Chemistry:Cedrene
From HandWiki
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| Names | |
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| 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 | |
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3D model (JSmol)
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| 2207578 | |
| ChEBI | |
| ChemSpider | |
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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 pictograms |   
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| GHS Signal word | Danger |
| H226, H304, H410 | |
| P210, P233, P240, P241, P242, P243, P273, P280, P301+310, P303+361+353, P331, P370+378, P391, P403+235, P405, P501 | |
Except where otherwise noted, data are 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
Cedr-8(15)-ene
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| Systematic IUPAC name
(3R,3aS,7S,8aS)-3,6,8,8-Tetramethyl-6-methylideneoctahydro-1H-3a,7-methanoazulene | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
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[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). | |
| Infobox references | |
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
References
- ↑ 1.0 1.1 Template:Aldrich
- ↑ 2.0 2.1 Template:Aldrich
- ↑ 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. doi:10.1128/aem.59.5.1336-1341.1993. PMID 16348930. Bibcode: 1993ApEnM..59.1336T.
- ↑ 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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