trans-Farnesol
- Formula: C15H26O
- Molecular weight: 222.3663
- IUPAC Standard InChI: InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+
- IUPAC Standard InChIKey: CRDAMVZIKSXKFV-YFVJMOTDSA-N
- CAS Registry Number: 106-28-5
- 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: 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (E,E)-; (E,E)-Farnesol; (2E,6E)-Farnesol; all-trans-Farnesol; trans,trans-Farnesol; Inhibitor A2; 2-trans,6-trans-Farnesol; 2,6-di-trans-Farnesol; (2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol; (E)-Farnesol; Farnesol (2E,6E); Farnesol, (E,E)-; Farnesol, trans, trans; 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (2E,6E)-; trans,trans-α-Farnesol; (E,E)-α-Farnesol
- 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 | AT-Wax | DB-Wax | BP-20 | Carbowax | TC-Wax |
| Column length (m) | 60. | 30. | 50. | 60. | 60. |
| Carrier gas | Helium | Hydrogen | Helium | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.22 | 0.2 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 30. | 60. | 60. | 60. |
| Tend (C) | 280. | 230. | 220. | 250. | 240. |
| Heat rate (K/min) | 4. | 8. | 2. | 2. | 2. |
| Initial hold (min) | 5. | 8. | |||
| Final hold (min) | 10. | 20. | 15. | ||
| I | 2335. | 2348. | 2361. | 2341. | 2345. |
| Reference | Kiss, Csoka, et al., 2011 | Karlsson, Birgersson, et al., 2009 | Ottavioli, Bighelli, et al., 2009 | Ferhat, Meklati, et al., 2007 | Miyazawa and Tamura, 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | Supelcowax 10 | DB-Wax | DB-Wax Etr | BP-20 |
| Column length (m) | 60. | 30. | 60. | 60. | 50. |
| Carrier gas | He | Helium | N2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.20 | 0.25 | 0.25 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.20 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 70. | 70. | 40. | 60. |
| Tend (C) | 180. | 220. | 230. | 230. | 220. |
| Heat rate (K/min) | 3. | 3. | 2. | 2. | 2. |
| Initial hold (min) | 8. | 2. | 5. | ||
| Final hold (min) | 80. | 15. | 20. | 100. | 20. |
| I | 2377. | 2350. | 2354. | 2391. | 2354. |
| Reference | Wei A. and Shibamoto T., 2007 | Cavaleiro, Pinto, et al., 2006 | Choi, 2006 | Ibarz, Ferreira, et al., 2006 | Lesueur, Ban, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Supelcowax-10 | Innowax | Supelcowax-10 | DB-Wax | DB-Wax |
| Column length (m) | 30. | 60. | 30. | 60. | 60. |
| Carrier gas | He | He | He | N2 | N2 |
| 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 |
| Tstart (C) | 50. | 60. | 50. | 70. | 70. |
| Tend (C) | 250. | 240. | 220. | 230. | 230. |
| Heat rate (K/min) | 4. | 5. | 4. | 2. | 2. |
| Initial hold (min) | 1. | 3. | 2. | ||
| Final hold (min) | 10. | 30. | 30. | 20. | |
| I | 2352. | 2355. | 2351. | 2368. | 2353. |
| Reference | Wong, Sivasothy, et al., 2006 | Joichi, Yomogida, et al., 2005 | Wong and Tan, 2005 | Choi, 2004 | Tu, Thanh, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | BP-20 | DB-Wax | BP-20 | Supelcowax-10 |
| Column length (m) | 60. | 25. | 60. | 25. | 30. |
| Carrier gas | He | Nitrogen | Nitrogen | H2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.50 | 0.25 | 0.33 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.5 | ||
| Tstart (C) | 45. | 60. | 40. | 80. | 60. |
| Tend (C) | 240. | 200. | 200. | 220. | 240. |
| Heat rate (K/min) | 3. | 5. | 2. | 5. | 4. |
| Initial hold (min) | 10. | ||||
| Final hold (min) | |||||
| I | 2353. | 2365. | 2362. | 2366. | 2357. |
| Reference | Christoph, 2001 | Mallavarapu, Rao, et al., 2000 | Tamura, Boonbumrung, et al., 2000 | Bignell, Dunlop, et al., 1998 | Lamarque, Maestri, 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 | 2366. | 2366. | 2366. | 2366. | 2366. |
| 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 |
|---|---|---|---|
| Active phase | BP-20 | DB-Wax | DB-Wax |
| Column length (m) | 25. | 60. | 60. |
| Carrier gas | H2 | He | |
| Substrate | |||
| Column diameter (mm) | 0.33 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.5 | 0.25 | |
| Tstart (C) | 80. | 50. | 50. |
| Tend (C) | 220. | 180. | 250. |
| Heat rate (K/min) | 5. | 2.5 | 4. |
| Initial hold (min) | 5. | 0.1 | |
| Final hold (min) | 5. | ||
| I | 2366. | 2340. | 2345. |
| Reference | Bignell, Dunlop, et al., 1997, 6 | Stashenko, Torres, et al., 1995 | Binder and Flath, 1989 |
| Comment | 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.
Kiss, Csoka, et al., 2011
Kiss, M.; Csoka, M.; Gyorfi, J.; Korany, K.,
Comparison of the fragrance constituents of Tuber aestivium and Tuber Brumale gathered in Hungary,
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Karlsson, M.F.; Birgersson, G.; Prado, A.M.C.; Bosa, F.; Bengtsson, M.; Witzgall, P.,
Plant Odor Analysis of Potato: Responce of Guatemalan Moth to Above- and Background Potato Volatiles,
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Ottavioli, Bighelli, et al., 2009
Ottavioli, J.; Bighelli, A.; Casanova, J.; Bang, B.T.; Y.,
GC (retention indices), GC-MS, and 13C NMR of two citral-rich Cymbopogon leaf oils: C. Flexuosus and C. tortilis,
Spectroscopy Lett., 2009, 42, 8, 506-512, https://doi.org/10.1080/00387010903022350
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Ferhat, Meklati, et al., 2007
Ferhat, M.A.; Meklati, B.Y.; Chemat, F.,
Comparison of different isolation methods of essential oil from Citrus fruits: cold pressing, hydrodistillation and microwave dry distillation,
Flavour Fragr. J., 2007, 22, 6, 494-504, https://doi.org/10.1002/ffj.1829
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Miyazawa and Tamura, 2007
Miyazawa, M.; Tamura, N.,
Components of the essential oil from sprouts of Polygonum hydropiper L. ('Benitade'),
Flavour Fragr. J., 2007, 22, 3, 188-190, https://doi.org/10.1002/ffj.1779
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Wei A. and Shibamoto T., 2007
Wei A.; Shibamoto T.,
Antioxidant activities and volatile constituents of various essential oils,
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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,
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Choi, 2006
Choi, H.-S.,
Headspace analyses of fresh leaves and stems of Angelica gigas Nakai, a Korean medicinal herb,
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Ibarz, Ferreira, et al., 2006
Ibarz, M.J.; Ferreira, V.; Hernández-Orte, P.; Loscos, N.; Cacho, J.,
Optimization and evaluation of a procedure for the gas chromatographic-mass spectrometric analysis of the aromas generated by fast acid hydrolysis of flavor precursors extracted from grapes,
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Lesueur, Ban, et al., 2006
Lesueur, D.; Ban, N.K.; Bighelli, A.; Muselli, A.; Casanova, J.,
Analysis of the root oil of Fokienia hodginsii (Dunn) Henry et Thomas (Cupressaceae) by GC, GC-MS and 13C-NMR,
Flavour Fragr. J., 2006, 21, 1, 171-174, https://doi.org/10.1002/ffj.1557
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Wong, Sivasothy, et al., 2006
Wong, K.C.; Sivasothy, Y.; Boey, P.L.,
Essential oil of Elettariopsis elan C.K. Lim,
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Joichi, Yomogida, et al., 2005
Joichi, A.; Yomogida, K.; Awano, K.; Ueda, Y.,
Volatile components of tea-scented modern roses and ancient Chinese roses,
Flavour Fragr. J., 2005, 20, 2, 152-157, https://doi.org/10.1002/ffj.1388
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Wong and Tan, 2005
Wong, K.C.; Tan, C.H.,
Volatile constituents of the flowers of Clerodendron fragrans (Vent.) R. Br.,
Flavour Fragr. J., 2005, 20, 4, 429-430, https://doi.org/10.1002/ffj.1457
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Choi, 2004
Choi, H.-S.,
Volatile constituents of satsuma mandarins growing in Korea,
Flavour Fragr. J., 2004, 19, 5, 406-412, https://doi.org/10.1002/ffj.1283
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Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M.,
Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils,
Flavour Fragr. J., 2002, 17, 3, 169-174, https://doi.org/10.1002/ffj.1076
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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]
Mallavarapu, Rao, et al., 2000
Mallavarapu, G.R.; Rao, L.; Ramesh, S.,
Volatile constituents of the leaf and fruit oils of Murraya koenigii Spreng.,
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. [all data]
Tamura, Boonbumrung, et al., 2000
Tamura, H.; Boonbumrung, S.; Yoshizawa, T.; Varanyanond, W.,
Volatile components of the essential oil in the pulp of four yellow mangoes (Mangifera indica L.) in Thailand,
Food Sci. Technol. Res., 2000, 6, 1, 68-73, https://doi.org/10.3136/fstr.6.68
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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
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Lamarque, Maestri, et al., 1998
Lamarque, A.L.; Maestri, D.M.; Zygadlo, J.A.; Grosso, N.R.,
Volatile constituents from flowers of Acacia caven (Mol.) Mol. var. caven, Acacia aroma Gill. ex Hook., Erythrina crista-galli L. and Calliandra tweedii Benth.,
Flavour Fragr. J., 1998, 13, 4, 266-268, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<266::AID-FFJ739>3.0.CO;2-5
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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,
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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
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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,
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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]
Stashenko, Torres, et al., 1995
Stashenko, E.E.; Torres, W.; Morales, J.R.M.,
A study of the compositional variation of the essential oil of ylang-ylang (Cananga odorata Hook Fil. et Thomson, forma genuina) during flower development,
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. [all data]
Binder and Flath, 1989
Binder, R.G.; Flath, R.A.,
Volatile components of pineapple guava,
J. Agric. Food Chem., 1989, 37, 3, 734-736, https://doi.org/10.1021/jf00087a034
. [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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
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