Naphthalene, decahydro-4a-methyl-1-methylene-7-(1-methylethenyl)-, [4aR-(4aα,7α,8aβ)]-

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h13-14H,1,3,5-10H2,2,4H3/t13-,14+,15-/m0/s1
IUPAC Standard InChIKey: YOVSPTNQHMDJAG-ZNMIVQPWSA-N
CAS Registry Number: 17066-67-0
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.
Stereoisomers:
Other names: β-Selinene; (+)-β-Selinene; Selina-4(14),11-diene; 7-Isopropenyl-4a-methyl-1-methylenedecahydronaphthalene; Eudesma-4(14),11-diene; β-Eudesmene; 7-Isopropenyl-4a-methyl-1-methylenedecahydronaphthalene-, (4aR-(4aα,7α,8aβ))-; 18423-23-9; selina-4(10),11-diene
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
Options:
- Switch to SI units

Kovats' 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	HP-5MS	DB-1	BP-1	CP Sil 8 CB	CP Sil 8 CB
Column length (m)	60.	25.	30.	30.	30.
Carrier gas	He	He	N2	H2	H2
Substrate
Column diameter (mm)	0.25	0.2	0.32	0.25	0.25
Phase thickness (μm)	0.25		0.25	0.25	0.25
T_start (C)	40.	60.	60.	50.	50.
T_end (C)	250.	220.	220.	220.	220.
Heat rate (K/min)	3.	3.	5.	3.	3.
Initial hold (min)	1.	3.		2.	2.
Final hold (min)	20.		3.
I	1509.	1491.	1478.	1497.	1497.
Reference	Jalali-Heravi, Zekavat, et al., 2006	Mevy, Bessiere, et al., 2006	Srivastava, Srivastava, et al., 2006	Tayoub, Schwob, et al., 2006	Tayoub, Schwob, et al., 2006, 2
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5MS	HP-5MS	CP Sil 5 CB	DB-5	DB-5
Column length (m)	30.	30.	25.	30.	25.
Carrier gas	He	He	H2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.15	0.25
T_start (C)	50.	60.	50.	60.	40.
T_end (C)	250.	200.	230.	300.	280.
Heat rate (K/min)	3.	4.	3.	5.	3.
Initial hold (min)	10.	1.			5.
Final hold (min)	5.	15.			5.
I	1489.	1484.	1493.	1476.	1486.
Reference	Asuming, Beauchamp, et al., 2005	Juliani, Zygadlo, et al., 2004	Ogunwande, Olawore, et al., 2004	Santos, Lopes, et al., 2004	Amparo Blázquez, Pérez, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5MS	DB-5	DB-5	CP Sil 5 CB	HP-5
Column length (m)	30.	30.	30.	25.	30.
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	0.15	0.25
T_start (C)	60.	60.	60.	50.	60.
T_end (C)	280.		240.	230.	280.
Heat rate (K/min)	3.	3.	3.	3.	3.
Initial hold (min)
Final hold (min)			30.
I	1464.	1486.	1472.	1492.	1475.
Reference	Couladis, Chinou, et al., 2003	Lucero, Estell, et al., 2003	Marongiu, Piras, et al., 2003	Ogunwande, Olawore, et al., 2003	Özcan, Tzakou, 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	SSP-1	HP-1	DB-1
Column length (m)	30.	30.	30.	25.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.2	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	50.	60.	50.	100.	40.
T_end (C)	250.	200.	250.	220.	260.
Heat rate (K/min)	0.5	4.	2.	4.	2.
Initial hold (min)	5.	1.	2.		5.
Final hold (min)	10.	15.	5.		20.
I	1486.	1488.	1457.	1476.	1466.
Reference	Viña and Murillo, 2003	Juliani and Simon, 2002	Nagarajan, Rao, et al., 2001	Rajeswara Rao, 2001	Senatore and Rigano, 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	HP-5MS	DB-5	CP Sil 5 CB
Column length (m)	30.	30.	30.	30.	25.
Carrier gas	He	He	He		He
Substrate
Column diameter (mm)	0.25	0.26	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	50.	60.
T_end (C)	280.	246.	280.	235.	280.
Heat rate (K/min)	3.	3.	3.	15.	5.
Initial hold (min)				2.
Final hold (min)				2.
I	1483.	1485.	1485.	1436.	1484.
Reference	Tzakou and Couladis, 2001	Adams, 2000	Roussis, Tsoukatou, et al., 2000	Dickens, 1999	Kaul, Gujral, et al., 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	HP-5	HP-5MS	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas			He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.32	0.25
Phase thickness (μm)			0.25	0.25	0.25
T_start (C)	60.	60.	60.	70.	60.
T_end (C)	240.	240.	280.	250.	240.
Heat rate (K/min)	3.	3.	4.	3.	3.
Initial hold (min)				5.
Final hold (min)
I	1485.	1485.	1482.	1479.	1486.
Reference	Lopes, Kato, et al., 1999	Lopes, Kato, et al., 1999	Sajjadi and Ghassemi, 1999	Siani, Ramos, et al., 1999	da Silva, Andrade, et al., 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Methyl Silicone	DB-5	DB-1	SE-30	DB-5
Column length (m)	25.	30.	30.	25.	30.
Carrier gas	N2	He	He	N2
Substrate
Column diameter (mm)	0.5	0.25	0.23	0.2
Phase thickness (μm)		0.25
T_start (C)	60.	40.	50.	60.	40.
T_end (C)	220.	250.	200.	180.	210.
Heat rate (K/min)	5.	2.	3.	3.	2.
Initial hold (min)		5.		10.	2.
Final hold (min)		20.		1.	120.
I	1480.	1474.	1485.	1480.	1479.
Reference	Mallavarapu, Rao, et al., 1998	Senatore, Urrunaga Soria, et al., 1998	Fiorini, Fourasté, et al., 1997	Jantan, Ali, et al., 1995	Loayza, Abujder, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	HP-1	SPB-1
Column length (m)	30.	30.	15.	50.
Carrier gas				He
Substrate
Column diameter (mm)			0.32	0.20
Phase thickness (μm)
T_start (C)	40.	40.	40.	35.
T_end (C)	210.	210.	240.	200.
Heat rate (K/min)	2.	2.	6.	3.
Initial hold (min)	2.	2.		5.
Final hold (min)	120.	120.	10.	20.
I	1486.	1486.	1470.	1502.
Reference	Loayza, Abujder, et al., 1995	Loayza, Abujder, et al., 1995	Raharivelomanana, Cambon, et al., 1993	Wong and Tie, 1993
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

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

Jalali-Heravi, Zekavat, et al., 2006
Jalali-Heravi, M.; Zekavat, B.; Sereshti, H., Characterization of essential oil components of Iranian geranium oil using gas chromatography-mass spectrometry combined with chemometric resolution techniques, J. Chromatogr. A, 2006, 1114, 1, 154-163, https://doi.org/10.1016/j.chroma.2006.02.034 . [all data]

Mevy, Bessiere, et al., 2006
Mevy, J.P.; Bessiere, J.M.; Rabier, J.; Dherbomez, M.; Ruzzier, M.; Millogo, J.; Viano, J., Composition and antimicrobial activities of the essential oil of Triumfetta rhomboidea Jacq., Flavour Fragr. J., 2006, 21, 1, 80-83, https://doi.org/10.1002/ffj.1511 . [all data]

Srivastava, Srivastava, et al., 2006
Srivastava, A.K.; Srivastava, S.K.; Syamsundar, K.V., Volatile composition of Curcuma angustifolia Roxb. rhizome from central and southern India, Flavour Fragr. J., 2006, 21, 3, 423-426, https://doi.org/10.1002/ffj.1680 . [all data]

Tayoub, Schwob, et al., 2006
Tayoub, G.; Schwob, I.; Bessiere, J.-M.; Masotti, V.; Rabier, J.; Ruzzier, M.; Viano, J., Composition of volatile oils of Styrax (Styrax officinalis L.) leaves at different phenological stages, Biochem. Syst. Ecol., 2006, 34, 9, 705-709, https://doi.org/10.1016/j.bse.2006.05.008 . [all data]

Tayoub, Schwob, et al., 2006, 2
Tayoub, G.; Schwob, I.; Bessière, J.-M.; Rabier, J.; Masotti, V.; J.; M.; Girard, G.; Viano, J., Essential oil composition of leaf, flower and stem of Styrax (Styrax officinalis L.) from south-eastern France, Flavour Fragr. J., 2006, 21, 5, 809-812, https://doi.org/10.1002/ffj.1731 . [all data]

Asuming, Beauchamp, et al., 2005
Asuming, W.A.; Beauchamp, P.S.; Descalzo, J.T.; Dev, B.C.; Dev, V.; Frost, S.; Ma, C.W., Essential oil composition of four Lomatium Raf. species and their chemotaxonomy, Biochem. Syst. Ecol., 2005, 33, 1, 17-26, https://doi.org/10.1016/j.bse.2004.06.005 . [all data]

Juliani, Zygadlo, et al., 2004
Juliani, H.R.; Zygadlo, J.A.; Scrivanti, R.; de la Sota, E.; Simon, J.E., The essential oil of Anemia tomentosa (Savigny) Sw. var. anthriscifolia (Schrad.) Mickel, Flavour Fragr. J., 2004, 19, 6, 541-543, https://doi.org/10.1002/ffj.1341 . [all data]

Ogunwande, Olawore, et al., 2004
Ogunwande, I.A.; Olawore, N.O.; Adeleke, K.A.; Ekundayo, O.; König, W.A., Rare terpenoid esters from Hyparrhenia rufa (Nees) Stapf. growing wild in Nigeria, Flavour Fragr. J., 2004, 19, 3, 239-243, https://doi.org/10.1002/ffj.1295 . [all data]

Santos, Lopes, et al., 2004
Santos, A.P.; Lopes, M.C.; Limberger, R.P.; Apel, M.A.; Henriques, A.T.; Moreno, P.R.H., Analysis of the volatile oil from Pilocarpus pennatifolius Lemmaire (Rutaceae) leaves by GC-MS, Flavour Fragr. J., 2004, 19, 4, 325-326, https://doi.org/10.1002/ffj.1306 . [all data]

Amparo Blázquez, Pérez, et al., 2003
Amparo Blázquez, M.; Pérez, I.; Boira, H., Essential oil analysis of Teucrium libanitis and T. turredanum by GC and GC-MS, Flavour Fragr. J., 2003, 18, 6, 497-501, https://doi.org/10.1002/ffj.1256 . [all data]

Couladis, Chinou, et al., 2003
Couladis, M.; Chinou, I.B.; Tzakou, O.; Petrakis, P.V., Composition and antimicrobial activity of the essential oil of Hypericum rumeliacum subsp. apollinis (Boiss. Heldr.), Phytother. Res., 2003, 17, 2, 152-154, https://doi.org/10.1002/ptr.1093 . [all data]

Lucero, Estell, et al., 2003
Lucero, M.E.; Estell, R.E.; Frederickson, E.L., The essential oil composition of Psorothamnus scoparius (A. Gray) Rydb., J. Essent. Oil Res., 2003, 15, 2, 108-111, https://doi.org/10.1080/10412905.2003.9712083 . [all data]

Marongiu, Piras, et al., 2003
Marongiu, B.; Piras, A.; Pani, F.; Porcedda, S.; Ballero, M., Extraction, separation and isolation of essential oils from natural matrices by supercritical CO₂, Flavour Fragr. J., 2003, 18, 6, 505-509, https://doi.org/10.1002/ffj.1258 . [all data]

Ogunwande, Olawore, et al., 2003
Ogunwande, I.A.; Olawore, N.O.; Adeleke, K.A.; Ekundayo, O.; Koenig, W.A., Chemical composition of the leaf volatile oil of Psidium guajava L. growing in Nigeria, Flavour Fragr. J., 2003, 18, 2, 136-138, https://doi.org/10.1002/ffj.1175 . [all data]

Özcan, Tzakou, et al., 2003
Özcan, M.; Tzakou, O.; Couladis, M., Essential oil composition of Turkish herbal tea (Salvia aucheri Bentham var. canescens Boiss. Heldr.), Flavour Fragr. J., 2003, 18, 4, 325-327, https://doi.org/10.1002/ffj.1229 . [all data]

Viña and Murillo, 2003
Viña, A.; Murillo, E., Essential oil composition from twelve varieties of basil (Ocimum spp) grown in Columbia, J. Braz. Chem. Soc., 2003, 14, 5, 744-749, https://doi.org/10.1590/S0103-50532003000500008 . [all data]

Juliani and Simon, 2002
Juliani, H.R.; Simon, J.E., Antioxidant acitivity of basil in Trends in new crops and new uses, Janick,J.; Whipkey,A., ed(s)., ASHA Press, Alexandria, Va, 2002, 575-579. [all data]

Nagarajan, Rao, et al., 2001
Nagarajan, S.; Rao, L.J.M.; Gurudutt, K.N., Chemical composition of the volatiles of Hemidesmus indicus R. Br., Flavour Fragr. J., 2001, 16, 3, 212-214, https://doi.org/10.1002/ffj.985 . [all data]

Rajeswara Rao, 2001
Rajeswara Rao, B.R., Biomass and essential oil yields of rainfed palmarosa (Cymbopogon martinii (Roxb.) Wats. var. motia Burk.) supplied with different levels of organic manure and fertilizer nitrogen in semi-arid tropical climate, Ind. Crops Prod., 2001, 14, 3, 171-178, https://doi.org/10.1016/S0926-6690(01)00081-4 . [all data]

Senatore and Rigano, 2001
Senatore, F.; Rigano, D., Essential oil of two Lippia spp. (Verbenaceae) growing wild in Guatemala, Flavour Fragr. J., 2001, 16, 3, 169-171, https://doi.org/10.1002/ffj.972 . [all data]

Tzakou and Couladis, 2001
Tzakou, O.; Couladis, M., The essential oil of Micromeria graeca (L.) Bentham et Reichenb. growing in Greece, Flavour Fragr. J., 2001, 16, 2, 107-109, https://doi.org/10.1002/ffj.955 . [all data]

Adams, 2000
Adams, R.P., The serrate leaf margined Juniperus (Section Sabina) of the western hemisphere: systematics and evolution based on leaf essential oils and Random Amplified Polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 10, 975-989, https://doi.org/10.1016/S0305-1978(00)00022-3 . [all data]

Roussis, Tsoukatou, et al., 2000
Roussis, V.; Tsoukatou, M.; Petrakis, P.V.; Chinou, I.; Skoula, M.; Harborne, J.B., Volatile constituents of four Helichrysum species growing in Greece, Biochem. Syst. Ecol., 2000, 28, 2, 163-175, https://doi.org/10.1016/S0305-1978(99)00046-0 . [all data]

Dickens, 1999
Dickens, J.C., Predator-prey interactions: olfactory adaptations of generalist and specialist predators, Agric. For. Entomol., 1999, 1, 1, 47-54, https://doi.org/10.1046/j.1461-9563.1999.00007.x . [all data]

Kaul, Gujral, et al., 1999
Kaul, V.K.; Gujral, R.K.; Singh, B., Volatile constituents of the essential oil of flowers of Rosa brunonii Lindl, Flavour Fragr. J., 1999, 14, 1, 9-11, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<9::AID-FFJ761>3.0.CO;2-C . [all data]

Lopes, Kato, et al., 1999
Lopes, N.P.; Kato, M.J.; Andrade, E.H.A.; Maia, J.G.S.; Yoshida, M.; Planchart, A.R.; Katzin, A.M., Antimalarial use of volatile oil from leaves of Virola surinamensis (Rol.) Warb. by Waiãpi Amazon Indians, J. Ethnopharmacol., 1999, 67, 3, 313-319, https://doi.org/10.1016/S0378-8741(99)00072-0 . [all data]

Sajjadi and Ghassemi, 1999
Sajjadi, S.E.; Ghassemi, N., Volatile constituents of Nepeta glomerulosa Boiss. subsp. carmanica, Flavour Fragr. J., 1999, 14, 5, 265-267, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<265::AID-FFJ822>3.0.CO;2-A . [all data]

Siani, Ramos, et al., 1999
Siani, A.C.; Ramos, M.F.S.; Menezes-de-Lima, O., Jr.; Ribeiro-dos-Santos, R.; Fernadez-Ferreira, E.; Soares, R.O.A.; Rosas, E.C.; Susunaga, G.S.; Guimarães, A.C.; Zoghbi, M.G.B.; Henriques, M.G.M.O., Evaluation of anti-inflammatory-related activity of essential oils from the leaves and resin of species of Protium, J. Ethnopharmacol., 1999, 66, 1, 57-69, https://doi.org/10.1016/S0378-8741(98)00148-2 . [all data]

da Silva, Andrade, et al., 1999
da Silva, M.H.L.; Andrade, E.H.A.; Zoghbi, M.G.B.; Luz, A.I.R.; da Silva, J.D.; Maia, J.G.S., The essential oils of Lantana camara L. occurring in North Brazil, Flavour Fragr. J., 1999, 14, 4, 208-210, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<208::AID-FFJ811>3.0.CO;2-F . [all data]

Mallavarapu, Rao, et al., 1998
Mallavarapu, G.R.; Rao, B.R.R.; Kaul, P.N.; Ramesh, S.; Bhattacharya, A.K., Volatile constituents of the essential oils of the seeds and the herb of palmarosa (Cymbopogon martinii (Roxb.) Wats. var. motia Burk.), Flavour Fragr. J., 1998, 13, 3, 167-169, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<167::AID-FFJ719>3.0.CO;2-B . [all data]

Senatore, Urrunaga Soria, et al., 1998
Senatore, F.; Urrunaga Soria, E.; Urrunaga Soria, R.; Porta, G.D.; de Feo, V., Essential oil from two peruvian Satureja species, Flavour Fragr. J., 1998, 13, 1, 1-4, https://doi.org/10.1002/(SICI)1099-1026(199801/02)13:1<1::AID-FFJ672>3.0.CO;2-4 . [all data]

Fiorini, Fourasté, et al., 1997
Fiorini, C.; Fourasté, I.; David, B.; Bessière, J.M., Composition of the flower, leaf, and stem essential oils from Laurus nobilis L., Flavour Fragr. J., 1997, 12, 2, 91-93, https://doi.org/10.1002/(SICI)1099-1026(199703)12:2<91::AID-FFJ623>3.0.CO;2-3 . [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]

Loayza, Abujder, et al., 1995
Loayza, I.; Abujder, D.; Aranda, R.; Jakupovic, J.; Collin, G.; Deslauriers, H.; Jean, F.-I., Essential oils of Baccharis salicifolia, B. latifolia and B. dracunculifolia, Phytochemistry, 1995, 38, 2, 381-389, https://doi.org/10.1016/0031-9422(94)00628-7 . [all data]

Raharivelomanana, Cambon, et al., 1993
Raharivelomanana, P.; Cambon, A.; Azzaro, M.; Bianchini, J.-P.; Claude-Lafontaine, A.; George, G., Volatile Constituents of Neocallitropsis pancheri (Carriere) de Laubenfels Heartwood Extracts (Cupressaceae), J. Essent. Oil Res., 1993, 5, 6, 587-595, https://doi.org/10.1080/10412905.1993.9698289 . [all data]

Wong and Tie, 1993
Wong, K.C.; Tie, D.Y., The Essential Oil of the Leaves of Murraya koenigii Spreng., J. Essent. Oil Res., 1993, 5, 4, 371-374, https://doi.org/10.1080/10412905.1993.9698245 . [all data]

Notes

Go To: Top, Kovats' 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
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.
Customer support for NIST Standard Reference Data products.