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:
- 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-
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
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Other data available:
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Van Den Dool and Kratz RI, non-polar column, temperature ramp

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	DB-5	BP-1	DB-5	OV-1
Column length (m)	50.	30.	50.	50.	25.
Carrier gas	He	N2	He	N2	He
Substrate
Column diameter (mm)	0.22	0.32	0.22	0.2	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.32	0.25
T_start (C)	60.	60.	60.	60.	50.
T_end (C)	220.	240.	220.	220.	220.
Heat rate (K/min)	2.	3.	2.	5.	3.
Initial hold (min)		3.		3.	1.
Final hold (min)	20.	5.	20.	5.	5.
I	1690.	1728.	1699.	1722.	1724.
Reference	Boti, Bighelli, et al., 2006	Dob, Dahmane, et al., 2006	Gonny, Cavaleiro, et al., 2006	Masoudi, Esmaeili, et al., 2006	Rubiolo P., Matteodo M., et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-1	BP-1	DB-1	DB-5
Column length (m)	60.	30.	50.	30.	30.
Carrier gas	N2	He	He	N2	N2
Substrate
Column diameter (mm)	0.25	0.25	0.22	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	70.	40.	60.	50.	70.
T_end (C)	230.	260.	220.	200.	230.
Heat rate (K/min)	2.	2.	2.	5.	2.
Initial hold (min)	2.	5.			2.
Final hold (min)	20.	20.	20.	0.	20.
I	1722.	1667.	1699.	1705.	1722.
Reference	Choi, 2005	de Feo, Urrunaga Soria, et al., 2005	Ferrari, Tomi, et al., 2005	Boyom, Assembe, et al., 2003	Choi, 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	DB-5	CP Sil 5 CB	HP-5	DB-1
Column length (m)	30.	30.	60.	30.	25.
Carrier gas	He	N2	He	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25
T_start (C)	40.	75.	60.	60.	60.
T_end (C)	250.	230.	280.	280.	180.
Heat rate (K/min)	3.	3.	3.	4.	3.
Initial hold (min)		10.	10.	5.	10.
Final hold (min)	20.		60.		10.
I	1696.	1722.	1701.	1722.	1705.
Reference	Gancel, Ollitrault, et al., 2003	bin Jantan, Yassin, et al., 2003	Pino, Almora, et al., 2003	Skaltsa, Demetzos, et al., 2003	bin Jantan and bin Ahmad, 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP Sil 5 CB	DB-5	CP Sil 5 CB	HP-5MS	CP Sil 5 CB
Column length (m)	30.	30.	50.	30.	50.
Carrier gas	H2	H2	He	He	H2
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.25	0.22
Phase thickness (μm)	0.25	0.25	0.4	0.25	0.13
T_start (C)	60.	60.	60.	60.	40.
T_end (C)	280.	240.	280.	280.	300.
Heat rate (K/min)	2.	3.	3.	4.	4.
Initial hold (min)	10.		10.	5.
Final hold (min)	40.		60.		10.
I	1699.	1722.	1701.	1722.	1702.
Reference	Pino, Marbot, et al., 2002	Nogueira, Bittrich, et al., 2001	Pino and Marbot, 2001	Skaltsa, Mavrommati, et al., 2001	Pfeifhofer, 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Methyl Silicone	DB-5	OV-1	DB-1	RSL-150
Column length (m)	50.	30.	25.	60.	30.
Carrier gas	N2		H2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.53
Phase thickness (μm)	0.17	0.25	0.3	0.25	1.2
T_start (C)	80.	50.	50.	50.	30.
T_end (C)	200.	250.	200.	250.	220.
Heat rate (K/min)	2.	3.	3.	3.5	3.
Initial hold (min)			1.	5.
Final hold (min)			20.
I	1718.	1722.	1695.	1702.	1698.
Reference	Sumathykutty, Rao, et al., 1999	Isidorov, Zenkevich, et al., 1998	Bicchi, Fresia, et al., 1997	Stashenko, Prada, et al., 1996	Sagrero-Nieves, de Pooter, et al., 1989
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, Notes

Boti, Bighelli, et al., 2006
Boti, J.B.; Bighelli, A.; Cavaleiro, C.; Salgueiro, L.; Casanova, J., Chemical variability of Juniperus oxycedrus ssp. oxycedrus berry and leaf oils from Corsica, analysed by combination of GC, GC-MS and ¹³C-NMR, Flavour Fragr. J., 2006, 21, 2, 268-273, https://doi.org/10.1002/ffj.1579 . [all data]

Dob, Dahmane, et al., 2006
Dob, T.; Dahmane, D.; Chelghoum, C., Essential oil composition of Juniperus oxycedrus growing in Algeria, Pharm. Biol., 2006, 44, 1, 1-6, https://doi.org/10.1080/13880200500530922 . [all data]

Gonny, Cavaleiro, et al., 2006
Gonny, M.; Cavaleiro, C.; Salgueiro, L.; Casanova, J., Analysis of Juniperus communis subsp. alpina needle, berry, wood and root oils by combination of GC, GC/MS and ¹³C-NMR, Flavour Fragr. J., 2006, 21, 1, 99-106, https://doi.org/10.1002/ffj.1527 . [all data]

Masoudi, Esmaeili, et al., 2006
Masoudi, S.; Esmaeili, A.; Khalilzadeh, M.A.; Rustaiyan, A.; Moazami, N.; Akhgar, M.R.; Varavipoor, M., Volatile constituents of Dorema aucheri Boiss., Seseli libanotis (L.) W. D. Koch var. armeniacum bordz. and Conium maculatum L. three Umbelliferae herbs growing wild in Iran, Flavour Fragr. J., 2006, 21, 5, 801-804, https://doi.org/10.1002/ffj.1722 . [all data]

Rubiolo P., Matteodo M., et al., 2006
Rubiolo P.; Matteodo M.; Riccio G.; Ballero M.; Christen P.; Fleury-Souverain S.; Veuthey J.L.; Bicchi C., Analytical discrimination of poisonous and nonpoisonous chemotypes of giant fennel (Ferula communis L.) through their biologically active and volatile fractions, J. Agric. Food Chem., 2006, 54, 20, 7556-7563, https://doi.org/10.1021/jf061592t . [all data]

Choi, 2005
Choi, H.-S., Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil, J. Agric. Food Chem., 2005, 53, 5, 1642-1647, https://doi.org/10.1021/jf040324x . [all data]

de Feo, Urrunaga Soria, et al., 2005
de Feo, V.; Urrunaga Soria, E.; Urrunaga Soria, R.; Pizza, C., Composition and in vitro toxicity of the essential oil of Tagetes terniflora HBK. (Asteraceae), Flavour Fragr. J., 2005, 20, 1, 89-92, https://doi.org/10.1002/ffj.1379 . [all data]

Ferrari, Tomi, et al., 2005
Ferrari, B.; Tomi, F.; Casanova, J., Composition and chemical variability of Ferula communis essential oil from Corsica, Flavour Fragr. J., 2005, 20, 2, 180-185, https://doi.org/10.1002/ffj.1405 . [all data]

Boyom, Assembe, et al., 2003
Boyom, F.F.; Assembe, E.Z.; Zollo, P.H.A.; Agnaniet, H.; Menut, C.; Bessière, J.M., Aromatic plants of tropical central Africa. Part XLII. Volatile components from Antidesma laciniatum Muell. Arg. Var. laciniatum growing in Cameroon, Flavour Fragr. J., 2003, 18, 5, 451-453, https://doi.org/10.1002/ffj.1251 . [all data]

Choi, 2003
Choi, H.-S., Character impact odorants of Citrus Hallabong [(C. unshiu Marcov × C. sinensis Osbeck) × C. reticulata Blanco] cold-pressed peel oil, J. Agric. Food Chem., 2003, 51, 9, 2687-2692, https://doi.org/10.1021/jf021069o . [all data]

Gancel, Ollitrault, et al., 2003
Gancel, A.-L.; Ollitrault, P.; Froelicher, Y.; Tomi, F.; Jacquemond, C.; Luro, F.; Brillouet, J.-M., Leaf volatile compounds of seven citrus somatic tetraploid hybrids sharing willow leaf mandarin (Citrus deliciosa Ten.) as their common parent, J. Agric. Food Chem., 2003, 51, 20, 6006-6013, https://doi.org/10.1021/jf0345090 . [all data]

bin Jantan, Yassin, et al., 2003
bin Jantan, I.; Yassin, M.S.M.; Chin, C.B.; Chen, L.L.; Sim. N.L., Antifungal activity of the essential oils of nine Zingiberaceae species, Pharm. Biol., 2003, 41, 5, 392-397, https://doi.org/10.1076/phbi.41.5.392.15941 . [all data]

Pino, Almora, et al., 2003
Pino, J.; Almora, K.; Marbot, R., Volatile components of papaya (Carica papaya L., maradol variety) fruit, Flavour Fragr. J., 2003, 18, 6, 492-496, https://doi.org/10.1002/ffj.1248 . [all data]

Skaltsa, Demetzos, et al., 2003
Skaltsa, H.D.; Demetzos, C.; Lazari, D.; Sokovic, M., Essential oil analysis and antimicrobial activity of eight Stachys species from Greece, Phytochemistry, 2003, 64, 3, 743-752, https://doi.org/10.1016/S0031-9422(03)00386-8 . [all data]

bin Jantan and bin Ahmad, 2002
bin Jantan, I.; bin Ahmad, F., Chemical constituents of the essential oils of Goniothalamus malayanus Hook. f. and Thoms., Flavour Fragr. J., 2002, 17, 5, 372-374, https://doi.org/10.1002/ffj.1107 . [all data]

Pino, Marbot, et al., 2002
Pino, J.A.; Marbot, R.; Bello, A., Volatile compounds of Psidium salutare (H.B.K.) Berg. fruit, J. Agric. Food Chem., 2002, 50, 18, 5146-5148, https://doi.org/10.1021/jf0116303 . [all data]

Nogueira, Bittrich, et al., 2001
Nogueira, P.C.L.; Bittrich, V.; Shepherd, G.J.; Lopes, A.V.; Marsaioli, A.J., The ecological and taxonomic importance of flower volatiles of Clusia species (Guttiferae), Phytochemistry, 2001, 56, 5, 443-452, https://doi.org/10.1016/S0031-9422(00)00213-2 . [all data]

Pino and Marbot, 2001
Pino, J.A.; Marbot, R., Volatile flavor constituents of acerola (Malpighia emarginata DC.) fruit, J. Agric. Food Chem., 2001, 49, 12, 5880-5882, https://doi.org/10.1021/jf010270g . [all data]

Skaltsa, Mavrommati, et al., 2001
Skaltsa, H.D.; Mavrommati, A.; Constantinidis, T., A chemotaxonomic investigation of volatile constituents in Stachys subsect. Swainsonianeae (Labiatae), Phytochemistry, 2001, 57, 2, 235-244, https://doi.org/10.1016/S0031-9422(01)00003-6 . [all data]

Pfeifhofer, 2000
Pfeifhofer, H.W., Composition of the essential oil of Pinus canariensis Sweet ex Sprengel, Flavour Fragr. J., 2000, 15, 4, 266-270, https://doi.org/10.1002/1099-1026(200007/08)15:4<266::AID-FFJ908>3.0.CO;2-E . [all data]

Sumathykutty, Rao, et al., 1999
Sumathykutty, M.A.; Rao, J.M.; Padmakumari, K.P.; Narayanan, C.S., Essential oil constituents of some Piper species, Flavour Fragr. J., 1999, 14, 5, 279-282, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<279::AID-FFJ821>3.0.CO;2-0 . [all data]

Isidorov, Zenkevich, et al., 1998
Isidorov, V.A.; Zenkevich, I.G.; Dubis, E.N.; Slowikowski, A.; Wojciuk, E., Group identification of essential oils components using partition coefficients in a hexane-acetonitrile system, J. Chromatogr. A, 1998, 814, 1-2, 253-260, https://doi.org/10.1016/S0021-9673(98)00398-7 . [all data]

Bicchi, Fresia, et al., 1997
Bicchi, C.; Fresia, M.; Rubiolo, P.; Monti, D.; Franz, C.; Goehler, I., Constituents of Tagetes lucida Cav. ssp. lucida essential oil, Flavour Fragr. J., 1997, 12, 1, 47-52, https://doi.org/10.1002/(SICI)1099-1026(199701)12:1<47::AID-FFJ610>3.0.CO;2-7 . [all data]

Stashenko, Prada, et al., 1996
Stashenko, E.E.; Prada, N.Q.; Martínez, J.R., HRGC/FID/NP and HRGC/MSD study of Colombian Ylang-Ylang (Cananga odorata) oils obtained by different extraction techniques, J. Hi. Res. Chromatogr., 1996, 19, 6, 353-358, https://doi.org/10.1002/jhrc.1240190609 . [all data]

Sagrero-Nieves, de Pooter, et al., 1989
Sagrero-Nieves, L.; de Pooter, H.L.; Van Wassenhove, F.A., Major Volatile Constituents from the Fruit of Mammee Apple (Mammea americana L.), J. Food Comp. Anal., 1989, 2, 4, 382-385, https://doi.org/10.1016/0889-1575(89)90010-0 . [all data]

Notes

Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start Initial temperature
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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