Title: Cedrol
CAS Registry Number: 77-53-2
CAS Name: [3
R-(3a,3ab,6a,7b,8aa)]-Octahydro-3,6,8,8-tetramethyl-1
H-3a,7-methanoazulen-6-ol
Synonyms: 8b
H-cedran-8-ol; cedar camphor; cypress camphor
Molecular Formula: C15H26O
Molecular Weight: 222.37
Percent Composition: C 81.02%, H 11.79%, O 7.19%
Literature References: Occurs in cedar wood oil from
Juniperus virginiana L. (
J. sabina Kook),
Cupressaceae, in cypress oil from
Cupressus sempervirens: Schimmel's Report 1904, II, 20; in the oil from
Juniperus chinensis: Kondo,
J. Pharm. Soc. Jpn. 1907, 236; and from
Origanum smyrnaeum L.,
Labiatae: Schimmel's Report 1906, Oct., 72. Structure: Stork, Breslow,
J. Am. Chem. Soc. 75, 3291, 3292 (1953). Stereochemistry and total synthesis: Stork, Clarke,
ibid. 83, 3114 (1961). Synthesis of
dl-form: Corey
et al., ibid. 91, 1557 (1969);
eidem, Tetrahedron Lett. 1973, 3153; E. G. Breitholle, A. G. Fallis,
J. Org. Chem. 43, 1964 (1978).
Properties: Needles from dil methanol, mp 86-87°. [a]D28 +9.9° (c = 5 in chloroform).
Melting point: mp 86-87°
Optical Rotation: [a]D28 +9.9° (c = 5 in chloroform)
Use: In fragrances.