DL-Camphorsulfonic Acid (CAS No. 5872-08-2)

DL-Camphorsulfonic acid, also known as racemic 10-camphorsulfonic acid or (±)-CSA, is a versatile organosulfur compound utilized as a strong Brønsted acid catalyst in organic and polymer chemistry.

Item name

Index

Content

≥99.0%

Ignition residue

≤2.0%

Ignition residue

≤0.5%

Specific rotation

[α]20D:0°±1°(C=5, 1NHCl)

Melting point

195℃-197℃

Applications and Uses

DL-Camphorsulfonic acid’s potent acidity and structural rigidity enable its use in catalytic and synthetic processes across industries:

  • Organic Synthesis: Functions as a Brønsted acid catalyst for esterifications, alkylations, and condensations, promoting efficient reaction rates without metal involvement.
  • Polymer Chemistry: Employed in the synthesis of polyaniline and other conductive polymers as a dopant and stabilizer, enhancing material conductivity and processability.
  • Pharmaceutical Intermediates: Utilized in the preparation of active pharmaceutical ingredients and as a reagent in multi-step drug syntheses requiring mild acidic conditions.
  • Material Science: Acts as an additive in chiral stationary phases for chromatography and in the modification of nanomaterials for improved dispersibility.
  • Fine Chemicals: Serves in the production of surfactants, dyes, and agrochemical analogs through sulfonation and acid-mediated transformations.

Its racemic nature suits applications where enantioselectivity is not required, providing economic advantages in large-scale manufacturing.

Safety and Handling

DL-Camphorsulfonic acid is highly corrosive, capable of causing severe skin burns, eye damage, and respiratory irritation. It is harmful if ingested or inhaled due to its strong acidity. Critical handling protocols include:

  • Storage: Maintain in a cool, dry environment (<25°C) in sealed, moisture-proof containers under inert gas to avoid caking or degradation.
  • Handling: Equip with PPE such as acid-resistant gloves, goggles, face shield, and respirator. Perform operations in a fume hood; neutralize spills with sodium bicarbonate.
  • Environmental Impact: Toxic to aquatic life; contain and treat effluents per hazardous waste guidelines to prevent environmental release.
  • Regulatory Compliance: UN 1759 (Class 8, PG II); adheres to GHS (H314: Causes severe skin burns and eye damage) and REACH/TSCA for corrosive acids.

Consult the Safety Data Sheet (SDS) for exposure controls and emergency procedures.

Frequently Asked Questions (FAQs)

What is the primary application of DL-Camphorsulfonic acid?

It is chiefly used as a strong acid catalyst in organic reactions like esterifications and polymerizations, valued for its efficiency in non-chiral synthetic routes.

Is DL-Camphorsulfonic acid safe for industrial handling?

It is corrosive and requires stringent PPE and ventilation, but lacks flammability risks; suitable for controlled environments with adherence to safety protocols.

What is the shelf life of DL-Camphorsulfonic acid?

Stored dry and sealed at room temperature, it retains stability for 2-3 years, with periodic checks recommended to ensure no moisture-induced changes.

Can DL-Camphorsulfonic acid be shipped internationally?

Yes, it complies with UN 1759 for global transport, packaged in compatible, sealed containers like HDPE bottles or drums for lab to production scales.

How does DL-Camphorsulfonic acid differ from D(+)-Camphorsulfonic acid?

The DL form is a racemic mixture lacking optical activity, making it ideal for achiral catalysis, whereas the D(+) enantiomer provides stereoselectivity in asymmetric syntheses.

Is DL-Camphorsulfonic acid water-soluble?

Yes, it exhibits good solubility in water and polar solvents, facilitating its use in both aqueous and biphasic reaction systems.

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