Title: Camphene
CAS Registry Number: 79-92-5
CAS Name: 2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane
Additional Names: 2,2-dimethyl-3-methylenenorbornane; 3,3-dimethyl-2-methylenenorcamphane
Molecular Formula: C10H16
Molecular Weight: 136.23
Percent Composition: C 88.16%, H 11.84%
Literature References: Occurs in many essential oils, such as turpentine (levo and dextro forms), in cypress oil (dextro form), in camphor oil from species of Lauraceae (dextro), in bergamot oil, in oil of citronella, neroli, ginger, valerian. Reviews on isolation, preparation and properties: J. L. Simonsen, The Terpenes vol. II (Cambridge Univ. Press, 1949) pp 280-322; E. Guenther, The Essential Oils vol. II (Van Nostrand, 1949) pp 66-70. Synthesis: G. W. Hana, H. Koch, Ber. 111, 2527 (1968).
Derivative Type: dl-Form
Properties: Cubic crystals from alcohol. Large dodecahedra by slow sublimation. Volatilizes on exposure to air. Insipid odor. mp 51-52°. bp760 158.5-159.5°; bp100 92.4°; bp16 55-56°. d454 0.8422. nD54 1.45514. Practically insol in water. Moderately sol in alcohol; sol in ether, cyclohexane, cyclohexene, dioxane, chloroform.
Melting point: mp 51-52°
Boiling point: bp760 158.5-159.5°; bp100 92.4°; bp16 55-56°
Index of refraction: nD54 1.45514
Density: d454 0.8422
Derivative Type: d-Form
Properties: mp 52°. [a]D17 +103.5° (c = 9.67 in ether). d450 0.8486. nD50 1.4605.
Melting point: mp 52°
Optical Rotation: [a]D17 +103.5° (c = 9.67 in ether)
Index of refraction: nD50 1.4605
Density: d450 0.8486
Derivative Type: l-Form
Properties: mp 52°. [a]D21 -119.11° (c = 2.33 in benzene). d454 0.8422. nD40 1.4620.
Melting point: mp 52°
Optical Rotation: [a]D21 -119.11° (c = 2.33 in benzene)
Index of refraction: nD40 1.4620
Density: d454 0.8422
|