1734. d-Camphorsulfonic Acid
Nomenclature
CAS number: 3144-16-9
7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid; 2-oxo-10-bornanesulfonic acid; 10-camphorsulfonic acid; camsylate; camphostyl; β-camphorsulfonic acid; Reychler's acid. C10H16O4S; mol wt 232.30.
C 51.70%, H 6.94%, O 27.55%, S 13.80%.
Description and references
Prepn from powdered camphor, concd H2SO4 and acetic anhydride: Reychler, Bull. Soc. Chim. Fr. [3] 19, 120 (1898); Armstrong, Lowry, J. Chem. Soc. 81, 1447 (1902); Lipp, Knapp, Ber. 73B, 915 (1940). Structure: Loudon, J. Chem. Soc. 1933, 823; Komppa, J. Prakt. Chem. 162, 19 (1943).
Properties
Prisms from glacial acetic acid or ethyl acetate, dec 193-195°. [α]D20 +43.5° (c = 4.3 in alcohol); [α]D20 +21.5° (c = 4.3 in water). Deliquesc in moist air. Practically insol in ether; slightly sol in glacial acetic acid, ethyl acetate.Derivative
Ammonium salt.C10H19NO4S; mol wt 249.33.
C 48.17%, H 7.68%, N 5.62%, O 25.67%, S 12.86%.
Properties
Needles from water. [α]D16 +20.5° (c = 5 in water). Very sol in water.Derivative
Potassium salt.C10H15KO4S; mol wt 270.39.
C 44.42%, H 5.59%, K 14.46%, O 23.67%, S 11.86%.