Camphoric acid

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Camphoric acid
Camphoric acid
Identifiers
CAS number 560-09-8 YesY
PubChem 21491
ChemSpider 20198 YesY
ChEMBL CHEMBL1205405
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C10H16O4
Molar mass 200.23 g mol−1
Density 1.21 g/cm3
Melting point 183-187 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

Camphoric acid, C10H16O4 or in Latin form Acidum camphoricum, is a white crystallisable substance obtained from the oxidation of camphor, it exists in three optically different forms; dextrorotatory one is obtained by the oxidation of dextrorotatory camphor and used in pharmaceuticals.

History[edit]

Acidum camphoricum was studied and isolated for the first time by French pharmacist Nicolas Vauquelin in the early 19th century but it wasn't until September 1874 that Dutch chemist Jacobus H. van 't Hoff proposed the first suggestion for its molecular structure and optical properties. Haller and Blanc synthesized camphor from camphoric acid. In 1904, Finnish chemist Gustav Komppa became the first to succeed in manufacturing synthetic camphoric acid from diethyl oxalate and 3,3-dimethylpentanoic acid, and thus proving the structure of camphor.

Chemical properties and isolation[edit]

Camphoric acid may be prepared by oxidising camphor with nitric acid.

References[edit]

  • "Acidum camphoricum". The British Pharmaceutical Codex. Retrieved September 4, 2005. 
  • "Camphoric acid". Science and Technology. Retrieved September 4, 2005. 
  • "Camphoric acid". Taiwan Tekho Camphor Co. Retrieved September 4, 2005. 
  • Jacobus Henricus van 't Hoff (1874). "A suggestion looking to the extension into space of the structural formulas at present used in chemistry. And a note upon the relation between the optical activity and the chemical constitution of organic compounds". Archives neerlandaises des sciences exactes et naturelles 9: 445–454.