2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-
- 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: 4602-84-0
- 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: Farnesol; Farnesyl alcohol; 3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol; 3,7,11-Trimethyl-2,6,10-dodecatrienol; Stirrup-A/WF; Stirrup-CRW; Stirrup-H; Stirrup-HB; Stirrup-TPW; 3,7,11,-Trimethyldodeca-2,6,10-trien-1-ol; FCI 119a; NSC 60597; Trimethyl-2,6,10-dodecatriene-1-ol; (2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol; α-farnesol; β-farnesol; 3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol (farnesol)
- 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 | DB-1 | DB-5 | BPX-5 | BPX-5 | BPX-5 |
| Column length (m) | 30. | 50. | 30. | 30. | 30. |
| Carrier gas | Helium | Nitrogen | Hydrogen | Hydrogen | Hydrogen |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.20 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.32 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 60. | 100. | 60. | 60. |
| Tend (C) | 220. | 220. | 999. | 999. | 999. |
| Heat rate (K/min) | 4. | 5. | 3. | 3. | 3. |
| Initial hold (min) | 2. | 3. | |||
| Final hold (min) | 2. | 5. | |||
| I | 1707. | 1722. | 1702. | 1701. | 1702. |
| Reference | Xu, Tang, et al., 2010 | Shafaghat and Sadeghi, 2009 | Bieri and Marriott, 2008 | Bieri and Marriott, 2008 | Bieri and Marriott, 2008 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BPX-5 | BPX-5 | BPX-5 | HP-5 | Equity-5 MS |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | Hydrogen | Hydrogen | Hydrogen | Nitrogen | Helium |
| 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) | 60. | 60. | 60. | 50. | 40. |
| Tend (C) | 999. | 999. | 999. | 280. | 260. |
| Heat rate (K/min) | 3. | 3. | 5. | 5. | 1.5 |
| Initial hold (min) | 1. | ||||
| Final hold (min) | 1. | ||||
| I | 1704. | 1704. | 1706. | 1749. | 1716. |
| Reference | Bieri and Marriott, 2008 | Bieri and Marriott, 2008 | Bieri and Marriott, 2008 | Bousaada, Ammar, et al., 2008 | Mondello, Casilli, et al., 2008 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | RTX-5 MS | DB-5 | HP-1 | HP-101 | BP-1 |
| Column length (m) | 30. | 30. | 30. | 25. | |
| Carrier gas | He | He | He | He | Helium |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.2 | |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.2 | |
| Tstart (C) | 60. | 35. | 60. | 70. | 60. |
| Tend (C) | 200. | 220. | 240. | 200. | 220. |
| Heat rate (K/min) | 2. | 3. | 2. | 3. | 5. |
| Initial hold (min) | 2. | 2. | |||
| Final hold (min) | 10. | 40. | 20. | 6. | |
| I | 1713. | 1690. | 1699. | 1664. | 1699. |
| Reference | Edris, Chizzola, et al., 2007 | El-Ghorab A., El-Massry K.F., et al., 2007 | Hachicha, Skanji, et al., 2007 | Jerkovic, Mastelic, et al., 2007 | Kiran, Bhavani, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | NB-30 | DB-1 | DB-5 | DB-1 | Methyl Silicone |
| Column length (m) | 30. | 30. | 30. | 30. | 12.5 |
| Carrier gas | He | N2 | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.32 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 60. | 60. | 50. | 50. |
| Tend (C) | 250. | 230. | 240. | 265. | 270. |
| Heat rate (K/min) | 2. | 3. | 4. | 2.5 | 4. |
| Initial hold (min) | 3. | 1. | |||
| Final hold (min) | 10. | 20. | |||
| I | 1653. | 1710. | 1711. | 1673. | 1745. |
| Reference | Orav, Raal, et al., 2006 | Tohar, Mohd, et al., 2006 | Trilles, Bombarda, et al., 2006 | Khanavi, Ghasemian, et al., 2005 | Ricci, Fraternale, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | NB-30 | NB-30 | NB-30 | NB-30 | NB-30 |
| Column length (m) | 50. | 50. | 50. | 50. | 50. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.2 | 0.2 | 0.2 | 0.2 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 50. | 50. | 50. | 50. |
| Tend (C) | 250. | 250. | 250. | 250. | 250. |
| Heat rate (K/min) | 2. | 2. | 2. | 2. | 2. |
| Initial hold (min) | |||||
| Final hold (min) | |||||
| I | 1661. | 1667. | 1660. | 1667. | 1653. |
| Reference | Orav, Stulova, et al., 2004 | Orav, Stulova, et al., 2004 | Orav, Stulova, et al., 2004 | Orav, Stulova, et al., 2004 | Raal, Arak, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | NB-30 | DB-1 | DB-1 | SPB-5 | OV-101 |
| Column length (m) | 50. | 30. | 30. | 30. | 50. |
| Carrier gas | He | He | N2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.20 | 0.25 | 0.25 | 0.32 | 0.2 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.5 |
| Tstart (C) | 50. | 50. | 50. | 40. | 50. |
| Tend (C) | 250. | 265. | 200. | 220. | 250. |
| Heat rate (K/min) | 2. | 2.5 | 5. | 5. | 2. |
| Initial hold (min) | 1. | 1. | |||
| Final hold (min) | 20. | 20. | |||
| I | 1700. | 1653. | 1682. | 1725. | 1652. |
| Reference | Raal, Paaver, et al., 2004 | Sarkhail, Amin, et al., 2004 | Fekam Boyom, Ngouana, et al., 2003 | Ledauphin, Guichard, et al., 2003 | Orav, Kailas, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | HP-5 | RSL-200 | OV-101 | SPB-5 |
| Column length (m) | 60. | 30. | 30. | 50. | 60. |
| Carrier gas | H2 | He | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.20 | 0.32 | 0.2 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.33 | 0.25 | 0.25 | |
| Tstart (C) | 40. | 60. | 40. | 50. | 70. |
| Tend (C) | 250. | 290. | 280. | 250. | 240. |
| Heat rate (K/min) | 5. | 3. | 6. | 2. | 5. |
| Initial hold (min) | 15. | 5. | 8. | ||
| Final hold (min) | 10. | 5. | 20. | ||
| I | 1740. | 1747. | 1699. | 1654. | 1680. |
| Reference | Stashenko, Jaramillo, et al., 2003 | Benevides, Young, et al., 2002 | Jirovetz L., Buchbauer G., et al., 2001 | Orav and Kann, 2001 | Kim, Kim, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | OV-1 | OV-101 | OV-101 | OV-101 |
| Column length (m) | 25. | 50. | 50. | 50. | 50. |
| Carrier gas | N2 | He | N2 | ||
| Substrate | |||||
| Column diameter (mm) | 0.50 | 0.32 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | |||
| Tstart (C) | 60. | 50. | 80. | 80. | 80. |
| Tend (C) | 220. | 250. | 200. | 200. | 200. |
| Heat rate (K/min) | 5. | 10. | 2. | 2. | 2. |
| Initial hold (min) | 5. | ||||
| Final hold (min) | 10. | 20. | |||
| I | 1664. | 1676. | 1698. | 1698. | 1698. |
| Reference | Mallavarapu, Kulkarni, et al., 1999 | Kökdil, Kurucu, et al., 1998 | Tamura, Yang, et al., 1993 | Tamura, Yang, et al., 1993 | Sugisawa, Yamamoto, et al., 1989 |
| Comment | MSDC-RI | MSDC-RI | 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.
Xu, Tang, et al., 2010
Xu, X.; Tang, Z.; Liang, Y.,
Comparative analysis of plant essential oils by GC-MS coupled with integrated chemometric resolution methods,
Anal. Methods, 2010, 2, 4, 359-367, https://doi.org/10.1039/b9ay00213h
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Shafaghat and Sadeghi, 2009
Shafaghat, A.; Sadeghi, H.,
Composition and antibacterial activity of essentia; oils from leaf, stem and root of Chrysanthemum parthenium (L.) Bernh. from Iran,
Electronic J. of Environ., Agriculture and Food Chem. (EJEAFChe), 2009, 8, 9, 766-771. [all data]
Bieri and Marriott, 2008
Bieri, S.; Marriott, P.J.,
Dual-injection system with multiply injections for determining sidimentional retention indexes in comprehensive two-dimensional gas chromatography,
Anal. Chem., 2008, 80, 3, 760-768, https://doi.org/10.1021/ac071367q
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Bousaada, Ammar, et al., 2008
Bousaada, O.; Ammar, S.; Saidana, D.; Chriaa, J.; Chraif, I.; Daami, M.; Helal, A.N.; Mighri, Z.,
Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia,
Microbiol. Res., 2008, 163, 1, 87-95, https://doi.org/10.1016/j.micres.2007.02.010
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Mondello, Casilli, et al., 2008
Mondello, L.; Casilli, A.; Tranchida, Q.; Sciarrone, D.; Dugo, P.; Dugo, G.,
Analysis of allergens in fragrances using multiple heart-cut multidimentional gas chromatography - mass spectrometry,
LC-GC Europe, 2008, 21, 130. [all data]
Edris, Chizzola, et al., 2007
Edris, A.E.; Chizzola, R.; Franz, C.,
Isolation and characterization of the volatile aroma compounds from the concrete headspace and the absolute of Jasminum sambac (L.) Ait. (Oleaceae) flowers grown in Egypt,
Eur. Food Res. Technol., 2007, https://doi.org/10.1007/s00217-007-0623-y
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El-Ghorab A., El-Massry K.F., et al., 2007
El-Ghorab A.; El-Massry K.F.; Shibamoto T.,
Chemical composition of the volatile extract and antioxidant activities of the volatile and nonvolatile extracts of Egyptian corn silk (Zea mays L.),
J. Agric. Food Chem., 2007, 55, 22, 9124-9127, https://doi.org/10.1021/jf071646e
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Hachicha, Skanji, et al., 2007
Hachicha, S.F.; Skanji, T.; Barrek, S.; Ghrabi, Z.G.; Zarrouk, H.,
Composition of the essential oil of Teucrium ramosissimum Desf. (Lamiaceae) from Tunisia,
Flavour Fragr. J., 2007, 22, 2, 101-104, https://doi.org/10.1002/ffj.1764
. [all data]
Jerkovic, Mastelic, et al., 2007
Jerkovic, I.; Mastelic, J.; Marijanovic, Z.,
Bound volatile compounds and essential oil from the fruit of Maclura pomifera (Raf.) Schneid. (osage orange),
Flavour Fragr. J., 2007, 22, 1, 84-88, https://doi.org/10.1002/ffj.1763
. [all data]
Kiran, Bhavani, et al., 2006
Kiran, S.R.; Bhavani, K.; Devi, P.S.; Rao, B.R.R.; Reddy, K.J.,
Composition and alrvicidal activity of leaves and stem essential oils of Chloroxylon swietenia DC against Aedes aegypti and Anopheles stephensi,
Biores. Technol., 2006, 97, 18, 2481-2484, https://doi.org/10.1016/j.biortech.2005.10.003
. [all data]
Orav, Raal, et al., 2006
Orav, A.; Raal, A.; Arak, E.; Müürisepp, M.; Kailas, T.,
Composition of the essential oil of Artemisia absinthium L. of different geographical origin,
Proc. Est. Acad. Sci. Chem., 2006, 55, 3, 155-165. [all data]
Tohar, Mohd, et al., 2006
Tohar, N.; Mohd, M.A.; Jantan, I.; Awang, K.,
A comparative study of the essential oils of the genus Plumeria Linn. from Malaysia,
Flavour Fragr. J., 2006, 21, 6, 859-863, https://doi.org/10.1002/ffj.1617
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Trilles, Bombarda, et al., 2006
Trilles, B.L.; Bombarda, I.; Bouraïma-Madjebi, S.; Raharivelomanana, P.; Bianchini, J.-P.; Gaydou, E.M.,
Occurrence of various chemotypes in niaouli [Melaleuca quinquenervia (Cav.) S. T. Blake] essential oil from New Caledonia,
Flavour Fragr. J., 2006, 21, 4, 677-682, https://doi.org/10.1002/ffj.1649
. [all data]
Khanavi, Ghasemian, et al., 2005
Khanavi, M.; Ghasemian, L.; Motlagh, E.H.; Hadjiakhoondi, A.; Shafiee, A.,
Chemical composition of the essential oils of Marrubium parviflorum Fisch. C.A. Mey. and Marrubium vulgare L. from Iran,
Flavour Fragr. J., 2005, 20, 3, 324-326, https://doi.org/10.1002/ffj.1425
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Ricci, Fraternale, et al., 2005
Ricci, D.; Fraternale, D.; Giamperi, L.; Bucchini, A.; Epifano, F.; Burini, G.; Curini, M.,
Chemical composition, antimicrobial and antioxidant activity of the essential oil of Teucrium marum (Lamiaceae),
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Orav, Stulova, et al., 2004
Orav, A.; Stulova, I.; Kailas, T.; Müürisepp, M.,
Effect of storage on the essential oil composition of piper nigrum L. fruits of different ripening states,
J. Agric. Food Chem., 2004, 52, 9, 2582-2586, https://doi.org/10.1021/jf030635s
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Raal, Arak, et al., 2004
Raal, A.; Arak, E.; Orav, A.,
Chemical composition of coriander seed essential oil and their conformity with EP standards,
Agraarteadus, 2004, 15, 4, 234-239. [all data]
Raal, Paaver, et al., 2004
Raal, A.; Paaver, U.; Arak, E.; Orav, A.,
Content and composition of the essential oil of Thymus serpyllum L. growing wild in Estonia,
Medicina (Kaunas), 2004, 40, 8, 795-800. [all data]
Sarkhail, Amin, et al., 2004
Sarkhail, P.; Amin, G.; Shafiee, A.,
Composition of the essential oil of Phlomis persica Boiss and Phlomis chorassanica Bunge from Iran,
Flavour Fragr. J., 2004, 19, 6, 538-540, https://doi.org/10.1002/ffj.1338
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Fekam Boyom, Ngouana, et al., 2003
Fekam Boyom, F.; Ngouana, V.; Amvam Zollo, P.H.; Menut, C.; Bessiere, J.M.; Gut, J.; Rosenthal, P.J.,
Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants,
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Ledauphin, Guichard, et al., 2003
Ledauphin, J.; Guichard, H.; Saint-Clair, J.-F.; Picoche, B.; Barillier, D.,
Chemical and sensorial aroma characterization of freshly distilled calvados. 2. Identification of volatile compounds and key odorants,
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Orav, Kailas, et al., 2003
Orav, A.; Kailas, T.; Jegorova, A.,
Composition of the essential oil of dill, celery, and parsley from Estonia,
Proc. Est. Acad. Sci. Chem., 2003, 52, 4, 147-154. [all data]
Stashenko, Jaramillo, et al., 2003
Stashenko, E.E.; Jaramillo, B.E.; Martínez, J.R.,
Comparación de la composición química y de la actividad antioxidante in vitro de los metabolitos secundarios volátiles de plantas de la familia verbenaceae,
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Benevides, Young, et al., 2002
Benevides, P.J.C.; Young, M.C.M.; Bolzani, V.S.,
Composição química e atevidade antifúngica do óleo essencial de psychotria spectabillis L. (Rubiaceae), 2002, retrieved from http://www.sbq.org.br/ranteriores/23/resumos/0131. [all data]
Jirovetz L., Buchbauer G., et al., 2001
Jirovetz L.; Buchbauer G.; Shafi P.M.; Rosamma M.K.; Geissler M.,
Analysis of the composition and aroma of the essential leaf oil of Syzygium travancoricum from South India by GC-FID, GC-MS, and olfactometry. Seasonal changes of composition,
Chromatographia Sup., 2001, 53, S1, s372-s374, https://doi.org/10.1007/BF02490359
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Orav and Kann, 2001
Orav, A.; Kann, J.,
Determination of peppermint and orange aroma compounds in food and beverages,
Proc. Est. Acad. Sci. Chem., 2001, 50, 4, 217-225. [all data]
Kim, Kim, et al., 2000
Kim, H.-J.; Kim, K.; Kim, N.-S.; Lee, D.-S.,
Determination of floral fragrances of Rosa hybrida using solid-phase trapping-solvent extraction and gas chromatography-mass spectrometry,
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Mallavarapu, Kulkarni, et al., 1999
Mallavarapu, G.R.; Kulkarni, R.N.; Baskaran, K.; Rao, L.; Ramesh, S.,
Influence of plant growth stage on the essential oil content and composition in Davana (Artemisia pallens Wall.),
J. Agric. Food Chem., 1999, 47, 1, 254-258, https://doi.org/10.1021/jf980624c
. [all data]
Kökdil, Kurucu, et al., 1998
Kökdil, G.; Kurucu, S.; Yildiz, A.,
Essential oil composition of Nepeta nuda L. ssp. nuda,
Flavour Fragr. J., 1998, 13, 4, 233-234, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<233::AID-FFJ730>3.0.CO;2-7
. [all data]
Tamura, Yang, et al., 1993
Tamura, H.; Yang, R.-H.; Sugisawa, H.,
Aroma profiles of peel oils of acid citrus,
ACS Sym. Ser., 1993, 525, 121-136. [all data]
Sugisawa, Yamamoto, et al., 1989
Sugisawa, H.; Yamamoto, M.; Tamura, H.; Takagi, N.,
The comparison of volatile components in peel oil from four species of navel orange,
Nippon Shokuhin Kogio Gakkaishi, 1989, 36, 6, 455-462, https://doi.org/10.3136/nskkk1962.36.6_455
. [all data]
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
- 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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