Cyclohexene, 6-ethenyl-6-methyl-1-(1-methylethyl)-3-(1-methylethylidene)-, (S)-

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,10,12H,1,8-9H2,2-6H3/t15-/m1/s1
IUPAC Standard InChIKey: QDUJKDRUFBJYSQ-OAHLLOKOSA-N
CAS Registry Number: 5951-67-7
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.
Other names: o-Menth-2-ene, 4-isopropylidene-1-vinyl-; α-Elemene; 1-Isopropyl-6-methyl-3-(1-methylethylidene)-6-vinyl-1-cyclohexene-, (S)-; (S)-6-ethenyl-6-methyl-1-(1-methylethyl)-3-(1-methylethylidene)cyclohexene; (E)-α-Elemene
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Other data available:
- Mass spectrum (electron ionization)
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Gas Chromatography

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

Kovats' RI, non-polar column, temperature ramp

Column type	Active phase	I	Reference	Comment
Capillary	SE-30	1490.	Jantan, Ahmad, et al., 1996	N2, 60. C @ 10. min, 3. K/min, 180. C @ 1. min; Column length: 25. m; Column diameter: 0.2 mm
Capillary	SE-30	1490.	Jantan, Ali, et al., 1995	N2, 60. C @ 10. min, 3. K/min, 180. C @ 1. min; Column length: 25. m; Column diameter: 0.2 mm

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	SPB-1	1505.	Radulovic, Mananjarasoa, et al., 2006	30. m/0.25 mm/0.25 μm, He, 50. C @ 3. min, 5. K/min, 250. C @ 15. min
Capillary	SE-30	1490.	bin Jantan, Ayop, et al., 2002	25. m/0.25 mm/0.25 μm, N2, 60. C @ 10. min, 3. K/min, 180. C @ 10. min

Van Den Dool and Kratz RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-20M	1635.	Jerkovic, Mastelic, et al., 2003	50. m/0.2 mm/0.2 μm, He, 70. C @ 4. min, 4. K/min, 180. C @ 10. min
Capillary	HP-20M	1687.	Radonic and Milso, 2003	50. m/0.2 mm/0.2 μm, He, 70. C @ 4. min, 5. K/min, 180. C @ 10. min
Capillary	Supelcowax-10	1685.	Granicher, Christen, et al., 1995	60. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 5. K/min, 230. C @ 20. min

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	1469.	Sardashti, Valizadeh, et al., 2013	60. m/0.25 mm/0.25 μm, Helium, 40. C @ 1. min, 3. K/min, 250. C @ 20. min
Capillary	CP Sil 5 CB	1431.	Sayyah, Kamalinejad, et al., 2001	25. m/0.25 mm/0.39 μm, He, 5. K/min; T_start: 60. C; T_end: 220. C
Capillary	CP-Sil 5 CB	1431.	Sayyah, Kamalinejad, et al., 2001, 2	25. m/0.25 mm/0.39 μm, Nitrogen, 5. K/min; T_start: 60. C; T_end: 220. C
Capillary	Ultra-2	1488.	Khalilov L.M., Khalilova A.Z., et al., 1999	32. C @ 5. min, 4. K/min; Column length: 50. m; Column diameter: 0.32 mm; T_end: 250. C
Capillary	SPB-5	1446.	Doneanu and Anitescu, 1998	50. m/0.32 mm/0.25 μm, He, 3. K/min, 240. C @ 20. min; T_start: 60. C
Capillary	OV-1	1477.	Kökdil, Tanker, et al., 1997	30. m/0.32 mm/0.25 μm, 40. C @ 4. min, 2. K/min; T_end: 270. C
Capillary	OV-101	1489.	Tkachenko and Zenkevich, 1993	Helium, 40. C @ 0. min, 3. K/min, 200. C @ 0. min; Column length: 52. m; Column diameter: 0.26 mm
Capillary	DB-1	1483.	Velasco-Negueruela, Pérez Alonso, et al., 1991	N2, 4. K/min; Column length: 30. m; T_start: 80. C; T_end: 220. C
Capillary	RSL-150	1487.	Ronse and De Pooter, 1990	30. m/0.32 mm/0.20 μm, 3. K/min; T_start: 30. C; T_end: 200. C
Capillary	OV-1	1486.	de Pooter, Nicolai, et al., 1988	50. m/0.20 mm/0.20 μm, He, 2. K/min; T_start: 30. C; T_end: 220. C
Capillary	OV-101	1486.	De Pooter and Schamp, 1986	30. m/0.5 mm/0.8 μm, He, 2. K/min; T_start: 40. C; T_end: 220. C
Capillary	OV-101	1486.	De Pooter and Schamp, 1986	30. m/0.5 mm/0.8 μm, He, 2. K/min; T_start: 40. C; T_end: 220. C
Capillary	OV-101	1485.	De Pooter and Schamp, 1986	30. m/0.5 mm/0.8 μm, He, 2. K/min; T_start: 40. C; T_end: 220. C

Normal alkane RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	5 % Phenyl methyl siloxane	1454.	Huang, Qin, et al., 2009	30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C (2 min) 10 0C/min -> 150 0C 15 0C/min -> 300 0C (10 min)
Capillary	SE-30	1486.	Vinogradov, 2004	Program: not specified
Capillary	Methyl Silicone	1486.	Zenkevich, 1996	Program: not specified
Capillary	OV-1	1487.	De Pooter and Schamp, 1987	35. m/0.50 mm/1.5 μm; Program: not specified

Normal alkane RI, polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-20M	1687.	Kulisic, Radonic, et al., 2005	50. m/0.20 mm/0.20 μm, Helium, 70. C @ 4. min, 4. K/min, 180. C @ 10. min
Capillary	Carbowax 20M	1615.	Gaydou, Faure, et al., 1989	50. m/0.32 mm/0.15 μm, H2, 2. K/min; T_start: 70. C; T_end: 210. C

References

Go To: Top, Gas Chromatography, Notes

Jantan, Ahmad, et al., 1996
Jantan, I.; Ahmad, A.S.; Ahmad, A.R.; Ali, N.A.M.; Ayop, N., Chemical composition of some citrus oils from Malaysia, J. Essent. Oil Res., 1996, 8, 6, 627-632, https://doi.org/10.1080/10412905.1996.9701030 . [all data]

Jantan, Ali, et al., 1995
Jantan, I.; Ali, N.A.M.; Ahmad, A.S.; Ahmad, A.R., Constituents of the essential oil of Leptospermum javanicum blume from peninsular Malaysia, Flavour Fragr. J., 1995, 10, 4, 255-258, https://doi.org/10.1002/ffj.2730100406 . [all data]

Radulovic, Mananjarasoa, et al., 2006
Radulovic, N.; Mananjarasoa, E.; Harinantenaina, L.; Yoshinori, A., Essential oil composition of four Croton species from Madagascar and their chemotaxonomy, Biochem. Syst. Ecol., 2006, 34, 8, 648-653, https://doi.org/10.1016/j.bse.2006.02.005 . [all data]

bin Jantan, Ayop, et al., 2002
bin Jantan, I.; Ayop, N.; Hiong, A.B.; Ahmad, A.S., Chemical composition of the essential oils of Cinnamomum cordatum Kosterm, Flavour Fragr. J., 2002, 17, 3, 212-214, https://doi.org/10.1002/ffj.1075 . [all data]

Jerkovic, Mastelic, et al., 2003
Jerkovic, I.; Mastelic, J.; Milos, M.; Juteau, F.; Masotti, V.; Viano, J., Chemical variability of Artemisia vulgaris L. essential oils originated from the Mediterranean area of France and Croatia, Flavour Fragr. J., 2003, 18, 5, 436-440, https://doi.org/10.1002/ffj.1246 . [all data]

Radonic and Milso, 2003
Radonic, A.; Milso, M., Chemical Composition and In Vitro Evaluation of Antioxidant Effect of Free Volatile Compounds From Satureja montana L., Free Radical Research, 2003, 37, 6, 673-679, https://doi.org/10.1080/1071576031000105643 . [all data]

Granicher, Christen, et al., 1995
Granicher, F.; Christen, P.; Kapetanidis, I., Essential oils from normal and hairy roots of valeriana officinalis var. sambucifolia, Phytochemistry, 1995, 40, 5, 1421-1424, https://doi.org/10.1016/0031-9422(95)00492-P . [all data]

Sardashti, Valizadeh, et al., 2013
Sardashti, A.R.; Valizadeh, J.; Adhami, Y., Variations in the essential oil composition of Peroskia abrotonolides of different growth stage in Baluchestan, Middle-East J. Sci. Res., 2013, 13, 6, 781-784. [all data]

Sayyah, Kamalinejad, et al., 2001
Sayyah, M.; Kamalinejad, M.; Hidage, R.B.; Rustaiyan, A., Antiepileptic potential and composition of the fruit essential oil of Ferula Gummosa boiss., 2001, retrieved from http://ibj.pasteur.ac.ir/ibj11/sayyah.htm. [all data]

Sayyah, Kamalinejad, et al., 2001, 2
Sayyah, M.; Kamalinejad, M.; Hidage, R.B.; Rustaiyan, A., Antiepileptic potential and composition of the fruit essential oil of Ferula Gummosa boiss, Iranian Biomed J., 2001, 5, 2-3, 69-72. [all data]

Khalilov L.M., Khalilova A.Z., et al., 1999
Khalilov L.M.; Khalilova A.Z.; Odinokov V.N.; Baltaev U.A.; Paramonov E.A.; Dzhemilev U.M., Identification and biological activity of the volatile organic substances emitted by plants and insects - II. Sesquiterpene composition of the native scent of leaves of the potato Solanum tuberosum, Chem. Nat. Compd. (Engl. Transl.), 1999, 35, 4, 422-426, https://doi.org/10.1007/BF02282508 . [all data]

Doneanu and Anitescu, 1998
Doneanu, C.; Anitescu, G., Supercritical carbon dioxide extraction of Angelica archangelica L. root oil, J. Supercrit. Fluids, 1998, 12, 1, 59-67, https://doi.org/10.1016/S0896-8446(97)00040-5 . [all data]

Kökdil, Tanker, et al., 1997
Kökdil, G.; Tanker, M.; Kurucu, S.; Topcu, G., Essential oil analysis of Nepeta cilicia Boiss., Flavour Fragr. J., 1997, 12, 2, 99-101, https://doi.org/10.1002/(SICI)1099-1026(199703)12:2<99::AID-FFJ619>3.0.CO;2-# . [all data]

Tkachenko and Zenkevich, 1993
Tkachenko, K.G.; Zenkevich, I.G., The Essential Oil of the Flowers of Heracleum antasiaticum Manden, Grown in Russia, J. Essent. Oil Res., 1993, 5, 2, 227-228. [all data]

Velasco-Negueruela, Pérez Alonso, et al., 1991
Velasco-Negueruela, A.; Pérez Alonso, M.J.; Burzaco, A., Aceites esenciales de tomillos ibéricos. VI. Contribución al conocimiento del aceite esencial de thymus capitellatus Hoffmanns. Link, Anales Jard. Bot. Madrid, 1991, 49, 1, 77-81. [all data]

Ronse and De Pooter, 1990
Ronse, A.C.; De Pooter, H.L., Essential Oil Production by Belgian Artemisia alba (Turra) before and after Micropropagation, J. Essent. Oil Res., 1990, 2, 5, 237-242, https://doi.org/10.1080/10412905.1990.9697873 . [all data]

de Pooter, Nicolai, et al., 1988
de Pooter, H.L.; Nicolai, B.; De Laet, J.; De Buyck, L.F.; Schamp, N.M.; Goetghebeur, P., The Essential Oils of Five Nepeta Species. A Preliminary Evaluation of their Use in Chemotaxonomy by Cluster Analysis, Flavour Fragr. J., 1988, 3, 4, 155-159, https://doi.org/10.1002/ffj.2730030404 . [all data]

De Pooter and Schamp, 1986
De Pooter, H.L.; Schamp, N.M., Comparison of the Volatile Composition of Some Calamintha/Satureja Species, Prog. Essnt. Oil. Res., 1986, 139-150. [all data]

Huang, Qin, et al., 2009
Huang, B.; Qin, L.; Chu, Q.; Zhang, Q.; Gao, L.; Zheng, H., Comparison of headspace SPME with hydrodistillation and SFE for analysis of the volatile components of the roots of Valeriana officinalis var. latifolia, Chromatographia, 2009, 69, 5/6, 489-496, https://doi.org/10.1365/s10337-008-0921-y . [all data]

Vinogradov, 2004
Vinogradov, B.A., Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]

Zenkevich, 1996
Zenkevich, I.G., Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Mass Spectral Identification. Mono- and Sesquiterpenes, Rastitelnye Resursy (Plant resources), 1996, 34, 1-2, 48-58. [all data]

De Pooter and Schamp, 1987
De Pooter, H.L.; Schamp, N.M., The Essential Oil of Mentha X villosa nm. alopecuroides, Flavour Fragr. J., 1987, 2, 4, 163-165, https://doi.org/10.1002/ffj.2730020405 . [all data]

Kulisic, Radonic, et al., 2005
Kulisic, T.; Radonic, A.; Milos, M., Inhibition of Lard Oxidation by Fractions of Different Essential Oil, Grasas y Aceites, 2005, 56, 4, 284-291, https://doi.org/10.3989/gya.2005.v56.i4.94 . [all data]

Gaydou, Faure, et al., 1989
Gaydou, E.M.; Faure, R.; Bianchini, J.-P.; Lamaty, G.; Rakotonirainy, O.; Randriamiharisoa, R., Sesquiterpene composition of basil oil. Assignment of the ¹H and ¹³C NMR spectra of β-elemene with two-dimensional NMR, J. Agric. Food Chem., 1989, 37, 4, 1032-1037, https://doi.org/10.1021/jf00088a048 . [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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