Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-4a,8-dimethyl-2-(1-methylethenyl)-, [2R-(2α,4aα,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/h6,13-14H,1,5,7-10H2,2-4H3/t13-,14?,15-/m1/s1
IUPAC Standard InChIKey: OZQAPQSEYFAMCY-GIJJTGMTSA-N
CAS Registry Number: 473-13-2
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: α-Selinene; Selinene; 2-Isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene; Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-4a,8-dimethyl-2-(1-methylethenyl)-, (2R,4aR,8aR)-; alpha selinene
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Other data available:
- Mass spectrum (electron ionization)
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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	DB-5MS	DB-5MS	DB-1	BP-1	SPB-1
Column length (m)	30.	30.	25.	30.	30.
Carrier gas	He	He	He	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.2	0.32	0.32
Phase thickness (μm)	0.25	0.25		0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	180.	280.	220.	220.	240.
Heat rate (K/min)	3.	3.	3.	5.	4.
Initial hold (min)			3.		4.
Final hold (min)	15.	30.		3.	2.
I	1505.	1463.	1501.	1497.	1498.
Reference	Angioni, Barra, et al., 2006	Marongiu, Porcedda, et al., 2006	Mevy, Bessiere, et al., 2006	Srivastava, Srivastava, et al., 2006	Walde, Jyothirmayi, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5MS	DB-5	CP Sil 5 CB	HP-5MS	DB-5
Column length (m)	30.		25.	30.	30.
Carrier gas	He		H2	He	He
Substrate
Column diameter (mm)	0.25		0.25	0.25	0.25
Phase thickness (μm)	0.25		0.15	0.25	0.25
T_start (C)	60.	60.	50.	60.	60.
T_end (C)	240.	240.	230.	280.	240.
Heat rate (K/min)	3.	3.	3.	3.	3.
Initial hold (min)
Final hold (min)					30.
I	1496.	1494.	1499.	1475.	1480.
Reference	Maia, Andrade, et al., 2005	Shatar S., 2005	Ogunwande, Olawore, et al., 2004	Couladis, Chinou, et al., 2003	Marongiu, Piras, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP Sil 5 CB	HP-5	DB-5	HP-5	BP-1
Column length (m)	25.	30.	30.	30.	60.
Carrier gas	He	He	He	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.32
Phase thickness (μm)	0.15	0.25	0.25	0.25	0.25
T_start (C)	50.	60.	50.	60.	60.
T_end (C)	230.	280.	250.	200.	220.
Heat rate (K/min)	3.	3.	0.5	4.	5.
Initial hold (min)			5.	1.
Final hold (min)			10.	15.
I	1496.	1483.	1497.	1496.	1490.
Reference	Ogunwande, Olawore, et al., 2003	Özcan, Tzakou, et al., 2003	Viña and Murillo, 2003	Juliani and Simon, 2002	Raina, Lal, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	BP-1	Cross-Linked Methylsilicone	BP-1	BP-1
Column length (m)	25.	25.	50.	25.	25.
Carrier gas	N2	N2	He	N2	N2
Substrate
Column diameter (mm)	0.32	0.55	0.2	0.55	0.55
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	100.	60.	60.
T_end (C)	220.	220.	280.	220.	220.
Heat rate (K/min)	5.	5.	4.	5.	5.
Initial hold (min)
Final hold (min)	15.	15.		15.	15.
I	1491.	1496.	1487.	1496.	1490.
Reference	Raina, Srivastava, et al., 2002	Raina, Srivastava, et al., 2002, 2	Rajeswara Rao, Kaul, et al., 2002	Jain, Srivastava, et al., 2001	Raina, Srivastava, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-1	DB-1	BP-1	HP-5MS	HP-5MS
Column length (m)	25.	30.	25.	30.	30.
Carrier gas	He	He	N2	He	He
Substrate
Column diameter (mm)	0.2	0.25	0.50	0.25	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	100.	40.	60.	60.	70.
T_end (C)	220.	260.	220.	280.	250.
Heat rate (K/min)	4.	2.	5.	3.	3.
Initial hold (min)		5.			5.
Final hold (min)		20.	10.
I	1484.	1479.	1486.	1494.	1488.
Reference	Rajeswara Rao, 2001	Senatore and Rigano, 2001	Rao, Sastry, et al., 2000	Roussis, Tsoukatou, et al., 2000	Siani, Ramos, 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	SE-30	DB-5	DB-5
Column length (m)	25.	30.	25.	30.	30.
Carrier gas	N2	He	N2
Substrate
Column diameter (mm)	0.5	0.25	0.2
Phase thickness (μm)		0.25
T_start (C)	60.	40.	60.	40.	40.
T_end (C)	220.	250.	180.	210.	210.
Heat rate (K/min)	5.	2.	3.	2.	2.
Initial hold (min)		5.	10.	2.	2.
Final hold (min)		20.	1.	120.	120.
I	1484.	1478.	1492.	1495.	1497.
Reference	Mallavarapu, Rao, et al., 1998	Senatore, Urrunaga Soria, et al., 1998	Jantan, Ali, et al., 1995	Loayza, Abujder, et al., 1995	Loayza, Abujder, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary
Active phase	HP-1	SPB-1
Column length (m)	15.	50.
Carrier gas		He
Substrate
Column diameter (mm)	0.32	0.20
Phase thickness (μm)
T_start (C)	40.	35.
T_end (C)	240.	200.
Heat rate (K/min)	6.	3.
Initial hold (min)		5.
Final hold (min)	10.	20.
I	1482.	1510.
Reference	Raharivelomanana, Cambon, et al., 1993	Wong and Tie, 1993
Comment	MSDC-RI	MSDC-RI

References

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

Angioni, Barra, et al., 2006
Angioni, A.; Barra, A.; Coroneo, V.; Dessi, S.; Cabras, P., Chemical composition, seasonal variability, and antifungal activity of Lavandula stoechas L. ssp. stoechas essential oils from stem/leaves and flowers, J. Agric. Food Chem., 2006, 54, 12, 4364-4370, https://doi.org/10.1021/jf0603329 . [all data]

Marongiu, Porcedda, et al., 2006
Marongiu, B.; Porcedda, S.; Piras, A.; Sanna, G.; Murreddu, M.; Loddo, R., Extraction of Juniperus communis L. ssp. nana Willd. essential oil by supercritical carbon dioxide, Flavour Fragr. J., 2006, 21, 1, 148-154, https://doi.org/10.1002/ffj.1549 . [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]

Walde, Jyothirmayi, et al., 2006
Walde, S.G.; Jyothirmayi, T.; Prabhakara Rao, P.G.; Srinivas, P., Flavour volatiles of flowers and stalks of Murraya koenigii L., Flavour Fragr. J., 2006, 21, 4, 581-584, https://doi.org/10.1002/ffj.1737 . [all data]

Maia, Andrade, et al., 2005
Maia, J.G.S.; Andrade, E.H.A.; da Silva, A.C.M.; Oliveira, J.; Carreira, L.M.M.; Araújo, J.S., Leaf volatile oils from four Brazilian Xylopia species, Flavour Fragr. J., 2005, 20, 5, 474-477, https://doi.org/10.1002/ffj.1499 . [all data]

Shatar S., 2005
Shatar S., Essential oil of Ferula ferulaoides from Western Mongolia, Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 5, 607-608, https://doi.org/10.1007/s10600-005-0222-8 . [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]

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]

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]

Raina, Lal, et al., 2002
Raina, V.K.; Lal, R.K.; Tripathi, S.; Khan, M.; Syamasundar, K.V.; Srivastava, S.K., Erratum. Essential oil composition of genetically diverse stocks of Murraya koenigii from India, Flavour Fragr. J., 2002, 17, 5, 404, https://doi.org/10.1002/ffj.1139 . [all data]

Raina, Srivastava, et al., 2002
Raina, V.K.; Srivastava, S.K.; Syamasunder, K.V., The essential oil of 'greater galangal' [Alpinia galanga (L.) Willd.] from the lower Himalayan region of India, Flavour Fragr. J., 2002, 17, 5, 358-360, https://doi.org/10.1002/ffj.1105 . [all data]

Raina, Srivastava, et al., 2002, 2
Raina, V.K.; Srivastava, S.K.; Jain, N.; Ahmad, A.; Syamasundar, K.V.; Aggarwal, K.K., Essential oil composition of Curcuma longa L. cv. Roma from the plains of northern India, Flavour Fragr. J., 2002, 17, 2, 99-102, https://doi.org/10.1002/ffj.1053 . [all data]

Rajeswara Rao, Kaul, et al., 2002
Rajeswara Rao, B.R.; Kaul, P.N.; Syamasundar, K.V.; Ramesh, S., Water soluble fractions of rose scented geranium (Pelargonium species) essential oil, Bioresour. Technol., 2002, 84, 3, 243-246, https://doi.org/10.1016/S0960-8524(02)00057-3 . [all data]

Jain, Srivastava, et al., 2001
Jain, N.; Srivastava, S.K.; Aggarwal, K.K.; Ramesh, S.; Kumar, S., Essential oil composition of Zanthoxylum alatum seeds from northern India, Flavour Fragr. J., 2001, 16, 6, 408-410, https://doi.org/10.1002/ffj.1024 . [all data]

Raina, Srivastava, et al., 2001
Raina, V.K.; Srivastava, S.K.; Aggarwal, K.K.; Ramesh, S.; Kumar, S., Essential oil composition of Cinnamomum zeylanicum Blume leaves from Little Andaman, India, Flavour Fragr. J., 2001, 16, 5, 374-376, https://doi.org/10.1002/ffj.1016 . [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]

Rao, Sastry, et al., 2000
Rao, B.R.R.; Sastry, K.P.; Saleem, S.M.; Rao, E.V.S.P.; Syamasundar, K.V.; Ramesh, S., Volatile flower oils of three genotypes of rose-scented geranium (Pelargonium sp.), Flavour Fragr. J., 2000, 15, 2, 105-107, https://doi.org/10.1002/(SICI)1099-1026(200003/04)15:2<105::AID-FFJ875>3.0.CO;2-G . [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]

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]

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]

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
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