Structural Formula Vector Image
Title: Cedrol
CAS Registry Number: 77-53-2
CAS Name: [3R-(3a,3ab,6a,7b,8aa)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol
Additional Names: 8bH-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.

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