D-Camphorsulfonic acid, with the CAS number 3144 - 16 - 9, is a well - known chiral resolving agent and a useful intermediate in organic synthesis. The product is supplied directly from the factory, ensuring high - quality and cost - effective sourcing.
Chemical Formula: C₁₀H₁₆O₄S
Molecular Weight: 232.29 g/mol
Appearance: White crystalline powder
Melting Point: 195 - 198 °C
Solubility: Soluble in water, ethanol, and ether
In the field of pharmaceuticals, D - Camphorsulfonic acid plays a crucial role. It is widely used as a chiral resolving agent to separate racemic mixtures into their individual enantiomers. This is of great significance as different enantiomers of a drug may have different pharmacological activities, toxicities, and metabolic pathways. By using D - Camphorsulfonic acid, pharmaceutical companies can obtain pure enantiomers of drugs, improving the efficacy and safety of medications.
In organic synthesis, it serves as an important intermediate. It can participate in various chemical reactions, such as esterification, sulfonation, and chiral catalysis. These reactions are used to synthesize complex organic compounds, including natural products, agrochemicals, and fine chemicals.
When using D - Camphorsulfonic acid as a chiral resolving agent, first, prepare a solution of the racemic mixture and D - Camphorsulfonic acid in a suitable solvent, such as ethanol or water. The ratio of the racemic mixture to D - Camphorsulfonic acid should be carefully controlled according to the nature of the mixture and the experimental conditions. Then, heat the solution to dissolve all the components, and then cool it slowly to allow the formation of diastereomeric salts. These salts can be separated by filtration or other separation methods. Finally, the pure enantiomers can be obtained by decomposing the diastereomeric salts.
As an intermediate in organic synthesis, the usage depends on the specific reaction. Usually, it should be added to the reaction system under appropriate reaction conditions, such as temperature, pressure, and the presence of catalysts. The reaction progress should be monitored by appropriate analytical methods, such as thin - layer chromatography (TLC) or high - performance liquid chromatography (HPLC).
Case 1: A pharmaceutical company was developing a new anti - inflammatory drug. The racemic mixture of the drug had different activities and side - effects for its two enantiomers. By using D - Camphorsulfonic acid as a chiral resolving agent, they were able to separate the two enantiomers. After extensive pharmacological tests, they found that one of the enantiomers had significantly higher anti - inflammatory activity and lower toxicity. This discovery not only improved the quality of the drug but also reduced the potential risks for patients.
Case 2: An organic synthesis laboratory was trying to synthesize a complex natural product. D - Camphorsulfonic acid was used as an intermediate in one of the key steps. Through careful control of the reaction conditions, they successfully completed the synthesis of the natural product. The use of D - Camphorsulfonic acid in this reaction simplified the synthesis route and improved the overall yield.
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