Caryophyllene

• Formula: C₁₅H₂₄
• Molecular weight: 204.3511
• IUPAC Standard InChI: InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m0/s1 Copy

  
• IUPAC Standard InChIKey: NPNUFJAVOOONJE-IOMPXFEGSA-N Copy
• CAS Registry Number: 87-44-5
• Chemical structure:
  This structure is also available as a 2d Mol file
• Species with the same structure:
  • Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-deriv.
  • (E)-Caryophyllene
  • trans-β-Caryophyllene
  • (E)-β-Caryophyllene
• Stereoisomers:
  • Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-,[1R-(1R*,4Z,9S*)]-
  • Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-
  • (1R,9R,E)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene
  • 9-epi-Caryophyllene
  • cis-Caryophyllene
  • (+)(E)-Caryophyllene
  • 2-epi-(E)- β-Caryophyllene
  • 9-epi-β-Caryophyllene
  • cis-Caryophyllene
  • 2-epi-(E)-β-Caryophyllene
  • β-cis-Caryophyllene
  • Isocaryophyllene
• Other names: Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, [1R-(1R*,4E,9S*)]-; Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (E)-(1R,9S)-(-)-; β-Caryophyllen; β-Caryophyllene; trans-Caryophyllene; L-Caryophyllene; Bicyclo(7.2.0)undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-; 8-Methylene-4,11,11-(trimethyl)bicyclo(7.2.0)undec-4-ene, (1R,4E,9S)-; beta-Caryophyllene; β-(E)-Caryophyllene; β-trans-Caryophyllene; Caryophyllene, (E); E-β-Caryophyllene; (E)-Caryophyllene; trans-β-Caryophyllene; (-)-(E)-Caryophyllene; Caryophyllene B; NSC 11906; t-β-caryophyllene; β-Caryophillene; 4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene; β-cariofillene; β-caryophellene; bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-[1R-(4E,9S)]; (E)-β-Caryophylene
• Information on this page:
  • Kovats' RI, non-polar column, isothermal
  • References
  • Notes
• Other data available:
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Options:
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Kovats' RI, non-polar column, isothermal

Go To: Top, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

References

Go To: Top, Kovats' RI, non-polar column, isothermal, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Hoskovec, Grygarová, et al., 2005
Hoskovec, Michal; Grygarová, Dana; Cvacka, Josef; Streinz, Ludvík; Zima, Jirí; Verevkin, Sergey P.; Koutek, Bohumír, Determining the vapour pressures of plant volatiles from gas chromatographic retention data, Journal of Chromatography A, 2005, 1083, 1-2, 161-172, https://doi.org/10.1016/j.chroma.2005.06.006 . [all data]

Szafranek, Chrapkowska, et al., 2005
Szafranek, B.; Chrapkowska, K.; Pawinska, M.; Szafranek, J., Analysis of leaf surface sesquiterpenes in potato varieties, J. Agric. Food Chem., 2005, 53, 8, 2817-2822, https://doi.org/10.1021/jf040437g . [all data]

Viswanathan, Maridass, et al., 2002
Viswanathan, M.B.; Maridass, M.; Thangadurai, D.; Ramesh, N., Chemical constituents of the fruit essential oil of Diospyros malabarica (Desr.) Kostel (Ebenaceae), Acta Pharmaceutica, 2002, 52, 207-211. [all data]

Tudor, 1997
Tudor, E., Temperature dependence of the retention index for perfumery compounds on a SE-30 glass capillary column. I. Linear equations, J. Chromatogr. A, 1997, 779, 1-2, 287-297, https://doi.org/10.1016/S0021-9673(97)00453-6 . [all data]

Baaliouamer, Boudarene, et al., 1993
Baaliouamer, A.; Boudarene, L.; Meklati, B.Y., Use of local lagrange interpolation of calculation of retention indices in linear temperature-programmed gas chromatrography, Chromatographia, 1993, 35, 1/2, 67-72, https://doi.org/10.1007/BF02278559 . [all data]

Szabolcs, Benecke, et al., 1985
Szabolcs, N.; Benecke, R.; Thieme, H., Természetes eredetu növényi anyagok gázkromatográfiás retenciós tulajdonságai. I. A lavandula- és lavandinolaj fo kimponenseinek retenciós indexei, Acta Pharm. Hung., 1985, 55, 49-58. [all data]

Benecke, Thieme, et al., 1982
Benecke, R.; Thieme, H.; Nyiredy, Sz., Retentionsverhalten der Hauptkomponenten der Lavendel und Lavandinöle an Verschiedenen stationären Phasen in Abhängigkeit von der Säulentemperatur, J. Chromatogr., 1982, 238, 1, 75-87, https://doi.org/10.1016/S0021-9673(00)82713-2 . [all data]

Andersen, Bissonette, et al., 1977
Andersen, N.H.; Bissonette, P.; Liu, C.-B.; Shunk, B.; Ohta, Y.; Tseng, C.-L.W.; Moore, A.; Huneck, S., Sesquiterpenes of nine European liverworts from the genera, Anastrepta, Bazzania, Jungermannia, Lepidozia, and Scapania, Phytochemistry, 1977, 16, 11, 1731-1751, https://doi.org/10.1016/0031-9422(71)85081-1 . [all data]

Andersen and Falcone, 1969
Andersen, N.H.; Falcone, M.S., The identification of sesquiterpene hydrocarbons from gas-liquid chromatography retention data, J. Chromatogr., 1969, 44, 52-59, https://doi.org/10.1016/S0021-9673(01)92497-5 . [all data]

Notes

Go To: Top, Kovats' RI, non-polar column, isothermal, References

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