Bicyclo[3.1.1]hept-2-ene, 2,6-dimethyl-6-(4-methyl-3-pentenyl)-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChI: InChI=1S/C15H24/c1-11(2)6-5-9-15(4)13-8-7-12(3)14(15)10-13/h6-7,13-14H,5,8-10H2,1-4H3
- IUPAC Standard InChIKey: YMBFCQPIMVLNIU-UHFFFAOYSA-N
- CAS Registry Number: 17699-05-7
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Stereoisomers:
- Other names: 2-Norpinene, 2,6-dimethyl-6-(4-methyl-3-pentenyl)-; α-Bergamotene; trans-α-Bergamotene; Bicyclo[3,1,1]hept-2-ene,2,6-dimethyl-6-[4-methyl-3-pentenyl]-; 2,6-dimethyl-6-(4-methyl-3-pentenyl)bicyclo[3.1.1]hept-2-ene
- Information on this page:
- Other data available:
- Options:
Normal alkane RI, non-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 | SE-30 MS | CP-Sil 5 CB | HP-5 | CP Sil 8 CB | HP-5MS |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | Helium | Nitrogen | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.26 | 0.25 | 0.25 | |
| Tstart (C) | 50. | 45. | 60. | 60. | 50. |
| Tend (C) | 250. | 280. | 250. | 290. | 230. |
| Heat rate (K/min) | 5. | 3. | 10. | 3. | 5. |
| Initial hold (min) | 5. | 2. | 5. | 2. | |
| Final hold (min) | 10. | 22. | 10. | 10. | |
| I | 1403. | 1437. | 1449. | 1439. | 1422. |
| Reference | Menichini, Tundis, et al., 2011 | Mothana, Hasson, et al., 2011 | Wang, Yang, et al., 2006 | Suárez, Vásquez, et al., 2005 | Li and Jiang, 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-1 | DB-1 | Methyl Silicone | HP-5 MS | RSL-200 |
| Column length (m) | 60. | 60. | 60. | 30. | 30. |
| Carrier gas | He | He | He | Helium | H2 |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 35. | 35. | 60. | 60. | 40. |
| Tend (C) | 230. | 230. | 200. | 200. | 280. |
| Heat rate (K/min) | 2. | 2. | 4. | 4. | 6. |
| Initial hold (min) | 4. | 4. | 1. | 1. | 5. |
| Final hold (min) | 25. | 25. | 20. | 20. | 5. |
| I | 1427. | 1432. | 1434. | 1434. | 1436. |
| Reference | Park, Lee, et al., 2004 | Park, Lee, et al., 2004 | Rojas, Usubillaga, et al., 2004 | Royas, Usubillaga, et al., 2004 | Jirovetz, Buchbauer, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | RSL-200 | CP Sil 5 CB | NB-30 | RTX-5 | CP Sil 5 CB |
| Column length (m) | 30. | 25. | 50. | 30. | 25. |
| Carrier gas | H2 | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.2 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.39 | 0.5 | 0.25 | 0.39 |
| Tstart (C) | 40. | 60. | 50. | 60. | 60. |
| Tend (C) | 280. | 220. | 250. | 150. | 220. |
| Heat rate (K/min) | 6. | 5. | 2. | 1. | 5. |
| Initial hold (min) | 5. | 3. | |||
| Final hold (min) | 5. | ||||
| I | 1437. | 1435. | 1426. | 1430. | 1433. |
| Reference | Jirovetz, Buchbauer, et al., 2003, 2 | Mazloomifar, Saber-Tehrani, et al., 2003 | Raal, Arak, et al., 2003 | Kovacevic and Kac, 2002 | Mojab, Rustaiyan, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-1 | RTX-5 | CBP-1 | DB-1 | HP-1 |
| Column length (m) | 25. | 30. | 25. | 30. | 25. |
| Carrier gas | N2 | He | Nitrogen | H2 | |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.25 | 0.25 | 0.32 | 0.32 |
| Phase thickness (μm) | 0.11 | 0.25 | 0.25 | 0.25 | 0.17 |
| Tstart (C) | 60. | 60. | 50. | 45. | 40. |
| Tend (C) | 190. | 150. | 210. | 300. | 260. |
| Heat rate (K/min) | 2.5 | 1. | 3. | 15. | 3. |
| Initial hold (min) | 3. | 3. | 2. | 2. | 5. |
| Final hold (min) | 1. | 5. | |||
| I | 1428. | 1430. | 1429. | 1440. | 1422. |
| Reference | Kovacevic and Kac, 2001 | Kovacevic and Kac, 2001 | Ly, Yamauchi, et al., 2001 | Hedin, McKibben, et al., 2000 | Lopes, Koketsu, et al., 1999 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | OV-101 | OV-101 | SE-30 | HP-5 | HP-5 |
| Column length (m) | 50. | 25. | 25. | 25. | |
| Carrier gas | N2 | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.20 | 0.2 | 0.2 | |
| Phase thickness (μm) | 0.33 | ||||
| Tstart (C) | 80. | 80. | 60. | 70. | 35. |
| Tend (C) | 200. | 240. | 180. | 290. | 200. |
| Heat rate (K/min) | 1. | 6. | 3. | 3. | 6. |
| Initial hold (min) | 10. | 8. | 2. | ||
| Final hold (min) | 20. | 20. | |||
| I | 1429. | 1430. | 1435. | 1440. | 1456. |
| Reference | Menon, Chacko, et al., 1999 | Zenkevich, Kosman, et al., 1999 | Jantan, Ahmad, et al., 1998 | Poiana, Sicari, et al., 1998 | Larsen and Frisvad, 1995 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary |
|---|---|---|---|
| Active phase | DB-1 | Methyl Silicone | OV-101 |
| Column length (m) | 60. | 25. | 50. |
| Carrier gas | He | ||
| Substrate | |||
| Column diameter (mm) | 0.25 | 0.50 | 0.30 |
| Phase thickness (μm) | 0.25 | ||
| Tstart (C) | 70. | 60. | 40. |
| Tend (C) | 270. | 220. | 230. |
| Heat rate (K/min) | 2.5 | 5. | 3.5 |
| Initial hold (min) | 5. | 5. | |
| Final hold (min) | |||
| I | 1435. | 1434. | 1433. |
| Reference | Tirado, Stashenko, et al., 1995 | Mallavarapu, Ramesh, et al., 1993 | Nykanen, 1986 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-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.
Menichini, Tundis, et al., 2011
Menichini, F.; Tundis, R.; Bonesi, M.; de Cindio, B.; Loizzo, M.R.; Conforti, F.; Statti, G.A.; Menabeni, R.; Bettini, R.; Menichini, F.,
Chemical composition and bioactivity of Citrus medica L. cv. Diamante essential oil obtained by hydrodistillation, cold-pressing and supercritical carbon dioxide extraction,
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Mothana, Hasson, et al., 2011
Mothana, R.A.A.; Hasson, S.S.; Schultze, W.; Mowitz, A.; Lindequist, U.,
Phytochemical composition and in vitro antimicrobial and antioxidant activities of essential oils of three endemic Soqotraen Boswellia species,
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Wang, Yang, et al., 2006
Wang, Q.; Yang, Y.; Zhao, X.; Zhu, B.; Nan, P.; Zhao, J.; Wang, L.; Chen, F.; Liu, Z.; Zhong, Y.,
Chemical variation in the essential oil of Ephedra sinica from Northeastern China,
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Suárez, Vásquez, et al., 2005
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Essential oil composition of Croton cuneatus and Croton malambo growing in Venezuela,
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Li and Jiang, 2004
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Chemical composition of the essential oil of Cuminum cyminum L. from China,
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Park, Lee, et al., 2004
Park, B.-S.; Lee, K.-G.; Takeoka, G.R.,
Comparison of three sample preparation methods on the recovery of volatiles from taheebo (Tabebuia impetiginosa Martius ex DC),
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Rojas, Usubillaga, et al., 2004
Rojas, L.B.; Usubillaga, A.; Cegarra, J.A.; Borregales, E.; Carrero, Y.,
Composición Química y actividad antimicótica de el aceite Esenchial ede la Lepechinia schiedeane (Schlecht) vatke,
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Royas, Usubillaga, et al., 2004
Royas, L.B.; Usubillaga, A.; Cegarra, J.A.; Borreagales, E.; Carrero, S.,
Composicion Quimica y Actividad Antimicotica de el Aceite Esensial de la Lepechinia schiedeana (Schlecht) Vatke,
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Jirovetz, Buchbauer, et al., 2003
Jirovetz, L.; Buchbauer, G.; Shafi, M.P.; Kaniampady, M.M.,
Chemotaxonomical analysis of the essential oil aroma compounds of four different Ocimumspecies from southern India,
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Jirovetz, Buchbauer, et al., 2003, 2
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Analysis of the essential oils of the leaves, stems, rhizomes and roots of the medicinal plant Alpinia galanga from southern India,
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Mazloomifar, Saber-Tehrani, et al., 2003
Mazloomifar, H.; Saber-Tehrani, M.; Rustaiyan, A.; Masoudi, S.,
Chemical composition of the essential oil of Ajuga chamaecistus Ging. ssp. chamaecistus from Iran,
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Raal, Arak, et al., 2003
Raal, A.; Arak, E.; Orav, A.; Ivask, K.,
Comparison of essential oil content of Matricaria recutita L. from different origins,
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Kovacevic and Kac, 2002
Kovacevic, N.; Kac, M.,
Analytical, nutritional, and clinical methods section. Determination and verification of hop varieties by analysis of essential oils,
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Mojab, Rustaiyan, et al., 2002
Mojab, F.; Rustaiyan, A.; Jasbi, A.R.,
Essential oils of Heracleum persicum Desf. ex Fischer leaves, 2002, retrieved from http://www1.tums.ac.ir/daru/DaruVolum10-No1-2002/Mojab.htm. [all data]
Kovacevic and Kac, 2001
Kovacevic, M.; Kac, M.,
Solid-phase microextraction of hop volatiles potential use for determination and verification of hop varieties,
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Ly, Yamauchi, et al., 2001
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Volatile components of the essential oils in Galanga (Alpina officinarum Hance) from Vietnam,
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Hedin, McKibben, et al., 2000
Hedin, P.A.; McKibben, G.H.; Dollar, D.A.,
Role of ground trash volatiles in the selection of hibernation sites by boll weevils,
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Lopes, Koketsu, et al., 1999
Lopes, D.; Koketsu, M.; Carauta, J.P.P.; de Oliveira, R.R.; Kaplan, M.A.C.,
Chemical composition of Pourouma guianensis Aublet essential oils,
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Menon, Chacko, et al., 1999
Menon, A.N.; Chacko, S.; Narayanan, C.S.,
Free and glycosidically bound volatiles of cardamom (Eletteria cardamomum Maton var. miniscula Burkill),
Flavour Fragr. J., 1999, 14, 1, 65-68, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<65::AID-FFJ789>3.0.CO;2-A
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Zenkevich, Kosman, et al., 1999
Zenkevich, I.G.; Kosman, V.M.; Tkachenko, K.G.,
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Jantan, Ahmad, et al., 1998
Jantan, I.; Ahmad, A.S.; Bakar, S.A.A.; Ahmad, A.R.; Trockenbrodt, M.; Chak, C.V.,
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Poiana, Sicari, et al., 1998
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Larsen, T.O.; Frisvad, J.C.,
Characterization of volatile metabolites from 47 Penicillium taxa,
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Tirado, Stashenko, et al., 1995
Tirado, C.B.; Stashenko, E.E.; Combariza, M.Y.; Martinez, J.R.,
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Mallavarapu, Ramesh, et al., 1993
Mallavarapu, G.R.; Ramesh, S.; Kaul, P.N.; Battacharya, A.K.; Rao, B.R.R.,
The essential oil of Hyptis suaveolens (L.) Poit.,
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Nykanen, 1986
Nykanen, I.,
High Resolution Gas Chromatographic - Mass Spectrometric determination of the Flavour Composition of Wild Majoram (Origanum vulgare L.) Cultivated in Finland,
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Notes
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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