Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)-, (3R-trans)-
- 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/h7,10-11,14H,1,4,8-9H2,2-3,5-6H3
- IUPAC Standard InChIKey: MXDMETWAEGIFOE-UHFFFAOYSA-N
- CAS Registry Number: 20307-84-0
- 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: p-Menth-3-ene, 2-isopropenyl-1-vinyl-, (1S,2R)-(-)-; δ-EIemene; (3R-trans)-4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)cyclohexene; 3-Isopropenyl-1-isopropyl-4-methyl-4-vinyl-1-cyclohexene-, (3R-trans)-; Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1-methylethyl)-, (3R,4R)-; 3-Isopropenyl-1-isopropyl-4-methyl-4-vinyl-1-cyclohexene-, (3R,4R)-; (3R,4R)-1-Isopropyl-4-methyl-3-(prop-1-en-2-yl)-4-vinylcyclohex-1-ene; δ-Elemene; σ-Elemene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Normal alkane RI, polar column, temperature ramp
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
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-Innowax | DB-Wax | Carbowax | Supelcowax-10 | Supelcowax-10 |
| Column length (m) | 60. | 30. | 60. | 30. | 30. |
| Carrier gas | Helium | Hydrogen | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 30. | 60. | 50. | 40. |
| Tend (C) | 220. | 230. | 250. | 250. | 250. |
| Heat rate (K/min) | 5. | 8. | 2. | 2. | 2. |
| Initial hold (min) | 1. | 5. | 8. | ||
| Final hold (min) | 5. | 10. | 15. | 33. | |
| I | 1474. | 1480. | 1470. | 1465. | 1477. |
| Reference | Feng, Cui, et al., 2011 | Karlsson, Birgersson, et al., 2009 | Ferhat, Meklati, et al., 2007 | Raal, Orav, et al., 2007 | Sylvestre, Pichette, et al., 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | BP-20 | Stabilwax | Stabilwax | DB-Wax |
| Column length (m) | 50. | 50. | 30. | 30. | 60. |
| Carrier gas | He | H2 | N2 | ||
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.22 | 0.32 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.5 | 0.5 | 0.25 |
| Tstart (C) | 60. | 60. | 40. | 40. | 70. |
| Tend (C) | 220. | 220. | 280. | 280. | 230. |
| Heat rate (K/min) | 2. | 2. | 6. | 6. | 2. |
| Initial hold (min) | 5. | 5. | 2. | ||
| Final hold (min) | 20. | 20. | 5. | 5. | 20. |
| I | 1466. | 1467. | 1468. | 1469. | 1488. |
| Reference | Boti, Yao, et al., 2006 | Fanciullino, Tomi, et al., 2006 | Jirovetz, Buchbauer, et al., 2005 | Jirovetz, Buchbauer, et al., 2005, 2 | Njoroge, Koaze, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | Supelcowax-10 | Supelcowax-10 | DB-Wax | Carbowax 20M |
| Column length (m) | 60. | 30. | 60. | 60. | 50. |
| Carrier gas | N2 | He | He | Helium | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.2 | 0.25 | |
| Tstart (C) | 70. | 50. | 60. | 70. | 90. |
| Tend (C) | 230. | 220. | 200. | 210. | 220. |
| Heat rate (K/min) | 2. | 4. | 4. | 2. | 3. |
| Initial hold (min) | 2. | 3. | |||
| Final hold (min) | 20. | 30. | 40. | 60. | |
| I | 1488. | 1459. | 1448. | 1471. | 1468. |
| Reference | Njoroge, Koaze, et al., 2005, 2 | Wong, Lee, et al., 2005 | Gauvin, Ravaomanarivo, et al., 2004 | Mookdasanit, Tamura, et al., 2003 | Priestap, van Baren, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-Innowax | HP-Innowax | DB-Wax | DB-Wax | RTX-Wax |
| Column length (m) | 50. | 50. | 60. | 60. | 60. |
| Carrier gas | N2 | N2 | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.2 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.2 | 0.2 | 0.25 | 0.25 | 0.5 |
| Tstart (C) | 50. | 50. | 70. | 70. | 40. |
| Tend (C) | 220. | 220. | 230. | 230. | 180. |
| Heat rate (K/min) | 4. | 4. | 2. | 2. | 5. |
| Initial hold (min) | 5. | 5. | 2. | 2. | 5. |
| Final hold (min) | 20. | 20. | 20. | ||
| I | 1470. | 1480. | 1459. | 1470. | 1501. |
| Reference | Stashenko, Jaramillo, et al., 2003 | Stashenko, Jaramillo, et al., 2003 | Tu, Onishi, et al., 2003 | Tu, Onishi, et al., 2003, 2 | Galindo-Cuspinera, Lubran, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | DB-Wax | DB-Wax | DB-Wax | DB-Wax |
| Column length (m) | 60. | 60. | 30. | 60. | 30. |
| Carrier gas | H2 | He | He | He | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.2 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 40. | 40. | 50. | 60. | 45. |
| Tend (C) | 245. | 200. | 180. | 240. | 220. |
| Heat rate (K/min) | 1.5 | 2. | 3. | 4. | 3. |
| Initial hold (min) | 2. | 8. | |||
| Final hold (min) | 20. | ||||
| I | 1460. | 1452. | 1445. | 1476. | 1482. |
| Reference | Gancel, Ollé, et al., 2002 | Umano, Hagi, et al., 2002 | Franco and Shibamoto, 2000 | Ngassoum, Yonkeu, et al., 1999 | Molleken U., Sinnwell V., et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | BP-20 | Supelcowax-10 | DB-Wax | Carbowax 20M |
| Column length (m) | 25. | 25. | 30. | 30. | 60. |
| Carrier gas | H2 | He | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.33 | 0.33 | 0.25 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.5 | 0.5 | 0.5 | 0.25 | |
| Tstart (C) | 80. | 80. | 60. | 40. | 50. |
| Tend (C) | 220. | 220. | 240. | 210. | 150. |
| Heat rate (K/min) | 5. | 5. | 4. | 3. | 2. |
| Initial hold (min) | 1. | 10. | |||
| Final hold (min) | 25. | 20. | |||
| I | 1469. | 1470. | 1472. | 1465. | 1475. |
| Reference | Bignell, Dunlop, et al., 1997 | Bignell, Dunlop, et al., 1997, 2 | Zunino, Novillo-Newton, et al., 1997 | Pollak and Berger, 1996 | Tirado, Stashenko, et al., 1995 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | Carbowax 20M | DB-Wax | Supelcowax-10 | Carbowax 20M |
| Column length (m) | 60. | 45. | 30. | 30. | 150. |
| Carrier gas | He | Hydrogen | |||
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.66 | |
| Phase thickness (μm) | 0.25 | 1.0 | |||
| Tstart (C) | 50. | 60. | 70. | 50. | 60. |
| Tend (C) | 230. | 200. | 200. | 240. | 170. |
| Heat rate (K/min) | 2. | 2. | 4. | 4. | 1. |
| Initial hold (min) | 4. | 5. | 2. | 2. | 40. |
| Final hold (min) | 10. | ||||
| I | 1465. | 1465. | 1475. | 1469. | 1440. |
| Reference | Shimoda, Shiratsuchi, et al., 1993 | Kollmannsberger, Nitz, et al., 1992 | Wyllie, Brophy, et al., 1990 | Ramaswami, Briscese, et al., 1988 | Buttery, Ling, et al., 1987 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary |
|---|---|
| Active phase | Supelcowax-10 |
| Column length (m) | 30. |
| Carrier gas | He |
| Substrate | |
| Column diameter (mm) | |
| Phase thickness (μm) | |
| Tstart (C) | 50. |
| Tend (C) | 240. |
| Heat rate (K/min) | 4. |
| Initial hold (min) | 2. |
| Final hold (min) | 10. |
| I | 1469. |
| Reference | Ramaswami, Briscese, et al., 1986 |
| Comment | MSDC-RI |
References
Go To: Top, Normal alkane RI, polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Feng, Cui, et al., 2011
Feng, T.; Cui, J.-J.; Xiao, Z.-B.; Tian, H.-X.; Yi, F.-P.; Ma, X.,
Chemical composition od essential oil from the peel of Chinese Torreya grandis Frt,
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Karlsson, Birgersson, et al., 2009
Karlsson, M.F.; Birgersson, G.; Prado, A.M.C.; Bosa, F.; Bengtsson, M.; Witzgall, P.,
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Ferhat, Meklati, et al., 2007
Ferhat, M.A.; Meklati, B.Y.; Chemat, F.,
Comparison of different isolation methods of essential oil from Citrus fruits: cold pressing, hydrodistillation and microwave dry distillation,
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Raal, Orav, et al., 2007
Raal, A.; Orav, A.; Arak, E.; Kailas, T.; Müürisepp, M.,
Variation in the composition of the essential oil of Valeriana officinalis L. roots from Estonia,
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Sylvestre, Pichette, et al., 2007
Sylvestre, M.; Pichette, A.; Longtin, A.; Martin, M.-A.C.; Bercion, S.R.; Legault, J.,
Chemical composition of leaf essential oil of Hedyosmum arborescens and evaluation of its anticancer activity,
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Boti, Yao, et al., 2006
Boti, J.B.; Yao, P.A.; Koukoua, G.; N'Guessan, T.Y.; Casanova, J.,
Components and chemical variability of Isolona campanulata Engler Diels leaf oil,
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Fanciullino, Tomi, et al., 2006
Fanciullino, A.-L.; Tomi, F.; Luro, F.; Desjobert, J.M.; Casanova, J.,
Chemical variability of peel and leaf oils of mandarins,
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Jirovetz, Buchbauer, et al., 2005
Jirovetz, L.; Buchbauer, G.; Ngassoum, M.B.; Parmentier, M.,
Chemical composition and olfactory characterization of essential oils of fruits and seeds of African pear (Dacryodes edulis (G. Don) H. J. Lam) from Cameroon,
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Jirovetz, Buchbauer, et al., 2005, 2
Jirovetz, L.; Buchbauer, G.; Stoyanova, A.; Balinova, A.; Guangjiun, Z.; Xihan, M.,
Solid phase microextraction/gas chromatographic and olfactory analysis of the scent and fixative properties of the essential oil of Rosa damascena L. from China,
Flavour Fragr. J., 2005, 20, 1, 7-12, https://doi.org/10.1002/ffj.1375
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Njoroge, Koaze, et al., 2005
Njoroge, S.M.; Koaze, H.; Mwaniki, M.; Minh Tu, N.T.; Sawamura, M.,
Essential oils of Kenyan Citrus fruits: volatile components of two varieties of mandarins (Citrus reticulata) and a tangelo (C. paradisi × C. tangerina),
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Njoroge, Koaze, et al., 2005, 2
Njoroge, S.M.; Koaze, H.; Karanja, P.N.; Sawamura, M.,
Essential oil constituents of three varieties of Kenyan sweet oranges (Citrus sinensis),
Flavour Fragr. J., 2005, 20, 1, 80-85, https://doi.org/10.1002/ffj.1377
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Wong, Lee, et al., 2005
Wong, K.C.; Lee, B.C.; Lam, N.F.; Ibrahim, P.,
Essential oils of the rhizomes of Alpinia conchigera Griff. and Alpinia latilabris Ridl.,
Flavour Fragr. J., 2005, 20, 4, 431-433, https://doi.org/10.1002/ffj.1458
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Gauvin, Ravaomanarivo, et al., 2004
Gauvin, A.; Ravaomanarivo, H.; Smadja, J.,
Comparative analysis by gas chromatography?mass spectrometry of the essential oils from bark and leaves of Cedrelopsis grevei Baill, an aromatic and medicinal plant from Madagascar,
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Mookdasanit, Tamura, et al., 2003
Mookdasanit, J.; Tamura, H.; Yoshizawa T.; Tokunaga T.; Nakanishi, K.,
Trace Volatile Compounds in Essential Oil of Citrus Sudachi by Means of Modified Solvent Extraction Method,
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Priestap, van Baren, et al., 2003
Priestap, H.A.; van Baren, C.M.; Lira, P.D.L.; Coussio, J.D.; Bandoni, A.L.,
Volatile constituents of Aristolochia argentina,
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Stashenko, Jaramillo, et al., 2003
Stashenko, E.E.; Jaramillo, B.E.; Martínez, J.R.,
Comparación de la composición química y de la actividad antioxidante in vitro de los metabolitos secundarios volátiles de plantas de la familia verbenaceae,
Rev. Acad. Colomb. Cienc. Exactas Fis. Nat., 2003, 27, 105, 579-597. [all data]
Tu, Onishi, et al., 2003
Tu, N.T.M.; Onishi, Y.; Son, U.S.; Ogawa, E.; Ukeda, H.; Sawamura, M.,
Characteristic odour components of Citrus inflata Hort. Ex Tanaka (Mochiyu) cold-pressed peel oil,
Flavour Fragr. J., 2003, 18, 5, 454-459, https://doi.org/10.1002/ffj.1252
. [all data]
Tu, Onishi, et al., 2003, 2
Tu, N.T.M.; Onishi, Y.; Choi, H.S.; Kondo, Y.; Ukeda, H.; Sawamura, M.,
Characteristic odour components of Citrus sp. (Kiyookadaidai) cold-pressed peel oil,
Flavour Fragr. J., 2003, 18, 6, 515-520, https://doi.org/10.1002/ffj.1260
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Galindo-Cuspinera, Lubran, et al., 2002
Galindo-Cuspinera, V.; Lubran, M.B.; Rankin, S.A.,
Comparison of volatile compounds in water- and oil-soluble annatto (Bixa orellana L.) extracts,
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Gancel, Ollé, et al., 2002
Gancel, A.-L.; Ollé, D.; Ollitrault, P.; Luro, F.; Brillouet, J.-M.,
Leaf and peel volatile compounds of an interspecific citrus somatic hybrid [Citrus aurantifolia (Christm.) Swing. + Citrus paradisi Macfayden],
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Umano, Hagi, et al., 2002
Umano, K.; Hagi, Y.; Shibamoto, T.,
Volatile chemicals identified in extracts from newly hybrid citrus, dekopon (Shiranuhi mandarin Suppl. J.),
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Franco and Shibamoto, 2000
Franco, M.R.B.; Shibamoto, T.,
Volatile composition of some Brazilian fruits: umbu-caja (Spondias citherea), camu-camu (Myrciaria dubia), araca-boi (Eugenia stipitata), and cupuacu (Theobroma grandiflorum),
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Ngassoum, Yonkeu, et al., 1999
Ngassoum, M.B.; Yonkeu, S.; Jirovetz, L.; Buchbauer, G.; Schmaus, G.; Hammerschmidt, F.-J.H.,
Chemical composition of essential oils of Lantana camara leaves and flowers from Cameroon and Madagascar,
Flavour Fragr. J., 1999, 14, 4, 245-250, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<245::AID-FFJ819>3.0.CO;2-X
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Molleken U., Sinnwell V., et al., 1998
Molleken U.; Sinnwell V.; Kubeczka K.H.,
TThe essential oil composition of fruits from Smyrnium perfoliatum,
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Bignell, Dunlop, et al., 1997
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some Queensland and Norther Australian species of the genus Eucalyptus (Series II) Part II. Subgenera (a) Blakella, (b) Corymbia, (c) Unnamed, (d) Idiogenes, (e) Monocalyptus and (f) Symphyomyrtus,
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Bignell, Dunlop, et al., 1997, 2
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some south-western and southern Australian speices of the genus Eucalyptus (Series I). Part XVIII. A. Subgenus monocalyptus. B. Subgenus Symphyomyrtus: (i) section Guilfoyleanae; (ii) section bisectaria, series accedentes, series occidentales, series levispermae, series loxophlebae, series macrocarpae, series orbifoliae, series calycogonae; (iii) section dumaria, series incrassatae and series ovulares,
Flavour Fragr. J., 1997, 12, 423-432. [all data]
Zunino, Novillo-Newton, et al., 1997
Zunino, M.P.; Novillo-Newton, M.; Maestri, D.M.; Zygadlo, J.A.,
Composition of the essential oil of Baccharis crispa Spreng. and Baccharis salicifolia Pers. grown in Cordoba (Argentina),
Flavour Fragr. J., 1997, 12, 6, 405-407, https://doi.org/10.1002/(SICI)1099-1026(199711/12)12:6<405::AID-FFJ667>3.0.CO;2-R
. [all data]
Pollak and Berger, 1996
Pollak, F.C.; Berger, R.G.,
Geosmin and Related Volatiles in Bioreactor-Cultured Streptomyces citreus CBS 109.60,
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Tirado, Stashenko, et al., 1995
Tirado, C.B.; Stashenko, E.E.; Combariza, M.Y.; Martinez, J.R.,
Comparative study of Colombian citrus oils by high-resolution gas chromatography and gas chromatography-mass spectrometry,
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Shimoda, Shiratsuchi, et al., 1993
Shimoda, M.; Shiratsuchi, H.; Minegishi, Y.; Osajima, Y.,
Flavor deterioration of nonfermented coarse-cut sausage during storage. Flavor as a factor of quality for nonfermented sausage. 2,
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Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F.,
UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok),
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Wyllie, Brophy, et al., 1990
Wyllie, S.G.; Brophy, J.J.; Sarafis, V.; Hobbs, M.,
Volatile Components of the Fruit of Pistacia Lentiscus,
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Ramaswami, Briscese, et al., 1988
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
in Flavors and Fragrances: A World Perspective. Proceedings of the 10th International Congress of Essential Oils, Fragrances and Flavors, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Elsevier, New York, 1988, 951-980. [all data]
Buttery, Ling, et al., 1987
Buttery, R.G.; Ling, L.C.; Light, D.M.,
Tomato leaf volatile aroma components,
J. Agric. Food Chem., 1987, 35, 6, 1039-1042, https://doi.org/10.1021/jf00078a043
. [all data]
Ramaswami, Briscese, et al., 1986
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
in Flavors and Fragrances: A World Perspective, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Proceedings of the 10th International Congress of Essential Oils, Fragrances, and Flavors, Washington, DC, 1986, 951-959. [all data]
Notes
Go To: Top, Normal alkane RI, polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
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