Bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-, [1S-(1α,3α,5α)]-
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChIKey: LCYXQUJDODZYIJ-HACHORDNSA-N
- CAS Registry Number: 547-61-5
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: (1S,3R,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol; 2(10)-Pinen-3-ol, (1S,3R,5S)-(-)-; L-trans-Pinocarveol; L-Pinocarveol; trans-(-)-Pinocarveol; Pinocarveol, trans-(-)-; 6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol-, [1S-(1α,3α,5α)]-; (-)-trans-Pinocarveol; (E)-Pinocarveol, (-)-; trans-Pinocarveol; (E)-Pinocarveol; trans-Pinocarveole; [1S-(1α,3α,5α)]-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
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Normal alkane 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 | RTX-Wax | Supelcowax-10 | CP-Wax 52CB | Supelcowax-10 | Supelcowax 10 |
Column length (m) | 60. | 30. | 60. | 30. | 30. |
Carrier gas | Helium | Helium | He | Helium | |
Substrate | |||||
Column diameter (mm) | 0.22 | 0.20 | 0.25 | 0.25 | 0.20 |
Phase thickness (μm) | 0.25 | 0.20 | 0.25 | 0.25 | 0.20 |
Tstart (C) | 60. | 70. | 40. | 40. | 70. |
Tend (C) | 230. | 220. | 220. | 250. | 220. |
Heat rate (K/min) | 2. | 3. | 3. | 2. | 3. |
Initial hold (min) | |||||
Final hold (min) | 5. | 15. | 33. | 15. | |
I | 1632. | 1645. | 1663. | 1657. | 1647. |
Reference | Bendiabdellah, El Amine Dib, et al., 2012 | Neves, Rosa, et al., 2010 | Chyau, Tsai, et al., 2007 | Sylvestre, Pichette, et al., 2007 | Cavaleiro, Pinto, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-Innowax | DB-Wax | Supelcowax-10 | Innowax FSC | DB-Wax |
Column length (m) | 30. | 30. | 60. | 60. | 60. |
Carrier gas | He | He | He | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
Phase thickness (μm) | 0.17 | 0.25 | 0.2 | 0.25 | |
Tstart (C) | 60. | 50. | 60. | 60. | 70. |
Tend (C) | 210. | 180. | 200. | 220. | 230. |
Heat rate (K/min) | 4. | 3. | 4. | 4. | 2. |
Initial hold (min) | 3. | 10. | 2. | ||
Final hold (min) | 15. | 40. | 40. | 20. | |
I | 1676. | 1648. | 1615. | 1664. | 1675. |
Reference | Ferretti, Maggi, et al., 2005 | Lee, Umano, et al., 2005 | Gauvin, Ravaomanarivo, et al., 2004 | Lourens, Reddy, et al., 2004 | Sawamura, Son, 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 | Innowax | DB-Wax | HP Innowax FSP |
Column length (m) | 60. | 25. | 60. | 60. | 60. |
Carrier gas | Nitrogen | H2 | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.33 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.5 | 0.25 | 0.25 | |
Tstart (C) | 70. | 80. | 60. | 45. | 60. |
Tend (C) | 230. | 220. | 220. | 240. | 220. |
Heat rate (K/min) | 2. | 5. | 4. | 3. | |
Initial hold (min) | 2. | 10. | 10. | ||
Final hold (min) | 10. | 10. | |||
I | 1675. | 1671. | 1664. | 1656. | 1671. |
Reference | Sawamura, Sou, et al., 2004 | Dunlop, Bignell, et al., 2003 | Suleimenov, Atazharova, et al., 2003 | Christoph, 2001 | Kaya, Baser, et al., 1999 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Innowax | HP-Innowax | BP-20 | PEG-20M | BP-20 |
Column length (m) | 60. | 60. | 25. | 60. | 25. |
Carrier gas | He | He | H2 | H2 | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.33 | 0.25 | 0.33 |
Phase thickness (μm) | 0.25 | 0.25 | 0.5 | 0.5 | |
Tstart (C) | 60. | 60. | 80. | 70. | 80. |
Tend (C) | 220. | 220. | 220. | 220. | 220. |
Heat rate (K/min) | 5. | 3. | 5. | ||
Initial hold (min) | 10. | 10. | |||
Final hold (min) | |||||
I | 1664. | 1664. | 1671. | 1678. | 1671. |
Reference | Kaya, Baser, et al., 1999, 2 | Kaya, Baser, et al., 1999, 3 | Bignell, Dunlop, et al., 1998 | Awano, Ichikawa, et al., 1997 | Bignell, Dunlop, et al., 1997 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | BP-20 | BP-20 | BP-20 | BP-20 | BP-20 |
Column length (m) | 25. | 25. | 25. | 25. | 25. |
Carrier gas | H2 | H2 | H2 | H2 | |
Substrate | |||||
Column diameter (mm) | 0.33 | 0.33 | 0.33 | 0.33 | 0.33 |
Phase thickness (μm) | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 |
Tstart (C) | 80. | 80. | 80. | 80. | 80. |
Tend (C) | 220. | 220. | 220. | 220. | 220. |
Heat rate (K/min) | 5. | 5. | 5. | 5. | 5. |
Initial hold (min) | |||||
Final hold (min) | |||||
I | 1671. | 1671. | 1671. | 1671. | 1671. |
Reference | Bignell, Dunlop, et al., 1997, 2 | Bignell, Dunlop, et al., 1997, 3 | Bignell, Dunlop, et al., 1997, 4 | Bignell, Dunlop, et al., 1997, 5 | Bignell, Dunlop, et al., 1997, 6 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane 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.
Bendiabdellah, El Amine Dib, et al., 2012
Bendiabdellah, A.; El Amine Dib, M.; Djabou, N.; Allali, H.; Tabti, B.; Costa, J.; Myseli, A.,
Biological activities and volatile cinstituents of Daucus muricatus L. from Algeria,
Chem. Centr. J., 2012, 6, 48, 1-22. [all data]
Neves, Rosa, et al., 2010
Neves, A.; Rosa, S.; Goncalves, J.; Rufino, A.; Judas, F.; Salgueiro, L.; Lopes, M.C.; Cavaleiro, C.; Mendes, A.F.,
Screening of five essential oils for identification of potential inhibitors of IL-1-unduced Nf-kB activation and NO production in human clondrocytes: characterization of the inhibitory activity of alpha-pinene,
Plante Med., 2010, 76, 03, 303-308, https://doi.org/10.1055/s-0029-1186085
. [all data]
Chyau, Tsai, et al., 2007
Chyau, C.-C.; Tsai, S.-Y.; Yang, J.-H.; Weng, C.-C.; Han, C.-M.; Shih, C.-C.; Mau, J.-L.,
The essential oil of Glossogyne tenuifolia,
Food Chem., 2007, 100, 2, 808-812, https://doi.org/10.1016/j.foodchem.2005.10.044
. [all data]
Sylvestre, Pichette, et al., 2007
Sylvestre, M.; Pichette, A.; Longtin, A.; Martin, M.-A.C.; Bercion, S.R.; Legault, J.,
Chemical composition of leaf essential oil of Hedyosmum arborescens and evaluation of its anticancer activity,
Natural Product Communications, 2007, 2, 12, 1269-1272. [all data]
Cavaleiro, Pinto, et al., 2006
Cavaleiro, C.; Pinto, E.; Gonsales, M.J.; Salguero, L.,
Antifungal activity of Juniperus essential oils agains dermatophyte, Asrgillus and Candida strains,
J. Appl. Microbiol., 2006, 100, 6, 1333-1338, https://doi.org/10.1111/j.1365-2672.2006.02862.x
. [all data]
Ferretti, Maggi, et al., 2005
Ferretti, G.; Maggi, F.; Tirillini, B.,
Essential oil composition of Hypericum richeri Vill. from Italy,
Flavour Fragr. J., 2005, 20, 3, 295-298, https://doi.org/10.1002/ffj.1412
. [all data]
Lee, Umano, et al., 2005
Lee, S.-J.; Umano, K.; Shibamoto, T.; Lee, K.-G.,
Identification of volatile components in basil (Ocimum basilicum L.) and thyme leaves (Thymus vulgaris L.) and their antioxidant properties,
Food Chem., 2005, 91, 1, 131-137, https://doi.org/10.1016/j.foodchem.2004.05.056
. [all data]
Gauvin, Ravaomanarivo, et al., 2004
Gauvin, A.; Ravaomanarivo, H.; Smadja, J.,
Comparative analysis by gas chromatography?mass spectrometry of the essential oils from bark and leaves of Cedrelopsis grevei Baill, an aromatic and medicinal plant from Madagascar,
J. Chromatogr. A, 2004, 1029, 1-2, 279-282, https://doi.org/10.1016/j.chroma.2003.12.012
. [all data]
Lourens, Reddy, et al., 2004
Lourens, A.C.U.; Reddy, D.; Baser, K.H.C.; Viljoen, A.M.; Van Vuuren, S.F.,
In vitro Biological Activity and Essential Oil Composition of Four Indigenous South Africal Helichrysum Species,
J. Ethnopharmacol., 2004, 95, 2-3, 253-258, https://doi.org/10.1016/j.jep.2004.07.027
. [all data]
Sawamura, Son, et al., 2004
Sawamura, M.; Son, U.-S.; Choi, H.-S.; Kim, M.-S.L.; Phi, N.T.L.; Fears, M.; Kumagai,
Compositional changes in commercial lemon essential oil for aromatherapy,
Int. J. Aromatherapy, 2004, 14, 1, 27-36, https://doi.org/10.1016/j.ijat.2004.02.001
. [all data]
Sawamura, Sou, et al., 2004
Sawamura, M.; Sou, U.-S.; Choi, H.-S.; Kim, M.-S.; Phi, N.T.L.; Fears, M.; Kumagai. C.,
Composition changes in commercial lemon essential oil for aromatherapy,
Int. J. Aromatherapy, 2004, 14, 1, 27-36, https://doi.org/10.1016/j.ijat.2004.02.001
. [all data]
Dunlop, Bignell, et al., 2003
Dunlop, P.J.; Bignell, C.M.; Hibbert, D.B.; Brooker, M.I.H.,
Use of gas chromatograms of the essential leaf oils of the genus Eucalyptus for taxonomic purposes: E. subser. Euglobulares (Blakely),
Flavour Fragr. J., 2003, 18, 2, 162-169, https://doi.org/10.1002/ffj.1190
. [all data]
Suleimenov, Atazharova, et al., 2003
Suleimenov, E.M.; Atazharova, G.A.; Demirchi, B.; Baser, K.H.C.; Adekenov, S.M.,
Essential oil composition of Artemisia Lercheana and A. Sieversiana of Kazakhstan flora
in Recent problems of development of new medicines of natural origin, Proceedings of symposium, St.Petersburg - Pushkin, 2003, 382-385. [all data]
Christoph, 2001
Christoph, F.,
Chemische Zuzammensetzung und antimikrobielle Eigenschaften der ätherischen Öle von Leptospermum scoparium J. R. et G. Forst. und anderer Teebaumöle der Gattungen Kunzea, Leptospermum und Melaleuca unter besonderer Berücksichtigung von Handelsölen, Dissertation, University of Hamburg, Germany, 2001, 196. [all data]
Kaya, Baser, et al., 1999
Kaya, A.; Baser, K.H.C.; Koca, F.,
Essential oils of Acinos troodi (Post) Leblebici subsp. vardaranus Leblebici and subsp. grandiflorus Hartvig Strid,
Flavour Fragr. J., 1999, 14, 1, 50-54, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<50::AID-FFJ783>3.0.CO;2-7
. [all data]
Kaya, Baser, et al., 1999, 2
Kaya, A.; Baser, K.H.C.; Demirci, B.; Koca, F.,
The essential oil of Acinos alpinus (L.) Moench growing in Turkey,
Flavour Fragr. J., 1999, 14, 1, 55-59, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<55::AID-FFJ784>3.0.CO;2-Q
. [all data]
Kaya, Baser, et al., 1999, 3
Kaya, A.; Baser, K.H.C.; Tümen, G.; Koca, F.,
The essential oil of Acinos suaveolens (Sm.) G. Don fil. Acinos arvensis (Lam.) Dandy and Acinos rotundifolius Pers. growing wild in Turkey,
Flavour Fragr. J., 1999, 14, 1, 60-64, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<60::AID-FFJ785>3.0.CO;2-0
. [all data]
Bignell, Dunlop, et al., 1998
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series 1). Part XIX,
Flavour Fragr. J., 1998, 13, 2, 131-139, https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2<131::AID-FFJ710>3.0.CO;2-X
. [all data]
Awano, Ichikawa, et al., 1997
Awano, K.; Ichikawa, Y.; Tokuda, K.; Kuraoka, M.,
Volatile components of the flowers of two Calanthe species,
Flavour Fragr. J., 1997, 12, 5, 327-330, https://doi.org/10.1002/(SICI)1099-1026(199709/10)12:5<327::AID-FFJ661>3.0.CO;2-M
. [all data]
Bignell, Dunlop, et al., 1997
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.; Fookes, C.J.R.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XIV: Subgenus Monocalyptus,
Flavour Fragr. J., 1997, 12, 3, 177-183, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<177::AID-FFJ626>3.0.CO;2-9
. [all data]
Bignell, Dunlop, et al., 1997, 2
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XV: Subgenus symphyomyrtus, section bisectaria, series levispermae,
Flavour Fragr. J., 1997, 12, 3, 185-193, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<185::AID-FFJ627>3.0.CO;2-B
. [all data]
Bignell, Dunlop, et al., 1997, 3
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XVI: Subgenus symphyomyrtus, section bisectaria, series cneorifoliae, series porantherae and series falcatae,
Flavour Fragr. J., 1997, 12, 261-267. [all data]
Bignell, Dunlop, et al., 1997, 4
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XVII: Subgenus symphyomyrtus (i) section bisectaria, series calycogonae and (ii) section dumaria, series dumosae, series rigentes and series ovulares,
Flavour Fragr. J., 1997, 12, 269-275. [all data]
Bignell, Dunlop, et al., 1997, 5
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some Queensland and Norther Australian species of the genus Eucalyptus (Series II) Part II. Subgenera (a) Blakella, (b) Corymbia, (c) Unnamed, (d) Idiogenes, (e) Monocalyptus and (f) Symphyomyrtus,
Flavour Fragr. J., 1997, 12, 4, 277-284, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<277::AID-FFJ642>3.0.CO;2-B
. [all data]
Bignell, Dunlop, et al., 1997, 6
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some south-western and southern Australian speices of the genus Eucalyptus (Series I). Part XVIII. A. Subgenus monocalyptus. B. Subgenus Symphyomyrtus: (i) section Guilfoyleanae; (ii) section bisectaria, series accedentes, series occidentales, series levispermae, series loxophlebae, series macrocarpae, series orbifoliae, series calycogonae; (iii) section dumaria, series incrassatae and series ovulares,
Flavour Fragr. J., 1997, 12, 423-432. [all data]
Notes
Go To: Top, Normal alkane RI, 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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