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
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Other data available:
- Mass spectrum (electron ionization)
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Van Den Dool and Kratz RI, non-polar column, temperature ramp

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	CP-Sil PONA GB	HP-5	DB-5	HP-5
Column length (m)	50.	100.	25.	30.	30.
Carrier gas	He	He	He	He	N2
Substrate
Column diameter (mm)	0.22	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	140.	60.	60.	50.
T_end (C)	220.	230.	240.	240.	220.
Heat rate (K/min)	2.	5.	4.	3.	5.
Initial hold (min)		10.	2.		10.
Final hold (min)	20.	25.
I	1334.	1351.	1342.	1339.	1340.
Reference	Boti, Koukoua, et al., 2007	Cunicao, Lopes, et al., 2007	Dehghan, Solaimanian, et al., 2007	Flamini, Cioni, et al., 2007	Flamini, Tebano, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	Methyl Silicone	SPB-1	HP-5MS	DB-5
Column length (m)	30.	30.	30.	30.	25.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	80.	50.	60.	60.
T_end (C)	240.	220.	250.	280.	200.
Heat rate (K/min)	3.	2.	5.	4.	2.
Initial hold (min)			3.	5.
Final hold (min)		15.	15.		60.
I	1339.	1331.	1321.	1339.	1337.
Reference	Maccioni, Baldini, et al., 2007	Melo, Corrêa, et al., 2007	Radulovic, Lazarevic, et al., 2007	Radulovic, Lazarevic, et al., 2007	Rout, Rao, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	ZB-5	DB-5	HP-5MS	CP Sil 5 CB	HP-5MS
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	He	He	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	50.	60.	60.	50.	60.
T_end (C)	250.	240.	280.	200.	280.
Heat rate (K/min)	3.	3.	3.	5.	3.
Initial hold (min)
Final hold (min)
I	1337.	1339.	1335.	1335.	1316.
Reference	Simoniatto, Bonani, et al., 2007	Telascrea, de Araujo, et al., 2007	Vagionas, Ngassapa, et al., 2007	Andrianoelisoa H.S., Menut C., et al., 2006	Basta, Tzakou, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-5	DB-1	HP-5	HP-5MS
Column length (m)	30.	50.	30.	25.	30.
Carrier gas	N2	N2	He	He	He
Substrate
Column diameter (mm)	0.25	0.2	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.32	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	220.	220.	240.	240.	280.
Heat rate (K/min)	5.	5.	4.	4.	4.
Initial hold (min)	10.	3.			5.
Final hold (min)		5.
I	1339.	1339.	1344.	1339.	1337.
Reference	Flamini, Tebano, et al., 2006	Masoudi, Esmaeili, et al., 2006	Rezazadeh, Hamedani, et al., 2006	Rezazadeh, Hamedani, et al., 2006	Saroglou, Dorizas, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5MS	DB-5	HP-5MS	SPB-1	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	He	H2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	50.	50.	50.	50.
T_end (C)	300.	250.	285.	250.	250.
Heat rate (K/min)	3.	5.	4.3	5.	5.
Initial hold (min)		2.		3.	3.
Final hold (min)				15.	15.
I	1334.	1338.	1330.	1319.	1388.
Reference	Silva-Brandão, Solferini, et al., 2006	Su, Ho, et al., 2006	Vujisic L., Vuckovic I., et al., 2006	Boskovic, Radulovic, et al., 2005	Boskovic, Radulovic, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	HP-5	DB-1	HP-5	HP-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	N2	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25
T_start (C)	40.	60.	40.	60.	60.
T_end (C)	250.	220.	250.	260.	260.
Heat rate (K/min)	3.	5.	3.	3.	3.
Initial hold (min)		10.
Final hold (min)	20.		20.
I	1320.	1338.	1320.	1337.	1339.
Reference	Fanciullino, Gancel, et al., 2005	Flamini, Luigi Cioni, et al., 2005	Gancel, Ollitrault, et al., 2005	Javidnia, Miri, et al., 2005	Javidnia, Miri, et al., 2005, 2
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-1	HP-5MS	DB-5	HP-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas		N2	He	N2	He
Substrate
Column diameter (mm)		0.25	0.25	0.25	0.25
Phase thickness (μm)		0.25	0.25	0.25	0.25
T_start (C)	50.	50.	60.	60.	50.
T_end (C)	290.	200.	280.	240.	290.
Heat rate (K/min)	4.	5.	3.	3.	4.
Initial hold (min)
Final hold (min)
I	1338.	1337.	1334.	1340.	1338.
Reference	Magalhães, Ruiz, et al., 2005	Tchoumbougnang, Zollo, et al., 2005	Aligiannis, Kalpoutzakis, et al., 2004	Flamini, Cioni, et al., 2004	Flach A., Dondon R.C., et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	HP-5MS	HP-5MS	SBP-5	DB-5MS
Column length (m)	30.	30.	30.	60.	30.
Carrier gas	He	He	He	Helium	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	60.	60.	50.	40.
T_end (C)	250.	280.	280.	240.	200.
Heat rate (K/min)	3.	4.	3.	5.	4.
Initial hold (min)		5.		3.	5.
Final hold (min)				10.	20.
I	1340.	1332.	1317.	1331.	1336.
Reference	Isidorov, Krajewska, et al., 2004	Karioti, Hadjipavlou-Litina, et al., 2004	Tzakou, Vagias, et al., 2004	Yoo, Kim, et al., 2004	Yu, Kim, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BPX-5	RTX-1	HP-5	HP-5	DB-1
Column length (m)	30.	60.	30.	30.	30.
Carrier gas	N2	He	N2	N2	He
Substrate
Column diameter (mm)	0.25	0.22	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	75.	60.	60.	60.	40.
T_end (C)	210.	230.	220.	220.	250.
Heat rate (K/min)	3.	2.	5.	5.	3.
Initial hold (min)	10.		10.	10.
Final hold (min)	1.	45.			20.
I	1341.	1334.	1340.	1339.	1320.
Reference	bin Ahmad and bin Jantan, 2003	Cavalli, Tomi, et al., 2003	Ertugrul, Dural, et al., 2003	Flamini, Luigi Cioni, et al., 2003	Gancel, Ollitrault, 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	DB-5	DB-5	HP-5	Mega 5MS
Column length (m)	30.	30.	30.	30.	30.
Carrier gas		He	N2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)		0.25	0.25	0.25	0.25
T_start (C)	25.	75.	75.	60.	40.
T_end (C)	150.	230.	230.	280.	240.
Heat rate (K/min)	3.	3.	3.	3.	3.
Initial hold (min)	5.	10.	10.		2.
Final hold (min)		20.
I	1337.	1330.	1335.	1338.	1328.
Reference	Isidorov, Vinogorova, et al., 2003	Jantan, Ling, et al., 2003	bin Jantan, Yassin, et al., 2003	Tsiri, Kretsi, et al., 2003	Verzera, Trozzi, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	HP-5	DB-1	SE-30	DB-5
Column length (m)	30.	30.	25.	25.	30.
Carrier gas	He	N2	N2	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25		0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	240.	220.	180.	180.	260.
Heat rate (K/min)	3.	5.	3.	3.	4.
Initial hold (min)		10.	10.	10.
Final hold (min)			10.	10.
I	1342.	1340.	1325.	1328.	1339.
Reference	Flamini, Cioni, et al., 2002	Flamini, Cioni, et al., 2002, 2	bin Jantan and bin Ahmad, 2002	bin Jantan, Ayop, et al., 2002	Javidnia, Miri, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	HP-5	SE-30	DB-5	HP-5MS
Column length (m)	30.	30.	25.	30.	30.
Carrier gas	He	He	N2	H2	He
Substrate
Column diameter (mm)	0.25	0.25	0.20	0.25	0.25
Phase thickness (μm)	0.25	0.25		0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	280.	380.	180.	240.	280.
Heat rate (K/min)	3.	3.	3.	3.	4.
Initial hold (min)			10.		5.
Final hold (min)			1.
I	1332.	1334.	1335.	1338.	1339.
Reference	Kovacevic, Pavlovic, et al., 2002	Couladis, Tsortanidou, et al., 2001	bin Jantan, Basni, et al., 2001	Nogueira, Bittrich, et al., 2001	Skaltsa, Mavrommati, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-5	RTX-5	HP-5	Mega 5MS
Column length (m)	30.	60.	10.	30.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.20	0.25	0.1	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.1	0.25	0.25
T_start (C)	60.	40.	50.	70.	40.
T_end (C)	180.	290.	350.	230.	240.
Heat rate (K/min)	4.	4.	12.3	2.	3.
Initial hold (min)	8.	2.			2.
Final hold (min)	2.	5.
I	1339.	1382.	1342.	1379.	1328.
Reference	Alonzo, Bosco, et al., 2000	Bartley and Jacobs, 2000	Mondello, Zappia, et al., 2000	Song, Sawamura, et al., 2000	Verzera, la Rosa, et al., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Mega 5MS	Methyl Silicone	BP-1	DB-5	Methyl Silicone
Column length (m)	30.	50.	25.	60.	25.
Carrier gas	He	N2	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.24	0.2
Phase thickness (μm)	0.25	0.17			0.3
T_start (C)	40.	80.	5.	50.	40.
T_end (C)	240.	200.	250.	280.	200.
Heat rate (K/min)	3.	2.	5.	5.	2.
Initial hold (min)	2.		5.	3.
Final hold (min)			30.
I	1328.	1345.	1339.	1335.	1352.
Reference	Verzera, Trozzi, et al., 2000	Sumathykutty, Rao, et al., 1999	Sinyinda and Gramshaw, 1998	Tzakou, Roussis, et al., 1997	Píry, Príbela, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	OV-101	OV-101	DB-5
Column length (m)	30.	50.	50.	60.
Carrier gas	He	N2	N2	He
Substrate
Column diameter (mm)	0.20	0.25	0.25	0.32
Phase thickness (μm)	0.20			1.
T_start (C)	70.	80.	80.	40.
T_end (C)	200.	200.	200.	220.
Heat rate (K/min)	4.	2.	2.	3.
Initial hold (min)	5.
Final hold (min)
I	1341.	1339.	1339.	1347.
Reference	Stashenko, Wiame, et al., 1995	Yang, Sugisawa, et al., 1992	Yang, Sugisawa, et al., 1992	Le Quere and Latrasse, 1990
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, Notes

Boti, Koukoua, et al., 2007
Boti, J.B.; Koukoua, G.; N'Guessan, T.Y.; Casanova, J., Chemical variability of Conyza sumatrensis and Microglossa pyrifolia from Côte d'Ivoire, Flavour Fragr. J., 2007, 22, 1, 27-31, https://doi.org/10.1002/ffj.1743 . [all data]

Cunicao, Lopes, et al., 2007
Cunicao, M.M.; Lopes, A.R.; Côcco, L.C.; Yamamoto, C.I.; Plocharski, R.C.B.; Miguel, M.D.; Junior, A.G.; Auer, C.G.; Miguel, O.G., Phytochemical and antibacterial evaluation of essential oils from Ottonia Martiana Miq. (Piperaceae), J. Braz. Chem. Soc., 2007, 18, 1, 184-188, https://doi.org/10.1590/S0103-50532007000100021 . [all data]

Dehghan, Solaimanian, et al., 2007
Dehghan, G.; Solaimanian, R.; Shahverdi, A.R.; Amin, G.; Abdollahi, M.; Shafiee, A., Chemical composition and antimicrobial activity of essential oil of Ferula szovitsiana D.C., Flavour Fragr. J., 2007, 22, 3, 224-227, https://doi.org/10.1002/ffj.1789 . [all data]

Flamini, Cioni, et al., 2007
Flamini, G.; Cioni, P.L.; Morelli, I.; Bader, A., Essential oils of the aerial parts of three Salvia species from Jordan: Salvia lanigera, S. spinosa and S. syriaca, Food Chem., 2007, 100, 2, 732-735, https://doi.org/10.1016/j.foodchem.2005.10.032 . [all data]

Flamini, Tebano, et al., 2007
Flamini, G.; Tebano, M.; Cioni, P.L., Volatiles emission patterns of different plant organs and pollen of Citrus limon, Anal. Chim. Acta., 2007, 589, 1, 120-124, https://doi.org/10.1016/j.aca.2007.02.053 . [all data]

Maccioni, Baldini, et al., 2007
Maccioni, S.; Baldini, R.; Luigi Cioni, P.; Tebano, M.; Flamini, G., In vivo volatiles emission and essential oils from different organs and pollen of Cistus albidus from Caprione (Eastern Liguria, Italy), Flavour Fragr. J., 2007, 22, 1, 61-65, https://doi.org/10.1002/ffj.1759 . [all data]

Melo, Corrêa, et al., 2007
Melo, R.M.; Corrêa, V.F.S.; Amorim, A.C.L.; Miranda, A.L.P.; Rezende, C.M., Identification of Impact Aroma Compounds in Eugenia uniflora L. (Brazilian Pitanga) Leaf Essential Oil, J. Braz. Chem. Soc., 2007, 18, 1, 179-183, https://doi.org/10.1590/S0103-50532007000100020 . [all data]

Radulovic, Lazarevic, et al., 2007
Radulovic, N.; Lazarevic, J.; Ristic, N.; Palic, R., Chemotaxonomic significance of the volatiles in the genus Stachys (Lamiaceae): Essential oil composition of four Balkan Stachys species, Biochem. Syst. Ecol., 2007, 35, 4, 196-208, https://doi.org/10.1016/j.bse.2006.10.010 . [all data]

Rout, Rao, et al., 2007
Rout, P.K.; Rao, Y.R.; Sree., A.; Naik, S.N., Composition of essential oil, concrete, absolute, wax and headspace volatiles of Murrarya paniculata (Linn.) Jack flowers, Flavour Fragr. J., 2007, 22, 5, 352-357, https://doi.org/10.1002/ffj.1804 . [all data]

Simoniatto, Bonani, et al., 2007
Simoniatto, E.; Bonani, V.F.L.; Morel, A.F.; Poppi, N.R.; Raposo, J.L., Jr.; Stuker, C.Z.; Peruzzo, G.M.; Peres, M.T.L.P.; Hess, S.C., Chemical composition and evaluation of antibacterial and antioxidant activities of the essential oil of Croton urucurana Baillon (Euphorbiaceae) stem bark, J. Braz. Chem., 2007, 18, 5, 879-885, https://doi.org/10.1590/S0103-50532007000500002 . [all data]

Telascrea, de Araujo, et al., 2007
Telascrea, M.; de Araujo, C.C.; Marques, M.O.M.; Facanali, R.; de Moraes, P.L.R.; Cavalheiro, A.J., Essential oil from leaves of Cryptocarya mandioccana Meisner (Lauraceae): Composition and intraspecific chemical variability, Biochem. Syst. Ecol., 2007, 35, 4, 222-232, https://doi.org/10.1016/j.bse.2006.09.015 . [all data]

Vagionas, Ngassapa, et al., 2007
Vagionas, K.; Ngassapa, O.; Runyoro, D.; Graikou, K.; Gortzi, O.; Chinou, I., Chemical analysis of edible aromatic plants growing in Tanzania, Food Chem., 2007, 105, 4, 1711-1717, https://doi.org/10.1016/j.foodchem.2007.05.029 . [all data]

Andrianoelisoa H.S., Menut C., et al., 2006
Andrianoelisoa H.S.; Menut C.; de Chatelperron P.C.; Saracco J.; Ramanoelina P.; Danthu P., Intraspecific chemical variability and highlighting of chemotypes of leaf essential oils from Ravensara aromatica Sonnerat a tree endemic to Madagascar, Flavour Fragr. J., 2006, 21, 5, 833-838, https://doi.org/10.1002/ffj.1735 . [all data]

Basta, Tzakou, et al., 2006
Basta, A.; Tzakou, O.; Couladis, M., The essential oil composition of Phlomis cretica C. Presl, Flavour Fragr. J., 2006, 21, 5, 795-797, https://doi.org/10.1002/ffj.1717 . [all data]

Flamini, Tebano, et al., 2006
Flamini, G.; Tebano, M.; Cioni, P.L.; Bagci, Y.; Dural, H.; Ertugrul, K.; Uysal, T.; Savran, A., A multivariate statistical approach to Centaurea classification using essential oil composition data of some species from Turkey, Pl. Syst. Evol., 2006, 261, 1-4, 217-228, https://doi.org/10.1007/s00606-006-0448-3 . [all data]

Masoudi, Esmaeili, et al., 2006
Masoudi, S.; Esmaeili, A.; Khalilzadeh, M.A.; Rustaiyan, A.; Moazami, N.; Akhgar, M.R.; Varavipoor, M., Volatile constituents of Dorema aucheri Boiss., Seseli libanotis (L.) W. D. Koch var. armeniacum bordz. and Conium maculatum L. three Umbelliferae herbs growing wild in Iran, Flavour Fragr. J., 2006, 21, 5, 801-804, https://doi.org/10.1002/ffj.1722 . [all data]

Rezazadeh, Hamedani, et al., 2006
Rezazadeh, S.; Hamedani, M.P.; Dowlatabadi, R.; Yazdani, D.; Shafiee, A., Chemical composition of the essential oils of Stachys schtschegleevii Sosn. and Stachys balansae Boiss Kotschy from Iran, Flavour Fragr. J., 2006, 21, 2, 290-293, https://doi.org/10.1002/ffj.1587 . [all data]

Saroglou, Dorizas, et al., 2006
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Notes

Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start Initial temperature
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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