Cedrene

Source: Wikipedia, the free encyclopedia.
(−)-α-cedrene
Names
IUPAC name
Cedr-8-ene
Systematic IUPAC name
(3R,3aS,7S,8aS)-3,6,8,8-Tetramethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-methanoazulene
Identifiers
3D model (
JSmol
)
2207578
ChEBI
ChemSpider
ECHA InfoCard
 100.031.131 Edit this at Wikidata
EC Number
  • 234-257-7
KEGG
UNII
  • InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12+,13+,15+/m1/s1
    Key: IRAQOCYXUMOFCW-OSFYFWSMSA-N
  • InChI=1/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12+,13+,15+/m1/s1
    Key: IRAQOCYXUMOFCW-OSFYFWSMBF
SMILES
  • C[C@@H]1CC[C@@H]2[C@]13CC=C([C@H](C3)C2(C)C)C
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:
GHS02: FlammableGHS08: Health hazardGHS09: Environmental hazard
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).
(+)-β-cedrene
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 Edit this at Wikidata
UNII
  • InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h11-13H,1,5-9H2,2-4H3/t11-,12+,13+,15+/m1/s1
    Key: DYLPEFGBWGEFBB-OSFYFWSMSA-N
  • InChI=1/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h11-13H,1,5-9H2,2-4H3/t11-,12+,13+,15+/m1/s1
    Key: DYLPEFGBWGEFBB-OSFYFWSMBA
SMILES
  • C[C@@H]1CC[C@@H]2[C@]13CCC(=C)[C@H](C3)C2(C)C
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.

Uses

Used in various perfumes and fragrances to produce a woody scent.[6]

See also

References

  1. ^ a b Sigma-Aldrich Co., (−)-α-Cedrene. Retrieved on 8 July 2012.
  2. ^ a b Sigma-Aldrich Co., (+)-β-Cedrene. Retrieved on 8 July 2012.
  3. doi:10.1016/S0040-4039(98)01680-3
    .
  4. PMID 16348930
    .
  5. PMID 11554814
    .
  6. ^ PubChem. "Cedrene". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-03-13.
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