolving agent to separate racemic mixtures of amines and other chiral molecules into their enantiomers, which is critical in pharmaceutical drug development.
● Synthesis of Chiral Drugs:
Used in the production of chiral pharmaceuticals, especially in the synthesis of β-lactam antibiotics (e.g., penicillins and cephalosporins).
2. Organic Synthesis and Catalysis
● Acid Catalyst in Chemical Reactions:
CSA acts as a Brønsted acid catalyst in various organic transformations, including esterification, acetalization, and cyclization reactions.
● Stereoselective Synthesis:
Due to its chiral nature, CSA is widely used in enantioselective reactions for synthesizing optically active compounds.
● Polymerization Catalyst:
Serves as a catalyst in the polymerization and copolymerization of monomers, particularly in the synthesis of specialty polymers.
3. Materials Science and Industrial Applications
● Doping Agent for Conductive Polymers:
L(-)-Camphorsulfonic acid丨35963-20-3 is used in doping polyaniline, a conducting polymer used in electronics, sensors, and coatings.
● Surfactant and Electrolyte Additive:
Applied in electrolyte formulations for batteries and electrochemical applications.
4. Research and Laboratory Applications
● Resolution of Chiral Molecules:
Frequently used in research laboratories to resolve optically active compounds, making it essential in stereochemistry studies.
● Asymmetric Synthesis:
Plays a crucial role in developing new asymmetric synthetic methods in academic and industrial research.
Benefits
1. Strong Acid with Unique Chiral Properties
● Combines the strong acidity of sulfonic acids with a chiral framework, making it highly effective in enantioselective transformations and chiral resolution.
2. Enhances Selectivity in Pharmaceutical Synthesis
● Helps in producing enantiomerically pure drugs, reducing side effects and improving drug efficacy.
3. Versatile Acid Catalyst
● Can be used in a wide range of chemical reactions, from esterification to polymerization, making it valuable across different industries.
4. Essential in Conductive Polymer Applications
● Improves electrical conductivity when used as a doping agent in polyaniline and other conductive materials.
Conclusion
L(-)-Camphorsulfonic acid丨35963-20-3 is a highly valuable chiral compound used extensively in pharmaceutical synthesis, organic chemistry, and materials science. Its applications range from chiral resolution to catalysis and polymer science, making it an indispensable reagent in both academic research and industrial production.
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