Bicyclo[3.1.1]hept-2-ene-2-methanol, 6,6-dimethyl-
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChI: InChI=1S/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3
- IUPAC Standard InChIKey: RXBQNMWIQKOSCS-UHFFFAOYSA-N
- CAS Registry Number: 515-00-4
- 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. - Species with the same structure:
- Stereoisomers:
- Other names: 2-Pinen-10-ol; Myrtenol; 6,6-dimethyl-2-oxymethlybicyclo[1.1.3]-hept-2-ene (myrtenol); 6,6-Dimethyl-bicyclo[3,1,1]hept-2-ene-2-methanol; Myrtenol (α-pinene-10-ol); (-)-pin-2-ene-10-ol
- Information on this page:
- Other data available:
- Options:
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 | VF-Wax MS | RTX-Wax | HP-Innowax | TC-FFAP |
| Column length (m) | 60. | 60. | 60. | 30. | |
| Carrier gas | Helium | Helium | Helium | Nitrogen | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.22 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.52 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 35. | 60. |
| Tend (C) | 230. | 220. | 230. | 205. | 220. |
| Heat rate (K/min) | 2. | 3. | 2. | 3. | 3. |
| Initial hold (min) | 5. | 10. | |||
| Final hold (min) | 5. | 25. | 30. | 10. | 30. |
| I | 1763. | 1793. | 1772. | 1804. | 1801. |
| Reference | Bendiabdellah, El Amine Dib, et al., 2012 | Duarte, Dias, et al., 2010 | Museli, Pau, et al., 2009 | Wannes, Mhamdi, et al., 2009 | Kurose, Okamura, et al., 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | TC-FFAP | Supelcowax-10 | Supelcowax-10 | Supelcowax-10 | Innowax |
| Column length (m) | 30. | 30. | 30. | 30. | |
| Carrier gas | He | He | He | He | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 70. | 50. | 40. | 50. |
| Tend (C) | 220. | 220. | 250. | 250. | 280. |
| Heat rate (K/min) | 3. | 3. | 2. | 3. | 9. |
| Initial hold (min) | 5. | 3. | |||
| Final hold (min) | 30. | 15. | 10. | 3. | |
| I | 1798. | 1786. | 1794. | 1788. | 1791. |
| Reference | Kurose, Okamura, et al., 2007 | Pinto, Salgueiro, et al., 2007 | Raal, Orav, et al., 2007 | Vichi, Riu-Aumatell, et al., 2007 | Abdelwahed, Hayder, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Innowax | Supelcowax 10 | CP-Wax 52CB | Supelcowax | HP-Wax |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | N2 | Helium | He | N2 | Nitrogen |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.20 | 0.32 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.20 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 70. | 60. | 50. | 50. |
| Tend (C) | 280. | 220. | 220. | 200. | 280. |
| Heat rate (K/min) | 9. | 3. | 3.3 | 5. | 5. |
| Initial hold (min) | 3. | 7. | |||
| Final hold (min) | 3. | 15. | 3. | 5. | |
| I | 1792. | 1786. | 1796. | 1803. | 1782. |
| Reference | Abdelwahed, Hayder, et al., 2006 | Cavaleiro, Pinto, et al., 2006 | Hymete, Rohloff, et al., 2006 | Martin, Joseph, et al., 2006 | Marzouk, Mansour, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-20M | NB-20M | HP-Innowax | Carbowax 20M | CP-Wax |
| Column length (m) | 30. | 30. | 30. | 50. | 30. |
| Carrier gas | N2 | He | He | Helium | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.17 | 0.25 | 0.25 |
| Tstart (C) | 50. | 50. | 60. | 40. | 40. |
| Tend (C) | 250. | 250. | 210. | 190. | 180. |
| Heat rate (K/min) | 5. | 2. | 4. | 4. | 5. |
| Initial hold (min) | 3. | 2. | 2. | ||
| Final hold (min) | 10. | 15. | 30. | ||
| I | 1782. | 1796. | 1794. | 1786. | 1776. |
| Reference | Marzouk, Neffati, et al., 2006 | Orav, Raal, et al., 2006 | Ferretti, Maggi, et al., 2005 | de la Fuente, Martinez-Castro, et al., 2005 | Ka, Choi, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | DB-Wax | Supelcowax-10 | Supelcowax-10 | DB-Wax |
| Column length (m) | 30. | 60. | 30. | 60. | 60. |
| Carrier gas | He | Nitrogen | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.2 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.50 | 0.25 | 0.2 | |
| Tstart (C) | 50. | 35. | 40. | 60. | 60. |
| Tend (C) | 180. | 235. | 220. | 200. | 220. |
| Heat rate (K/min) | 3. | 2. | 3. | 4. | 2. |
| Initial hold (min) | 4. | 5. | 4. | ||
| Final hold (min) | 40. | 30. | 10. | 40. | |
| I | 1789. | 1831. | 1788. | 1749. | 1797. |
| Reference | Lee, Umano, et al., 2005 | Qian and Wang, 2005 | Vichi, Riu-Aumatell, et al., 2005 | Gauvin, Ravaomanarivo, et al., 2004 | Jiang and Kubota, 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Innowax FSC | Supelcowax-10 | Supelcowax-10 | NB-20M | DB-Wax |
| Column length (m) | 60. | 50. | 50. | 50. | 60. |
| Carrier gas | Helium | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.2 | 0.2 | 0.2 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 70. | 70. | 50. | 70. |
| Tend (C) | 220. | 230. | 230. | 250. | 230. |
| Heat rate (K/min) | 4. | 2. | 2. | 2. | 2. |
| Initial hold (min) | 10. | 2. | |||
| Final hold (min) | 20. | ||||
| I | 1804. | 1781. | 1784. | 1796. | 1812. |
| Reference | Lourens, Reddy, et al., 2004 | Orav, Stulova, et al., 2004 | Orav, Stulova, et al., 2004 | Raal, Arak, 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 | Innowax | DB-Wax | DB-Wax | DB-Wax |
| Column length (m) | 60. | 60. | 60. | 60. | 60. |
| Carrier gas | Nitrogen | 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 | |
| Tstart (C) | 70. | 60. | 45. | 30. | 40. |
| Tend (C) | 230. | 220. | 240. | 170. | 200. |
| Heat rate (K/min) | 2. | 4. | 3. | 2. | 2. |
| Initial hold (min) | 2. | 10. | 4. | 2. | |
| Final hold (min) | 10. | 30. | |||
| I | 1812. | 1804. | 1787. | 1794. | 1793. |
| Reference | Sawamura, Sou, et al., 2004 | Suleimenov, Atazharova, et al., 2003 | Christoph, 2001 | Buttery, Light, et al., 2000 | Umano, Hagi, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP Innowax FSP | Innowax | HP-Innowax | BP-20 | DB-Wax |
| Column length (m) | 60. | 60. | 60. | 25. | 30. |
| Carrier gas | He | He | He | H2 | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.33 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.5 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 80. | 45. |
| Tend (C) | 220. | 220. | 220. | 220. | 220. |
| Heat rate (K/min) | 5. | 3. | |||
| Initial hold (min) | 10. | 10. | 10. | ||
| Final hold (min) | 10. | ||||
| I | 1808. | 1808. | 1808. | 1807. | 1807. |
| Reference | Kaya, Baser, et al., 1999 | Kaya, Baser, et al., 1999, 2 | Kaya, Baser, et al., 1999, 3 | Bignell, Dunlop, et al., 1998 | Mölleken, Sinnwell, et al., 1998 |
| 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 | 1807. | 1807. | 1807. | 1807. | 1807. |
| Reference | Bignell, Dunlop, et al., 1997 | Bignell, Dunlop, et al., 1997, 2 | Bignell, Dunlop, et al., 1997, 3 | Bignell, Dunlop, et al., 1997, 4 | Bignell, Dunlop, et al., 1997, 5 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | DB-Wax | DB-Wax | TC-Wax | Carbowax 20M |
| Column length (m) | 25. | 30. | 30. | 60. | 45. |
| Carrier gas | H2 | He | He | Hydrogen | |
| Substrate | |||||
| Column diameter (mm) | 0.33 | 0.25 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.5 | 0.25 | 0.25 | 1.0 | |
| Tstart (C) | 80. | 20. | 50. | 80. | 60. |
| Tend (C) | 220. | 200. | 200. | 240. | 200. |
| Heat rate (K/min) | 5. | 4. | 4. | 3. | 2. |
| Initial hold (min) | 4. | 4. | 5. | 5. | |
| Final hold (min) | 10. | 10. | |||
| I | 1807. | 1763. | 1788. | 1796. | 1784. |
| Reference | Bignell, Dunlop, et al., 1997, 6 | Morales, Albarracín, et al., 1996 | Morales, Albarracín, et al., 1996 | Shuichi, Masazumi, et al., 1996 | Kollmannsberger, Nitz, et al., 1992 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary |
|---|---|
| Active phase | DB-Wax |
| Column length (m) | 60. |
| Carrier gas | |
| Substrate | |
| Column diameter (mm) | 0.32 |
| Phase thickness (μm) | |
| Tstart (C) | 50. |
| Tend (C) | 230. |
| Heat rate (K/min) | 4. |
| Initial hold (min) | 0.1 |
| Final hold (min) | 10. |
| I | 1788. |
| Reference | Binder, Flath, et al., 1989 |
| Comment | 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.
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Buttery, R.G.; Light, D.M.; Nam, Y.; Merrill, G.B.; Roitman, J.N.,
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J. Agric. Food Chem., 2000, 48, 7, 2858-2861, https://doi.org/10.1021/jf000288b
. [all data]
Umano, Hagi, et al., 2000
Umano, K.; Hagi, Y.; Nakahara, K.; Shoji, A.; Shibamoto, T.,
Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps Pamp.),
J. Agric. Food Chem., 2000, 48, 8, 3463-3469, https://doi.org/10.1021/jf0001738
. [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]
Mölleken, Sinnwell, et al., 1998
Mölleken, U.; Sinnwell, V.; Kubeczka, K.-H.,
Essential oil composition of Smyrnium olusatrum,
Phytochemistry, 1998, 49, 6, 1709-1714, https://doi.org/10.1016/S0031-9422(98)00195-2
. [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]
Morales, Albarracín, et al., 1996
Morales, A.L.; Albarracín, D.; Rodríguez, J.; Duque, C.; Riaño, L.E.; Espitia, J.,
Volatile constituents from Andes berry (Rubus glaucus Benth),
J. Hi. Res. Chromatogr., 1996, 19, 10, 585-587, https://doi.org/10.1002/jhrc.1240191011
. [all data]
Shuichi, Masazumi, et al., 1996
Shuichi, H.; Masazumi, N.; Hiromu, K.; Kiyoshi, F.,
Comparison of volatile compounds berween the crude drugs, Onji-tsutsu and Onji-niki,
Nippon nogei kagaku kaishi, 1996, 70, 2, 151-160. [all data]
Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F.,
UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok),
Z. Lebensm. Unters Forsch., 1992, 194, 6, 545-551, https://doi.org/10.1007/BF01185481
. [all data]
Binder, Flath, et al., 1989
Binder, R.G.; Flath, R.A.; Mon, T.R.,
Volatile components of bittermelon,
J. Agric. Food Chem., 1989, 37, 2, 418-420, https://doi.org/10.1021/jf00086a032
. [all data]
Notes
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