L(-)Camphor Sulfonic Acid CAS No.35963-20-3

Item name

Index

Content

≥99.0%

Ignition residue

≤2.0%

Ignition residue

≤0.5%

Specific rotation

[α]20D:-21°-(-23)°(C=5, 1NHCl)

Melting point

197℃-200℃

L(-)Camphor Sulfonic Acid Applications and Uses

L(-)-Camphorsulfonic acid’s chirality and acidity drive its utility in targeted synthetic and analytical processes:

  • Asymmetric Catalysis: Functions as a chiral Brønsted acid in stereoselective reactions, including asymmetric aldol, hetero-Diels-Alder, and transfer hydrogenations for enantiopure drug candidates.
  • Chiral Resolution: Applied as a resolving agent to isolate enantiomers of bases like amines and alkaloids through formation of diastereomeric salts, essential for optical purity in APIs.
  • Polymer and Material Synthesis: Used as a dopant in chiral conductive polymers and for surface modification in enantioselective chromatography columns.
  • Pharmaceutical Development: Integral in synthesizing single-enantiomer therapeutics, such as antiviral agents and chiral auxiliaries for natural product analogs.
  • Biochemical Research: Employed in enzyme mimicry studies and as a modifier for peptides in proteomics for enhanced stereospecificity.

Its ability to deliver >99% ee in catalytic cycles establishes it as a standard for precision chemistry.

Safety and Handling

L(-)-Camphorsulfonic acid is corrosive, leading to severe burns on skin and eyes, and can irritate respiratory systems. It is toxic if ingested or inhaled. Handling recommendations include:

  • Storage: Keep in a dry, cool area (<25°C) in sealed containers under nitrogen; shield from humidity to maintain crystallinity.
  • Handling: Don PPE comprising acid-proof gloves, protective eyewear, and a respirator. Operate in a fume hood; quench residues with dilute base.
  • Environmental Impact: Harmful to aquatic species; manage spills with absorbents and dispose via approved acidic waste channels.
  • Regulatory Compliance: UN 1759 (Class 8, PG II); meets GHS criteria (H314: Causes severe skin burns and eye damage) and REACH/TSCA guidelines.

Acquire the Safety Data Sheet (SDS) for in-depth safety information.

Frequently Asked Questions (FAQs)

What is the key application of L(-)-Camphorsulfonic acid?

It is primarily leveraged as a chiral catalyst for asymmetric syntheses and as a resolving agent to purify enantiomers in pharmaceutical and fine chemical production.

Is L(-)-Camphorsulfonic acid appropriate for lab environments?

It demands PPE and fume hood use due to corrosivity, but is non-flammable and controllable in standard lab setups with adherence to protocols.

What is the shelf life of L(-)-Camphorsulfonic acid?

In sealed, dry storage at ambient temperature, it stays viable for 2-3 years, preserving its optical rotation and catalytic potency.

Can L(-)-Camphorsulfonic acid be exported worldwide?

Yes, it adheres to UN 1759 for international shipping, supplied in sealed, compatible packaging from small bottles to larger drums.

In what way does L(-)-Camphorsulfonic acid differ from D(+)-Camphorsulfonic acid?

The L(-) form generates the enantiomeric opposite in induced stereochemistry versus the D(+) version, enabling complementary selectivity in chiral processes while possessing matching physicochemical traits.

Does L(-)-Camphorsulfonic acid work well in non-polar solvents?

Solubility is limited in non-polar solvents like toluene, but it thrives in polar ones such as water and alcohols, suiting diverse reaction formats.

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