Cedrene
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Names | |
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IUPAC name
(1S,2R,5S,7R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-ene | |
Identifiers | |
469-61-4 | |
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Jmol-3D images | Image |
PubChem | 442348 |
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Properties | |
Molecular formula |
C15H24 |
Molar mass | 204.35 g·mol−1 |
Density | 0.932 g/mL at 20 °C[1] |
Boiling point | 261–262 °C[1] |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
Infobox references | |
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Names | |
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IUPAC name
(1S,2R,5S,7R)-2,6,6-trimethyl-8-methylidenetricyclo[5.3.1.0(1,5)]undecane | |
Identifiers | |
546-28-1 | |
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Jmol-3D images | Image |
PubChem | 12302597 |
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Properties | |
Molecular formula |
C15H24 |
Molar mass | 204.35 g·mol−1 |
Density | 0.932 g/mL at 20 °C[2] |
Boiling point | 263–264 °C[2] |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
Infobox references | |
Cedrene is a sesquiterpene found in the essential oil of cedar. There are two isomers of cedrene, (−)-α-cedrene[3][4] and (+)-β-cedrene,[5] which differ in the position of a double bond.
See also
- Cedrol, another component of cedar oil
References
- ↑ 1.0 1.1 Sigma-Aldrich Co., (−)-α-Cedrene. Retrieved on 8 July 2012.
- ↑ 2.0 2.1 Sigma-Aldrich Co., (+)-β-Cedrene. Retrieved on 8 July 2012.
- ↑ Lee, H. Y.; Lee, S.; Kim, D.; Kim, B. K.; Bahn, J. S.; Kim, S. (1998). "Total synthesis of α-cedrene: A new strategy utilizing N-Aziridinylimine radical chemistry". Tetrahedron Letters 39 (42): 7713. doi:10.1016/S0040-4039(98)01680-3.
- ↑ Takigawa, H.; Kubota, H.; Sonohara, H.; Okuda, M.; Tanaka, S.; Fujikura, Y.; Ito, S. (1993). "Novel Allylic Oxidation of alpha-Cedrene to sec-Cedrenol by a Rhodococcus Strain". Applied and environmental microbiology 59 (5): 1336–1341. PMC 182086. PMID 16348930.
- ↑ Kerr, W. J.; McLaughlin, M.; Morrison, A. J.; Pauson, P. L. (2001). "Formal total synthesis of (+/-)-alpha- and beta-cedrene by preparation of cedrone. Construction of the tricyclic carbon skeleton by the use of a highly efficient intramolecular Khand annulation". Organic letters 3 (19): 2945–2948. doi:10.1021/ol016054a. PMID 11554814.