1731. d-Camphocarboxylic Acid

Nomenclature

CAS number: 18530-30-8
4,7,7-Trimethyl-3-oxobicyclo[2.2.1]heptane-2-carboxylic acid; d-2-oxo-3-bornanecarboxylic acid; d-3-camphorcarboxylic acid; d-2-oxo-3-camphanecarboxylic acid; d-3-carboxy-2-bornanone; d-3-carboxy-2-camphanone.
C11H16O3; mol wt 196.24.
C 67.32%, H 8.22%, O 24.46%.

Description and references

Prepd by carboxylation of d-camphor: Brühl, Ber. 24, 3373 (1891).

Chemical structure

Properties

Crystals from benzene, water, ether, or 50% alcohol. mp 127-128°. Sparingly sol in cold water, more sol in warm water; sol in alcohol, ether, chloroform, in about 2 parts boiling benzene. Sparingly sol in cold benzene. Practically insol in cold petr ether; very slightly sol in boiling petr ether. For soln contg 0.38 g in 25 ml solvent: [α]D +18° (benzene), +60° (alcohol), +73.3° (water).

Derivative

Ammonium salt.

Nomenclature

CAS number: 6799-26-4
Camphydryl; camphor solubilized; Canfoxil (Gentili).
C11H19NO3; mol wt 213.27.
C 61.95%, H 8.98%, N 6.57%, O 22.51%.

Derivative

Basic bismuth salt.

Nomenclature

CAS number: 4154-53-4
Angimuth (Vedim).
C33H46Bi2O11; mol wt 1036.67.
C 38.23%, H 4.47%, Bi 40.32%, O 16.98%.

Description and references

Prepn: Raiziss, Clemence, US 1921638 (1933 to Abbott).

Properties

Powder. Odor of camphor. Practically insoluble in water. Soluble in methanol, ether, benzene, oils.

Therapeutic Category

Basic bismuth salt formerly as antisyphilitic.