Title: Thujopsene
CAS Registry Number: 470-40-6
CAS Name: 1,1a,4,4a,5,6,7,8-Octahydro-2,4a,8,8-tetramethylcyclopropa[d]naphthalene
Additional Names: widdrene
Molecular Formula: C15H24
Molecular Weight: 204.35
Percent Composition: C 88.16%, H 11.84%
Literature References: From wood oil of the Japanese Hiba tree, Thujopsis dolobrata Sieb, and Zucc., Cupressaceae: Yano, J. Soc. Chem. Ind. Jpn. 16, 443 (1913); Uchida, ibid. 31, 501 (1928). Identity with widdrene: Erdtman, Thomas, Acta Chem. Scand. 12, 267 (1958). Structure: Norin, ibid. 15, 1676 (1961). Stereochemistry: Sisido et al., J. Org. Chem. 26, 1964 (1961); Norin Acta Chem. Scand. 17, 738 (1963). Synthesis: Dauben, Ashcraft, J. Am. Chem. Soc. 85, 3673 (1963); Büchi, White, ibid. 86, 2884 (1964).
Properties: Liquid. bp10 120°. [a]D -110° (c = 2 in chloroform). nD25 1.5031. d24 0.932. uv max (alc): 212 nm (e 4680).
Boiling point: bp10 120°
Optical Rotation: [a]D -110° (c = 2 in chloroform)
Index of refraction: nD25 1.5031
Absorption maximum: uv max (alc): 212 nm (e 4680)
Density: d24 0.932 |