α-Copaene

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h5,9,11-14H,6-8H2,1-4H3
IUPAC Standard InChIKey: VLXDPFLIRFYIME-UHFFFAOYSA-N
CAS Registry Number: 3856-25-5
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript.
Stereoisomers:
- Ylangene
- trans-α-Copaene
Other names: Copaene; Tricyclo[4.4.0.02,7]dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, stereoisomer; Tricyclo[4.4.0.02,7]dec-3-ene, 8-isopropyl-1,3-dimethyl-, (1R,2S,6S,7S,8S)-(-)-; (-)-α-Copaene; Copaen; Tricyclo[4.4.0.0(2,7)]dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, st; Aglaiene; Tricyclo[4.4.0.0(2,7)]dec-3-ene, 8-isopropyl-1,3-dimethyl-; Tricyclo[4.4.0.0(2,7)]dec-3-ene, 8-isopropyl-1,3-dimethyl-, (1R,2S,6S,7S,8S)-; 8-isopropyl-1,3-dimethyltricyclo[4.4.0.02,7]dec-3-ene
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Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
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Kovats' RI, non-polar column, custom temperature program

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	BP-1	HP-5	DB-5	BP-1
Column length (m)		25.	30.	30.	25.
Carrier gas	He	N2	He	He	N2
Substrate
Column diameter (mm)		0.25	0.25	0.25	0.25
Phase thickness (μm)		0.25	0.25	0.25	0.25
Program	60C(5min) => 3C/min => 100C => 1C/min => 160C => 10C/min => 240C(10min)	60C => 5C/min => 220C(5min) => 3C/min => 245C(5min)	40C(10min) => 3C/min => 200C => 2C/min => 220C	35C => 4C/min => 180C => 20C/min => 280C	60C => 5C/min => 220C (5min) => 3C/min => 245 C (5min)
I	1375.	1369.	1373.	1376.	1380.
Reference	de Marchese, de Heluani, et al., 2007	Dwivedi, Khan, et al., 2004	Sibanda, Chigwada, et al., 2004	Araújo, Silveira, et al., 2003	Khan, Srivastava, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	BP-1	HP-5	DB-5MS	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	N2	H2	He
Substrate
Column diameter (mm)	0.25	0.32	0.32	0.25	0.26
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
Program	not specified	60 C 5 C/min -> 220 C (5 min) 3 C/min -> 245 C (5 min)	60 0C (8 min) 3 K/min -> 180 0C 20 K/min (20 min)	40C => 2C/min => 60C => 4C/min => 260C	not specified
I	1376.	1380.	1373.	1375.	1376.
Reference	Shellie and Marriott, 2003	Khan, Srivastava, et al., 2002	Frizzo, Serafini, et al., 2001	Maia, Andrade, et al., 2000	Adams, 1998
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Packed
Active phase	DB-5	SF-96	SF-96	SE-30
Column length (m)	30.	127.	150.	6.1
Carrier gas	He			He
Substrate				Chromasorb W
Column diameter (mm)	0.25	0.75	0.75
Phase thickness (μm)	0.25
Program	40C => 2C/min => 60C => 4C/min => 240C	not specified	not specified	150C (10min) => 15C/min => 200C(16min) => 10C/min => 240C
I	1372.	1392.	1392.	1400.
Reference	Santos, Andrade, et al., 1998	Okamoto, Ellison, et al., 1981	Malingré and Maarse, 1974	Minyard, Tumlinson, et al., 1967
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Kovats' RI, non-polar column, custom temperature program, Notes

de Marchese, de Heluani, et al., 2007
de Marchese, M.J.A.; de Heluani, C.S.; Catalán, C.A.N.; Griffin, C.A.; Vaughn, J.B., Jr.; Herz, W., Incisol, an alcohol with a novel sesquiterpene skeleton from Xenophyllum incisum, Biochem. Syst. Ecol., 2007, 35, 3, 169-175, https://doi.org/10.1016/j.bse.2006.10.006 . [all data]

Dwivedi, Khan, et al., 2004
Dwivedi, S.; Khan, M.; Srivastava, S.K.; Syamasunnder, K.V.; Srivastava, A., Essential oil composition of different accessions of Mentha × piperita L. grown on the northern plains of India, Flavour Fragr. J., 2004, 19, 5, 437-440, https://doi.org/10.1002/ffj.1333 . [all data]

Sibanda, Chigwada, et al., 2004
Sibanda, S.; Chigwada, G.; Poole, M.; Gwebu, E.T.; Noletto, J.A.; Schmidt, J.M.; Rea, A.I.; Setzer, W.N., Composition and bioactivity of the leaf essential oil of Heteropyxis dehniae from Zimbabwe, J. Ethnopharmacol., 2004, 92, 1, 107-111, https://doi.org/10.1016/j.jep.2004.02.010 . [all data]

Araújo, Silveira, et al., 2003
Araújo, E.C.C.; Silveira, E.R.; Lima, M.A.S.; Neto, M.A.; de Andrade, I.L.; Lima, M.A.A.; Santiago, G.M.P.; Mesquita, A.L.M., Insecticidal activity and chemical composition of volatile oils from Hyptis martiusii Benth, J. Agric. Food Chem., 2003, 51, 13, 3760-3762, https://doi.org/10.1021/jf021074s . [all data]

Khan, Srivastava, et al., 2003
Khan, M.; Srivastava, S.K.; Jain, N.; Syamasundar, K.V.; Yadav, A.K., Chemical composition of fruit and stem essential oils of Lantana camara from northern India, Flavour Fragr. J., 2003, 18, 5, 376-379, https://doi.org/10.1002/ffj.1197 . [all data]

Shellie and Marriott, 2003
Shellie, R.A.; Marriott, P.J., Comprehensive two-dimensional gas chromatography-mass spectrometry analysis of Pelargonium graveolens essential oil using rapid scanning quadrupole mass spectrometry, Analyst, 2003, 128, 7, 879-883, https://doi.org/10.1039/b304371a . [all data]

Khan, Srivastava, et al., 2002
Khan, M.; Srivastava, S.K.; Syamasundar, K.V.; Singh, M.; Naqvi, A.A., Chemical composition of leaf and flower essential oil of Lantana camara from India, Flavour Fragr. J., 2002, 17, 1, 75-77, https://doi.org/10.1002/ffj.1047 . [all data]

Frizzo, Serafini, et al., 2001
Frizzo, C.D.; Serafini, L.A.; Dellacassa, E.; Lorenzo, D.; Moyna, P., Essential oil of Baccharis uncinella DC. from Southern Brazil, Flavour Fragr. J., 2001, 16, 4, 286-288, https://doi.org/10.1002/ffj.998 . [all data]

Maia, Andrade, et al., 2000
Maia, J.G.S.; Andrade, E.H.A.; Zoghbi, M.G.B., Volatile constituents of the leaves, fruits and flowers of cashew ( Anacardium occidentaleL.), J. Food Comp. Anal., 2000, 13, 3, 227-232, https://doi.org/10.1006/jfca.2000.0894 . [all data]

Adams, 1998
Adams, R.P., The essential oils and chemotaxonomy of Juniperus sect. Juniperus, Biochem. Syst. Ecol., 1998, 26, 6, 637-645, https://doi.org/10.1016/S0305-1978(98)00020-9 . [all data]

Santos, Andrade, et al., 1998
Santos, A.S.; Andrade, E.H.A.; Zoghbi, M.G.B.; Maia, J.G.S., Volatile constituents of fruits of Annona glabra L. from Brazil, Flavour Fragr. J., 1998, 13, 3, 148-150, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<148::AID-FFJ711>3.0.CO;2-Y . [all data]

Okamoto, Ellison, et al., 1981
Okamoto, R.A.; Ellison, B.O.; Kepner, R.E., Volatile terpenes in Sequoia sempervirens foliage. Changes in composition during maturation, J. Agric. Food Chem., 1981, 29, 2, 324-326, https://doi.org/10.1021/jf00104a026 . [all data]

Malingré and Maarse, 1974
Malingré, T.M.; Maarse, H., Composition of the essential oil of Mentha aquatica, Phytochemistry, 1974, 13, 8, 1531-1535, https://doi.org/10.1016/0031-9422(74)80322-5 . [all data]

Minyard, Tumlinson, et al., 1967
Minyard, J.P.; Tumlinson, J.H.; Thompson, A.C.; Hedin, P.A., Constituents of the cotton bud. The carbonyl compounds, J. Agric. Food Chem., 1967, 15, 3, 517-524, https://doi.org/10.1021/jf60151a021 . [all data]

Notes

Go To: Top, Kovats' RI, non-polar column, custom temperature program, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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