References of Phenanthrene,tetradecahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1S,4aS,4bS,7S,8aS,10aS)-
Title: Fichtelite
CAS Registry Number: 2221-95-6
CAS Name: [1
S-(1a,4aa,4bb,7b,8aa,10ab)]-Tetradecahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene
Synonyms: 18-norabietane
Molecular Formula: C19H34
Molecular Weight: 262.47
Percent Composition: C 86.94%, H 13.06%
Literature References: From decayed wood of conifers: Bromeis,
Ann. Pharm. 37, 304 (1841). Structure: L. Ruzicka, E. Waldmann,
Helv. Chim. Acta 18, 611 (1935); Crowfoot,
J. Chem. Soc. 1938, 1241. Stereochemistry: Burgstahler, Marx,
Tetrahedron Lett. 1964, 3333. Synthesis from abietic acid: Jensen, Johnson,
J. Org. Chem. 32, 2045 (1967); Burgstahler, Marx,
ibid. 34, 1562 (1969). Synthesis of
dl-form: Johnson
et al., J. Am. Chem. Soc. 88, 3859 (1966);
90, 5872 (1968); D. F. Taber, S. A. Saleh,
ibid. 102, 5085 (1980).
Properties: Crystals from methanol, mp 45-46°. bp43 235-236°. d422 0.9380.
nD20 1.5052. [a]D +19°.
Melting point: mp 45-46°
Boiling point: bp43 235-236°
Optical Rotation: [a]D +19°
Index of refraction: nD20 1.5052
Density: d422 0.9380