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D-Camphorsulfonic acid

D-Camphorsulfonic acid

Basic Information

CAS No.: 3144-16-9
Molecular Formula: C10H16O4S
Molecular weight: 232.3

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Product Details

D-camphor sulfonic acid is a chiral organic sulfonic acid with unique molecular structure. It is an important intermediate in organic synthesis and has been widely used in drug synthesis, asymmetric catalysis and other fields. Due to its chiral properties, it can be used to induce asymmetric reactions to help synthesize compounds with specific chiral configurations. It also has a certain acidity, and can neutralize the reaction with the base to form the corresponding salt.


Chemical Properties

PropertyValue

Melting point

196-200 °C (dec.)(lit.)

Alpha

22 º (589nm, c=20, H2O 25 ºC)

Boiling point

344.46°C (rough estimate)

Density

1.2981 (rough estimate)

Refractive index

21.5 ° (C=5, H2O)

Storage temp.

Store below +30°C.

Solubility

Exhibit moderate solubility in HCCl.

Form

Crystalline Powder

Pka

1.17±0.50(Predicted)

Color

White to off-white

PH

0.3 (200g/l, H2O)

Optical activity

[α]20/D +21.5±1°, c = 10% in H2O

Biological source

Human

Water Solubility

SOLUBLE

Sensitive

Hygroscopic

Merck

14,1734

BRN

2809675

Stability

Stable. Protect from moisture. Incompatible with strong oxidizing agents, strong bases.

InChIKey

MIOPJNTWMNEORI-GMSGAONNSA-N

CAS DataBase Reference

3144-16-9(CAS DataBase Reference)

EPA Substance Registry System

Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S,4R)- (3144-16-9)


Safety Information
PropertyValue
Hazard symbolC
Hazard class codes34
Safety descriptions26-36/37/39-45-25-27
UN dangerous goods numberUN 3261 8/PG 2
WGK Germany3
RTECS numberED1550000
F3-10
TSCATSCA listed
Hazard class8
Packing groupIII
HS code29147090
Storage class8A - Combustible, corrosive substances
Hazard class (category)Serious eye damage, Category 1
Corrosive to metals, Category 1
Skin corrosion, Category 1B


Product Usage

D-Camphorsulfonic acid (D-CSA) is a specialized chiral organic acid widely utilized as a powerful resolving agent in the pharmaceutical and fine chemical industries. Its primary application lies in the optical resolution of racemic amines and other basic compounds, enabling the isolation of pure enantiomers for drug synthesis. In organic chemistry, it serves as an effective chiral acid catalyst for various asymmetric reactions, including esterifications and rearrangements. Beyond synthesis, D-CSA is a critical component in the electronics and materials science sectors, where it is used as a dopant for conducting polymers like polyaniline to enhance their electrical conductivity and processability. It also finds niche applications in analytical chemistry as a chiral mobile phase additive for high-performance liquid chromatography (HPLC).

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