Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-1-(1-methylethyl)-, (1α,4aβ,8aα)-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChI: InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3/t13-,14-,15-/m1/s1
- IUPAC Standard InChIKey: WRHGORWNJGOVQY-RBSFLKMASA-N
- CAS Registry Number: 39029-41-9
- 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: γ-Cadinene; 1-Isopropyl-7-methyl-4-methylene-1,2,3,4,4a,5,6,8a-octahydronaphthalene)-, (1R,4aS,8aS)-rel-; (1R,4aS,8aS)-1-Isopropyl-7-methyl-4-methylene-1,2,3,4,4a,5,6,8a-octahydronaphthalene; (1S-(1α,4α,4α,6α,8β))-decahydro-4-isopropyl-1,6-dimethyl-naphthalene (γ-cadinene)
- Permanent link for this species. Use this link for bookmarking this species for future reference.
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Van Den Dool and Kratz 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 | BP-20 | RTX-Wax | RTX-Wax | RTX-Wax | HP-20M |
| Column length (m) | 50. | 60. | 60. | 60. | 50. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.22 | 0.22 | 0.22 | 0.2 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.2 |
| Tstart (C) | 60. | 60. | 60. | 60. | 70. |
| Tend (C) | 220. | 230. | 230. | 230. | 180. |
| Heat rate (K/min) | 2. | 2. | 2. | 2. | 4. |
| Initial hold (min) | 4. | ||||
| Final hold (min) | 20. | 30. | 35. | 35. | 15. |
| I | 1753. | 1752. | 1748. | 1748. | 1716. |
| Reference | Lesueur, de Rocca Serra, et al., 2007 | Muselli, Rossi, et al., 2007 | Paolini J., Costa J., et al., 2007 | Paolini, Muselli, et al., 2007 | Politeo, Jukic, 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 | RTX-Wax | Polyethylene Glycol | BP-20 |
| Column length (m) | 50. | 50. | 60. | 30. | 50. |
| Carrier gas | He | He | N2 | He | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.22 | 0.22 | 0.32 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 50. | 60. |
| Tend (C) | 220. | 220. | 230. | 230. | 220. |
| Heat rate (K/min) | 2. | 2. | 2. | 2. | 2. |
| Initial hold (min) | 10. | ||||
| Final hold (min) | 20. | 20. | 45. | 15. | 20. |
| I | 1760. | 1748. | 1760. | 1765. | 1753. |
| Reference | Blanc, Bradesi, et al., 2006 | Boti, Bighelli, et al., 2006 | Cavalli, Tomi, et al., 2006 | Dob, Dahmane, et al., 2006 | Duquesnoy, Dinh, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-Wax | BP-20 | Supelcowax-10 | Supelcowax-10 | RTX-Wax |
| Column length (m) | 30. | 50. | 30. | 30. | 60. |
| Carrier gas | N2 | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.22 | 0.2 | 0.2 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.2 | 0.2 | 0.25 |
| Tstart (C) | 60. | 60. | 70. | 70. | 60. |
| Tend (C) | 220. | 220. | 220. | 220. | 230. |
| Heat rate (K/min) | 5. | 2. | 3. | 3. | 2. |
| Initial hold (min) | 10. | ||||
| Final hold (min) | 20. | 15. | 15. | 35. | |
| I | 1750. | 1756. | 1751. | 1751. | 1748. |
| Reference | Flamini, Tebano, et al., 2006 | Gonny, Cavaleiro, et al., 2006 | Pinto, Pina-Vaz, et al., 2006 | Salgueiro L.R., Pinto E., et al., 2006 | Paolini, Costa, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Supelcowax-10 | HP-Innowax | Supelcowax-10 | BP-20 | DB-Wax |
| Column length (m) | 30. | 30. | 30. | 50. | 30. |
| Carrier gas | He | He | N2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.25 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.2 | 0.5 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 70. | 60. | 50. | 60. | 40. |
| Tend (C) | 220. | 260. | 200. | 220. | 200. |
| Heat rate (K/min) | 3. | 3. | 5. | 2. | 4. |
| Initial hold (min) | 5. | ||||
| Final hold (min) | 15. | 20. | 20. | ||
| I | 1752. | 1770. | 1752. | 1750. | 1745. |
| Reference | Cavaleiro, Salgueiro, et al., 2004 | Grujic-Jovanovic, Skaltsa, et al., 2004 | Martinez, Rosa, et al., 2004 | Tam, Thuam, 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 | DB-Wax | BP-20 | Carbowax 20M | RTX-Wax | HP-Innowax |
| Column length (m) | 30. | 50. | 25. | 60. | 30. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.3 | 0.25 | 0.5 |
| Tstart (C) | 40. | 60. | 50. | 60. | 60. |
| Tend (C) | 200. | 230. | 200. | 230. | 260. |
| Heat rate (K/min) | 4. | 2. | 3. | 2. | 3. |
| Initial hold (min) | 5. | 1. | |||
| Final hold (min) | 20. | 35. | 20. | 45. | |
| I | 1738. | 1747. | 1752. | 1747. | 1765. |
| Reference | Yu, Kim, et al., 2004, 2 | Bianchini, Tomi, et al., 2003 | Bicchi, Rubiolo, et al., 2003 | Cavalli, Tomi, et al., 2003 | Tzakou, Couladis, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | AT-Wax | HP-Innowax | HP-Innowax | BP-20 | DB-Wax |
| Column length (m) | 60. | 30. | 30. | 50. | 60. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.22 | 0.5 |
| Phase thickness (μm) | 0.25 | 0.50 | 0.50 | 0.25 | 0.32 |
| Tstart (C) | 65. | 60. | 60. | 60. | 40. |
| Tend (C) | 250. | 260. | 260. | 220. | 290. |
| Heat rate (K/min) | 2. | 3. | 3. | 2. | 4. |
| Initial hold (min) | 10. | 2. | |||
| Final hold (min) | 60. | 10. | 20. | 5. | |
| I | 1727. | 1765. | 1765. | 1746. | 1782. |
| Reference | Pino, Marbot, et al., 2002 | Couladis, Baziou, et al., 2001 | Couladis, Tzakou, et al., 2001 | Rezzi, Bighelli, et al., 2001 | Bartley and Jacobs, 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | DB-Wax | Innowax | Carbowax 20M | DB-Wax |
| Column length (m) | 60. | 60. | 60. | 25. | 60. |
| Carrier gas | He | He | He | H2 | |
| Substrate | |||||
| Column diameter (mm) | 0.53 | 0.53 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 1.0 | 0.25 | 0.3 | 0.25 | |
| Tstart (C) | 50. | 50. | 50. | 50. | 40. |
| Tend (C) | 220. | 220. | 180. | 200. | 200. |
| Heat rate (K/min) | 3. | 3. | 2.5 | 3. | 3. |
| Initial hold (min) | 5. | 1. | 5. | ||
| Final hold (min) | 20. | 60. | |||
| I | 1760. | 1762. | 1772. | 1754. | 1722. |
| Reference | Brophy, Goldsack, et al., 2000 | Brophy, Goldsack, et al., 1999 | Stashenko, Cervantes, et al., 1999 | Bicchi, Rubiolo, et al., 1998 | Cha, Kim, et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Carbowax 20M | BP-20 | BP-20 | DB-Wax | Carbowax 20M |
| Column length (m) | 25. | 50. | 50. | 60. | 50. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.22 | 0.22 | 0.25 | 0.2 |
| Phase thickness (μm) | 0.3 | 0.25 | 0.25 | 0.25 | 0.2 |
| Tstart (C) | 50. | 60. | 60. | 50. | 30. |
| Tend (C) | 200. | 230. | 230. | 180. | 170. |
| Heat rate (K/min) | 3. | 2. | 2. | 2.5 | 4. |
| Initial hold (min) | 1. | 5. | 2. | ||
| Final hold (min) | 20. | 35. | 35. | 20. | |
| I | 1756. | 1747. | 1747. | 1772. | 1765. |
| Reference | Bicchi, Fresia, et al., 1997 | Mariotti, Costa, et al., 1997 | Mariotti, Tomi, et al., 1997 | Stashenko, Prada, et al., 1996 | Píry, Príbela, et al., 1995 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary |
|---|---|---|
| Active phase | DB-Wax | HP-20M |
| Column length (m) | 60. | 50. |
| Carrier gas | He | He |
| Substrate | ||
| Column diameter (mm) | 0.20 | 0.25 |
| Phase thickness (μm) | 0.20 | |
| Tstart (C) | 70. | 60. |
| Tend (C) | 180. | 190. |
| Heat rate (K/min) | 2. | 3. |
| Initial hold (min) | 5. | |
| Final hold (min) | ||
| I | 1753. | 1752. |
| Reference | Stashenko, Wiame, et al., 1995 | Chung, Eiserich, et al., 1993 |
| Comment | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz 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.
Lesueur, de Rocca Serra, et al., 2007
Lesueur, D.; de Rocca Serra, D.; Bighelli, A.; Hoi, T.M.; Ban, N.K.; Thai, T.H.; Casanova, J.,
Chemical composition and antibacterial activity of the essential oil of Michelia foveolata Merryll ex Dandy from Vietnam,
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Muselli, Rossi, et al., 2007
Muselli, A.; Rossi, P.-G.; Desjobert, J.-M.; Bernardini, A.-F.; Berti, L.; Costa, J.,
Chemical composition and antibacterial activity of Otanthus maritimus (L.) Hoffmanns. Link essential oils from Corsica,
Flavour Fragr. J., 2007, 22, 3, 217-223, https://doi.org/10.1002/ffj.1787
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Paolini J., Costa J., et al., 2007
Paolini J.; Costa J.; Bernardini A.F.,
Analysis of the essential oil from the roots of Eupatorium cannabinum subsp corsicum (L.) by GC, GC-MS and C-13-NMR,
Phytochem. Anal., 2007, 18, 3, 235-244, https://doi.org/10.1002/pca.977
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Paolini, Muselli, et al., 2007
Paolini, J.; Muselli, A.; Bernardini, A.-F.; Bighelli, A.; Casanova, J.; Costa, J.,
Thymol derivatives from essential oil of Doronicum corsicum L.,
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Politeo, Jukic, et al., 2007
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Chemical composition and antioxidant capacity of free volatile aglycones from basil (Ocimum basilicum L.) compared with its essential oil,
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Blanc, Bradesi, et al., 2006
Blanc, M.-C.; Bradesi, P.; Goncalves, M.J.; Salgueiro, L.; Casanova, J.,
Essential oil of Dittrichia viscosa ssp. viscosa: analysis by 13C-NMR and antimicrobial activity,
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Boti, Bighelli, et al., 2006
Boti, J.B.; Bighelli, A.; Cavaleiro, C.; Salgueiro, L.; Casanova, J.,
Chemical variability of Juniperus oxycedrus ssp. oxycedrus berry and leaf oils from Corsica, analysed by combination of GC, GC-MS and 13C-NMR,
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Cavalli, Tomi, et al., 2006
Cavalli, J.-F.; Tomi, F.; Bernardini, A.-F.; Casanova, J.,
Chemical variability of the essential oil of Helichrysum faradifani Sc. Ell. from Madagascar,
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Dob, Dahmane, et al., 2006
Dob, T.; Dahmane, D.; Agli, M.; Chelghoum, C.,
Essential oil composition of Lavandula stoechas from Algeria,
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Duquesnoy, Dinh, et al., 2006
Duquesnoy, E.; Dinh, N.H.; Castola, V.; Casanova, J.,
Composition of a Pyrolytic oil from Cupressus funebris Endl. of Vietnamese origin,
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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,
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Gonny, Cavaleiro, et al., 2006
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Analysis of Juniperus communis subsp. alpina needle, berry, wood and root oils by combination of GC, GC/MS and 13C-NMR,
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Pinto, Pina-Vaz, et al., 2006
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Antifuncal activity of the essential oil Thymus pulegioides on Candida, Aspergillus and dermatophyte species,
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Salgueiro L.R., Pinto E., et al., 2006
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Antifungal activity of the essential oil of Thymus capitellatus against Candida, Aspergillus and dermatophyte strains,
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Paolini, Costa, et al., 2005
Paolini, J.; Costa, J.; Bernardini, A.,
Analysis of the essential oil from aerial parts of Eupatorium cannabinum subsp. corsicum (L.) by gas chromatography with electron impact and chemical ionization mass spectrometry,
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Cavaleiro, Salgueiro, et al., 2004
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Analysis by gas chromatography?mass spectrometry of the volatile components of Teucrium lusitanicum and Teucrium algarbiensis,
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Grujic-Jovanovic, Skaltsa, et al., 2004
Grujic-Jovanovic, S.; Skaltsa, H.D.; Marin, P.; Sokovic, M.,
Composition and antibacterial activity of the essential oil of six Stachys species from Serbia,
Flavour Fragr. J., 2004, 19, 2, 139-144, https://doi.org/10.1002/ffj.1275
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Martinez, Rosa, et al., 2004
Martinez, J.; Rosa, P.T.V.; Menut, C.; Leydet, A.; Brat, P.; Pallet, D.; Meireles, M.A.A.,
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Tam, Thuam, et al., 2004
Tam, N.T.; Thuam, D.T.; Bighelli, A.; Castola, V.; Muselli, A.; Richomme, P.; Casanova, J.,
Baeckea frutescens leaf oil from Vietnam: composition and chemical variability,
Flavour Fragr. J., 2004, 19, 3, 217-220, https://doi.org/10.1002/ffj.1281
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Yu, Kim, et al., 2004
Yu, E.J.; Kim, T.H.; Kim, K.H.; Lee, H.J.,
Aroma-active compounds of Pinus densiflora (red pine) needles,
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Yu, Kim, et al., 2004, 2
Yu, E.J.; Kim, T.H.; Kim, K.H.; Lee, H.J.,
Characterization of aroma-active compounds of Abies nephrolepis (Khingan fir) needles using aroma extract dilution analysis,
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Bianchini, Tomi, et al., 2003
Bianchini, A.; Tomi, P.; Bernardini, A.F.; Morelli, I.; Flamini, G.; Cioni, P.L.; Usai, M.; Marchetti, M.,
A comparative study of volatile constituents of two Helichrysum italicum (Roth) Guss. Don Fil subspecies growing in Corsica (France), Tuscany and Sardinia (Italy),
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Bicchi, Rubiolo, et al., 2003
Bicchi, C.; Rubiolo, P.; Camargo, E.E.S.; Vilegas, W.; Gracioso, J.S.; Brito, A.R.M.S.,
Components of Turnera diffusa Willd. var. afrodisiaca (Ward) Urb. essential oil,
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Cavalli, Tomi, et al., 2003
Cavalli, J.-F.; Tomi, F.; Bernardini, A.-F.; Casanova, J.,
Composition and chemical variability of the bark oil of Cedrelopsis grevei H. Baillon from Madagascar,
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Tzakou, Couladis, et al., 2003
Tzakou, O.; Couladis, M.; Slavkovska, V.; Mimica-Dukic, N.; Jancic, R.,
The essential oil composition of Salvia brachyodon Vandas,
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Pino, Marbot, et al., 2002
Pino, J.A.; Marbot, R.; Vázquez, C.,
Characterization of volatile in Cosa Rican Guava [Psidium friedrichsthalianum (Berg) Niedenzu] fruit,
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Couladis, Baziou, et al., 2001
Couladis, M.; Baziou, P.; Petrakis, P.V.; Harvala, C.,
Essential oil composition of Hypericum perfoliatum L. growing in different locations in Greece,
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Couladis, Tzakou, et al., 2001
Couladis, M.; Tzakou, O.; Stojanovic, D.; Mimica-Dukic, N.; Jancic, R.,
The essential oil composition of Salvia argentea L.,
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Rezzi, Bighelli, et al., 2001
Rezzi, S.; Bighelli, A.; Mouillot, D.; Casanova, J.,
Composition and chemical variability of the needle essential oil of Pinus nigra subsp. laricio from corsica,
Flavour Fragr. J., 2001, 16, 5, 379-383, https://doi.org/10.1002/ffj.1018
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Bartley and Jacobs, 2000
Bartley, J.P.; Jacobs, A.L.,
Effects of drying on flavour compounds in Australian-grown ginger (Zingiber officinale),
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Brophy, Goldsack, et al., 2000
Brophy, J.J.; Goldsack, R.J.; Punruckvong, A.; Bean, A.R.; Forster, P.I.; Lepschi, B.J.; Doran, J.C.; Rozefelds, A.C.,
Leaf essential oils of the genus Leptospermum (Myrtaceae) in eastern Australia. Part 7. Leptospermum petersonii, L. liversidgei and allies,
Flavour Fragr. J., 2000, 15, 5, 342-351, https://doi.org/10.1002/1099-1026(200009/10)15:5<342::AID-FFJ924>3.0.CO;2-V
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Brophy, Goldsack, et al., 1999
Brophy, J.J.; Goldsack, R.J.; Punruckvong, A.; Forster, P.I.,
The leaf essential oils of Pilidiostigma (Myrtaceae),
Flavour Fragr. J., 1999, 14, 2, 143-146, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<143::AID-FFJ798>3.0.CO;2-P
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Stashenko, Cervantes, et al., 1999
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Notes
Go To: Top, Van Den Dool and Kratz RI, polar column, temperature ramp, References
- Symbols used in this document:
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