Difference between revisions of "Cedrene"
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{{wikipedia::Cedrene}} | {{wikipedia::Cedrene}} | ||
==Notes== | ==Notes== | ||
This article is a direct transclusion of [https://en.wikipedia.org/wiki/Cedrene the Wikipedia article] and therefore may not meet the same editing standards as | This article is a direct transclusion of [https://en.wikipedia.org/wiki/Cedrene the Wikipedia article] and therefore may not meet the same editing standards as LIMSwiki. | ||
<!---Place all category tags here--> | <!---Place all category tags here--> | ||
Latest revision as of 22:24, 28 February 2024
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| Names | |
|---|---|
| IUPAC name
Cedr-8-ene
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| Systematic IUPAC name
(3R,3aS,7S,8aS)-3,6,8,8-Tetramethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-methanoazulene | |
| Identifiers | |
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3D model (JSmol)
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| 2207578 | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.031.131 |
| EC Number |
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| KEGG | |
PubChem CID
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| UNII |
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| |
| |
| Properties | |
| C15H24 | |
| Molar mass | 204.357 g·mol−1 |
| Density | 0.932 g/mL at 20 °C[1] |
| Boiling point | 261–262 °C[1] |
| Hazards | |
| GHS labelling: | |
  
| |
| Danger | |
| H226, H304, H410 | |
| P210, P233, P240, P241, P242, P243, P273, P280, P301+P310, P303+P361+P353, P331, P370+P378, P391, P403+P235, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| |
| Names | |
|---|---|
| IUPAC name
Cedr-8(15)-ene
| |
| Systematic IUPAC name
(3R,3aS,7S,8aS)-3,6,8,8-Tetramethyl-6-methylideneoctahydro-1H-3a,7-methanoazulene | |
| Identifiers | |
3D model (JSmol)
|
|
| ChemSpider | |
| ECHA InfoCard | 100.031.131 |
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C15H24 | |
| Molar mass | 204.357 g·mol−1 |
| Density | 0.932 g/mL at 20 °C[2] |
| Boiling point | 263–264 °C[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Cedrene is a sesquiterpene found in the essential oil of cedar. The two isomers present in the oil are (−)-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
- Logic of Organic Synthesis (Rao)
References
- ^ a b Sigma-Aldrich Co., (−)-α-Cedrene. Retrieved on 8 July 2012.
- ^ a b 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): 7713–7716. 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 α-cedrene to sec-cedrenol by a Rhodococcus strain". Applied and Environmental Microbiology. 59 (5): 1336–1341. Bibcode:1993ApEnM..59.1336T. doi:10.1128/aem.59.5.1336-1341.1993. PMC 182086. PMID 16348930.
- ^ Kerr, W. J.; McLaughlin, M.; Morrison, A. J.; Pauson, P. L. (2001). "Formal total synthesis of (±)-α- and β-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.
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Notes
This article is a direct transclusion of the Wikipedia article and therefore may not meet the same editing standards as LIMSwiki.
