d-Verbenone

Title: d-Verbenone
CAS Registry Number: 18309-32-5
CAS Name: (1R)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one
Additional Names: (1R,5R)-(+)-2-pinen-4-one
Molecular Formula: C10H14O
Molecular Weight: 150.22
Percent Composition: C 79.95%, H 9.39%, O 10.65%
Literature References: A constituent of Spanish verbena oil (from Verbena triphylla L., Verbenaceae): Kerschbaum, Ber. 33, 885 (1900). Prepn from a-pinene: Bain, Gary, US 2911442 (1959 to Glidden). Structure: Blumann, Zeitschel, Ber. 46, 1178 (1913); Weinhaus, Schumm, Ann. 439, 20 (1924). Absolute configuration: Hurst, Whitham, J. Chem. Soc. 1960, 2864. Review: J. L. Simonsen, The Terpenes vol. II (University Press, Cambridge, 2nd ed., 1949) p 232-239.
Properties: Oil. Characteristic odor. mp 6.5°. bp12 102-105°; bp760 227-228°. d20 0.9780. nD18 1.4957. [a]D18 +249.62°. uv max (ethanol): 253 nm (e 6730). Practically insol in water. Miscible in all proportions with the usual organic solvents.
Melting point: mp 6.5°
Boiling point: bp12 102-105°; bp760 227-228°
Optical Rotation: [a]D18 +249.62°
Index of refraction: nD18 1.4957
Absorption maximum: uv max (ethanol): 253 nm (e 6730)
Density: d20 0.9780
Dyclonine Dydrogesterone Dymanthine Dymixal? Dynamin