Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, [1R-(1α,7β,8aα)]-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChIKey: QEBNYNLSCGVZOH-UHFFFAOYSA-N
- CAS Registry Number: 4630-07-3
- 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: 4βH,5α-Eremophila-1(10),11-diene; (+)-Valencene; Valencen; Valencene; 4α,10α-Dimethyl-6β-isopropyl-δ1,9-octalin; Valencene 85; 3-Isopropenyl-4a,5-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene; Isoeremophilene; [1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalene
- 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, non-polar column, custom temperature program
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 | VF-5 | VF-5 | HP-5 MS | DB-5 | HP-5 MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
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 |
Program | 50 0C (2 min) 3 0C/min -> 200 0C (3 min) 10 0C/min -> 220 0C (8 min) | not specified | 50 0C (1.5 min) 10 0C/min -> 180 0C (2 min) 6 0C/min -> 280 0C (10 min) | not specified | 40 0C (3 min) 3 0C/min -> 160 0C (2 min) 8 0C/min -> 220 0C (3 min) |
I | 1512. | 1499. | 1500. | 1491. | 1499. |
Reference | Shivashankar, Roy, et al., 2012 | Shivashankar, Roy, et al., 2012 | Wang, Xu, et al., 2011 | Scherer, Wagner, et al., 2010 | Fan, Lu, et al., 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 MS | SPB-5 | SPB-5 | HP-5 | HP-5 |
Column length (m) | 30. | 30. | 30. | ||
Carrier gas | Helium | Helium | Helium | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | ||
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Program | 40 0C (5 min) 2 0C/min -> 270 0C -> 260 0C (20 min) | not specified | not specified | 40 0C (3 min) 3 0C/min -> 160 0C (2 min) 8 0C/min -> 220 0C (3 min) | not specified |
I | 1495. | 1483. | 1491. | 1495. | 1498. |
Reference | Mancini, Arnold, et al., 2009 | Kilani, Ledauphin, et al., 2008 | Kilani, Ledauphin, et al., 2008 | Qiao, Xie, et al., 2008 | Qiao, Xie, et al., 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | DB-1 | HP-5MS | DB-5 MS | HP-5 MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | Helium | Helium |
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 |
Program | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 45C => 3C/min => 175C => 15C/min => 300C (10min) | 40C(5min) => 2C/min => 250C(15min) => 10C/min => 270C | 60 0C 3 0C/min -> 210 0C 5 0C/min -> 250 0C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C |
I | 1493. | 1477. | 1494. | 1513. | 1493. |
Reference | Cole, Haber, et al., 2007 | Ferreira, Meireles de Sousa, et al., 2007 | Formisano, Mignola, et al., 2007 | Haznagy-Radnai, Szigle, et al., 2007 | Moriarity, Bansal, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | HP-5 MS | HP-5MS | HP-5MS | HP-5MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | Helium | 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 | ||
Program | 45C => 3C/min => 175C => 15C/min => 300C(10min) | 40 0C (10 min) 3 oC/min -> 200 0C 2 0C/min -> 220 0C | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 40C(3min) => 6C/min => 160C => 10C/min => 300C (10min) | 40C(5min) => 2C/min => 250C(15min) => 10C/min => 270C |
I | 1477. | 1492. | 1493. | 1493. | 1491. |
Reference | Rodrigues, Antunes, et al., 2007 | Setzer, Stokes, et al., 2007 | Takaku, Haber, et al., 2007 | Yu, Huang, et al., 2007 | Formisano C., Senatore F., 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 | HP-5 | DB-5 | HP-5MS | VF-5MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | 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 |
Program | 60C(4min) => 1C/min => 64C => 2.5C/min => 155C => 5C/min => 250C | not specified | 40C (5min) => 2C/min => 250C(15min) => 5C/min => 270C (10min) | 40C(5min) => 2C/min => 250C (15min) => 10C/min => 270C | 40C(1min) => 15C/min => 100C => 4C/min => 250C (1min) |
I | 1510. | 1510. | 1495. | 1495. | 1492. |
Reference | Jordan, Martinez, et al., 2006 | Martinez, Madrid, et al., 2006 | Massardo, Senatore, et al., 2006 | Senatore, Apostolides Arnold, et al., 2006 | Xie, Sun, 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-5MS | HP-5 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.1 | 0.25 | 0.25 | 0.25 | |
Program | 65C(1min) => 1C/min => 75C (2min) => 0.5C/min => 81C(2min) => 3C/min => 180C(7min) | 35C => 4C/min => 180C => 20C/min => 280C | 45C => 3C/min => 175C => 15C/min => 300C (10min) | 50C(3min) => 3C/min => 150C(10min) => 10C/min => 250C | 40C(5min) => 2C/min => 250C(15min) => 10C/min => 270C |
I | 1493. | 1491. | 1477. | 1496. | 1495. |
Reference | Singh, Maurya, et al., 2005 | Barros-Filho, Nunes, et al., 2004 | Miguel, Simões, et al., 2004 | Sahin, Gulluce, et al., 2004 | Senatore, Apostolides Arnold, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SE-30 | SE-30 | Methyl Silicone | DB-5 | HP-5 |
Column length (m) | 30. | 30. | |||
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | |||
Phase thickness (μm) | 0.25 | 0.25 | |||
Program | not specified | not specified | 60 0C 3 0C/min -> 200 0C 15 0C/min -> 250 0C (5 min) | 40C (1min) => 9C/min => 130C => 2C/min => 230C | 60C (4min) => 1C/min => 64C => 2.5C/min => 155C => 5C/min => 250C |
I | 1481. | 1487. | 1490. | 1485. | 1510. |
Reference | Vinogradov, 2004 | Vinogradov, 2004 | Demyttenaere, Morina, et al., 2003 | Hamm, Lesellier, et al., 2003 | Jordán, Martínez, 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-5MS | HP-5 | DB-1 | DB-5 |
Column length (m) | 25. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Program | 40C(2min) => 8C/min => 160C => 15C/min => 250C(3min) | not specified | not specified | 45 0C 3 K/min -> 175 0C 15 K/min -> 300 0C (10 min) | 40C => 2C/min => 60C => 4C/min => 260C |
I | 1490. | 1482. | 1488. | 1477. | 1492. |
Reference | Demyttenaere, Moriña, et al., 2002 | Phutdhawong, Korth, et al., 2002 | Aparicio, Romero, et al., 2001 | Figueiredo, Miguel, et al., 2001 | Andrade, Maia, et al., 2000 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary |
---|---|---|---|
Active phase | Methyl Silicone | OV-101 | OV-101 |
Column length (m) | |||
Carrier gas | |||
Substrate | |||
Column diameter (mm) | |||
Phase thickness (μm) | |||
Program | not specified | not specified | not specified |
I | 1481. | 1490. | 1487. |
Reference | Zenkevich, 1996 | Menut, Lamaty, et al., 1994 | Shibamoto, 1987 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Shivashankar, Roy, et al., 2012
Shivashankar, S.; Roy, T.K.; Moorthy, P.N.R.,
Headspace solid phase micro extraction and GC/MS analysis of the volatile components in seed and cake of Azadirachta indica A. juss,
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Wang, Xu, et al., 2011
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Fan, Lu, et al., 2009
Fan, G.; Lu, W.; Yao, X.; Zhang, Y.; Wang, K.; Pan, S.,
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Comparative study of Cyperus rotundus essential oil by a modified GC/MS analysis method. Evaluation of its antioxidantt, cytotoxic, and apoptoic effects,
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Cole, Haber, et al., 2007
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Chemical composition of essential oils of seven species of Eugenia from Monteverde, Costa Rica,
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Moriarity, Bansal, et al., 2007
Moriarity, D.M.; Bansal, A.; Cole, R.A.; Takaku, S.; Haber, W.A.; Setzer, W.N.,
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Rodrigues, F.S.L.M.; Antunes, L.C.S.; Figueiredo, A.C.; Costa, M.M.; Pereira, J.D.S.; Colaço, R.D.R.; Miranda, H.H.S.; Barroso, J.G.; Pedro, L.G.; Scheffer, J.J.C.,
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Takaku, Haber, et al., 2007
Takaku, S.; Haber, W.A.; Setzer, W.N.,
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Development of gas chromatography-mass spectrometry with microwave distillation and simultaneous solid-phase microextraction for rapid determination of volatile constituents in ginger,
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Formisano C., Senatore F., et al., 2006
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Chemical composition and antimicrobial activity of the essential oil of Phlomis ferruginea Ten. (Lamiaceae) growing wild in Southern Italy,
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Seasonal variation of Thymus hyemalis Lange and Spanish Thymus vulgaris L. essential oils composition,
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Chemical composition of the essential oil of Salvia microstegia Boiss. et Balansa growing wild in Lebanon,
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Xie, Sun, et al., 2006
Xie, J.; Sun, B.; Yu, M.,
Constituents of top fragrance from fresh flowers of Robinia Pseudoacacia L. occurring in China,
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Singh, Maurya, et al., 2005
Singh, G.; Maurya, S.; Catalan, C.; de Lampasona, M.P.,
Studies on essential oils, Part 42: chemical, antifungal, antioxidant and sprout suppressant studies on ginger essential oil and its oleoresin,
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Barros-Filho, Nunes, et al., 2004
Barros-Filho, B.A.; Nunes, F.M.; de Oliveira, M.C.F.; Mafezoli, J.; Andrade-Neto, M.; Silveira, E.R.; Pirani, J.R.,
Volatile constituents from Esenbeckia almawillia (Rutaceae),
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Miguel, Simões, et al., 2004
Miguel, G.; Simões, M.; Figueiredo, A.C.; Barroso, J.G.; Pedro, L.G.; Carvalho, L.,
Composition and antioxidant activities of the essential oils of Thymus caespititius, Thymus camphoratus and Thymus mastichina,
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Sahin, Gulluce, et al., 2004
Sahin, F.; Gulluce, M.; Daferera, D.; Sokmen, A.; Sokmen, M.; Polissiou, M.; Agar, G.; Ozer, H.,
Biological activities of the essential oils and methanol extract of Origanum vulgare ssp. vulgare in the Eastern Anatolia region of Turkey,
Food Control, 2004, 15, 7, 549-557, https://doi.org/10.1016/j.foodcont.2003.08.009
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Senatore, Apostolides Arnold, et al., 2004
Senatore, F.; Apostolides Arnold, N.; Piozzi, F.,
Chemical composition of the essential oil of Salvia multicaulis Vahl. var. simplicifolia Boiss. growing wild in Lebanon,
J. Chromatogr. A, 2004, 1052, 1-2, 237-240, https://doi.org/10.1016/j.chroma.2004.08.095
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Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Demyttenaere, Morina, et al., 2003
Demyttenaere, J.C.R.; Morina, R.M.; Sandra, P.,
Monitoring and fast detection of mycotoxin-producing fungi based on headspace solid-phase microextraction and headspace sorptive extraction of the volatile metabolites,
J. Chromatogr. A, 2003, 985, 1-2, 127-135, https://doi.org/10.1016/S0021-9673(02)01417-6
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Hamm, Lesellier, et al., 2003
Hamm, S.; Lesellier, E.; Bleton, J.; Tchapla, A.,
Optimization of headspace solid phase microextraction for gas chromatography/mass spectrometry analysis of widely different volatility and polarity terpenoids in olibanum,
J. Chromatogr. A, 2003, 1018, 1, 73-83, https://doi.org/10.1016/j.chroma.2003.08.027
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Jordán, Martínez, et al., 2003
Jordán, M.J.; Martínez, R.M.; Cases, M.A.; Sotomayor. J.A.,
Watering level effect on Thymus hyemalis lange essential oil yield and composition,
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Demyttenaere, Moriña, et al., 2002
Demyttenaere, J.C.R.; Moriña, R.M.; Sandra, P.; Schelfaut, M.,
Monitoring and fast detection of mycotoxin-producing fungi based on headspace solid-phase microextraction and headspace sorptive extraction of the volatile metabolites
in 25th International Symposium on Capillary Chromatography, 2002, 1-12. [all data]
Phutdhawong, Korth, et al., 2002
Phutdhawong, W.; Korth, J.; Buddhasukh, D.; Pyne, S.G.,
Volatile components from Cephalotaxus griffithii growing in northern Thailand,
Flavour Fragr. J., 2002, 17, 2, 153-155, https://doi.org/10.1002/ffj.1064
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Aparicio, Romero, et al., 2001
Aparicio, R.; Romero, M.; Rojas, L.B.; Khouri, N.; Usubillaga, A.,
Composition of the essential oil of four species of Ruilopezia from the Venezuelan Andes,
Flavour Fragr. J., 2001, 16, 3, 172-174, https://doi.org/10.1002/ffj.973
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Figueiredo, Miguel, et al., 2001
Figueiredo, A.C.; Miguel, M.G.; Duarte, A.M.F.; Barroso, J.G.; Pedro, L.G.,
Essential oil composition of Thymus lotocephallus G. López R. Morales, collected during flowering and vegetative phases,
Flavour Fragr. J., 2001, 16, 6, 417-421, https://doi.org/10.1002/ffj.1028
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Andrade, Maia, et al., 2000
Andrade, E.H.A.; Maia, J.G.S.; Zoghbi, M.G.B.,
Aroma volatile constituents of Brazilian varieties of mango fruit,
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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]
Menut, Lamaty, et al., 1994
Menut, C.; Lamaty, G.; Bessiere, J.M.; Ayedoun, M.A.; Setondji, J.; Samate, D.; Nacro, M.,
Aromatic Plants from Tropical West Africa. II. Volatile Constituents of Daniella oliveri (Rolfe) Hutch Dalz. from Benin and Burkina Faso,
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. [all data]
Shibamoto, 1987
Shibamoto, T.,
Retention Indices in Essential Oil Analysis
in Capillary Gas Chromatography in Essential Oil Analysis, Sandra, P.; Bicchi, C., ed(s)., Hutchig Verlag, Heidelberg, New York, 1987, 259-274. [all data]
Notes
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