2,6-Octadien-1-ol, 3,7-dimethyl-, (E)-

Formula: C₁₀H₁₈O
Molecular weight: 154.2493
IUPAC Standard InChI: InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+
IUPAC Standard InChIKey: GLZPCOQZEFWAFX-JXMROGBWSA-N
CAS Registry Number: 106-24-1
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:
- 3,7-Dimethyl-2,6-octadien-1-ol
Stereoisomers:
- 2,6-Octadien-1-ol, 3,7-dimethyl-, (Z)-
- 2,6-Octadien-1-ol, 3,7-dimethyl-
Other names: Geraniol; trans-Geraniol; Guaniol; Lemonol; trans-3,7-Dimethyl-2,6-octadien-1-ol; Geraniol alcohol; Geraniol extra; Geranyl alcohol; 2,6-Dimethyl-trans-2,6-octadien-8-ol; 2,6-Octadien-1-ol, 3,7-dimethyl-, trans-; 3,7-Dimethyl-trans-2,6-octadien-1-ol; (E)-3,7-Dimethyl-2,6-octadien-1-ol; Meranol; trans-3,7-Dimethyl octa-2,6-dien-1-ol; (2E)-3,7-Dimethyl-2,6-octadien-1-ol; (E)-geraniol; Geraniol (E); t-Geraniol; (E)-Nerol; 2,6-Octadien-1-ol, 3,7-dimethyl-, (2E)-; NSC 9279; β-Geraniol; trans-3,7-dimethyl-2,6-octadien-1-ol (geraniol); (E)-3,7-dimethyl-2,6-octadien-1-ol (geraniol)
Information on this page:
Other data available:
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Kovats' RI, non-polar column, temperature ramp

Go To: Top, References, Notes

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	HP-5MS	DB-5	HP-5	BP-1
Column length (m)	30.	60.	25.	25.	25.
Carrier gas	He	He	He		N2
Substrate
Column diameter (mm)	0.25	0.25	0.2	0.2	0.32
Phase thickness (μm)	0.25	0.25	0.15	0.33	0.25
T_start (C)	50.	40.	60.	60.	60.
T_end (C)	280.	250.	220.	240.	220.
Heat rate (K/min)	5.	3.	3.	3.	5.
Initial hold (min)	3.	1.	3.
Final hold (min)		20.			13.
I	1236.	1267.	1277.	1260.	1244.
Reference	Allegrone, Belliardo, et al., 2006	Jalali-Heravi, Zekavat, et al., 2006	Mevy, Bessiere, et al., 2006	Oliveira, Leitao, et al., 2006	Raina, Verma, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP Sil 8 CB	CP Sil 8 CB	DB-5	HP-5MS	BP-5
Column length (m)	30.	30.	10.	30.	50.
Carrier gas	H2	H2	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.1	0.25	0.32
Phase thickness (μm)	0.25	0.25	0.1	0.25	0.25
T_start (C)	50.	50.	60.	50.	50.
T_end (C)	220.	220.	240.	250.	260.
Heat rate (K/min)	3.	3.	5.	3.	5.
Initial hold (min)	2.	2.	5.	10.	2.
Final hold (min)			10.	5.	5.
I	1260.	1260.	1255.	1258.	1256.
Reference	Tayoub, Schwob, et al., 2006	Tayoub, Schwob, et al., 2006, 2	Asfaw, Licence, et al., 2005	Asuming, Beauchamp, et al., 2005	Baranauskiene, Venskutonis, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5MS	BP-1	BP-1	DB-5MS	SPB-5
Column length (m)	30.	30.	30.	30.	60.
Carrier gas	He			He	He
Substrate
Column diameter (mm)	0.25	0.32	0.32	0.25	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	1.
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	240.	245.	245.	180.	200.
Heat rate (K/min)	3.	5.	5.	3.	4.
Initial hold (min)				15.
Final hold (min)		10.	10.		30.
I	1256.	1238.	1238.	1253.	1260.
Reference	Maia, Andrade, et al., 2005	Rajeswara Rao, Kaul, et al., 2005	Rao, Kaul, et al., 2005	Angioni, Barra, et al., 2004	Gauvin, Lecomte, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5MS	CP Sil 5 CB	CP Sil 8 CB	DB-5	HP-5MS
Column length (m)	30.	25.	30.	50.	30.
Carrier gas	He	H2	H2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.32	0.25
Phase thickness (μm)	0.25	0.15	0.25	0.25	0.25
T_start (C)	60.	50.	50.	50.	50.
T_end (C)	200.	230.	220.	280.	280.
Heat rate (K/min)	4.	3.	3.	5.	4.
Initial hold (min)	1.		2.	2.	2.
Final hold (min)	15.			10.	10.
I	1255.	1241.	1256.	1265.	1254.
Reference	Juliani, Zygadlo, et al., 2004	Ogunwande, Olawore, et al., 2004	Schwob, Bessiere, et al., 2004	Baranauskiene, Venskutonis, et al., 2003	Baranauskiene, Venskutonis, et al., 2003, 2
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-5	HP-5	DB-1	HP-5
Column length (m)	30.	30.	30.	25.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.2	0.25
Phase thickness (μm)	1.	0.25	0.25		0.25
T_start (C)	40.	50.	60.	60.	60.
T_end (C)	250.	250.	200.	220.	275.
Heat rate (K/min)	5.	0.5	4.	3.	4.
Initial hold (min)	1.	5.	1.
Final hold (min)		10.	15.
I	1258.	1259.	1257.	1256.	1260.
Reference	Bouzouita, Kachouri, et al., 2003	Viña and Murillo, 2003	Juliani and Simon, 2002	Mevy, Bessiere, et al., 2002	Nickavar, Salehi-Sormagi, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	BP-1	Cross-Linked Methylsilicone	BP-1	BP-1
Column length (m)	60.	25.	50.	25.	25.
Carrier gas	N2	N2	He	N2
Substrate
Column diameter (mm)	0.32	0.55	0.2	0.5	0.5
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	100.	60.	60.
T_end (C)	220.	220.	280.	220.	220.
Heat rate (K/min)	5.	5.	4.	5.	5.
Initial hold (min)
Final hold (min)		15.		10.	10.
I	1242.	1242.	1247.	1242.	1242.
Reference	Raina, Lal, et al., 2002	Raina, Srivastava, et al., 2002	Rajeswara Rao, Kaul, et al., 2002	Rajeswara Rao, 2002	Rao B.R.R., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	PTE-5	BP-1	BP-1	HP-1
Column length (m)	28.	60.	25.	25.	25.
Carrier gas	He	H2	N2	N2	He
Substrate
Column diameter (mm)	0.25	0.32	0.55	0.55	0.2
Phase thickness (μm)	0.25	0.39	0.25	0.25	0.25
T_start (C)	50.	60.	60.	60.	100.
T_end (C)	270.	285.	220.	220.	220.
Heat rate (K/min)	5.5	4.3	5.	5.	4.
Initial hold (min)	1.
Final hold (min)			15.	15.
I	1238.	1257.	1247.	1241.	1242.
Reference	Thangadurai, Anitha, et al., 2002	Gudzic, Dordevic, et al., 2001	Jain, Aggarwal, et al., 2001	Jain, Srivastava, et al., 2001	Rajeswara Rao, 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	DB-5	BP-1	DB-5	BP-1
Column length (m)	30.	30.	25.	30.	25.
Carrier gas		He	N2	He	N2
Substrate
Column diameter (mm)	0.25	0.26	0.5	0.25	0.50
Phase thickness (μm)	0.25	0.25			0.25
T_start (C)	80.	60.	60.	60.	60.
T_end (C)	225.	240.	220.	180.	220.
Heat rate (K/min)	4.	3.	5.	2.	5.
Initial hold (min)
Final hold (min)			10.		10.
I	1235.	1255.	1242.	1260.	1242.
Reference	Abella, Cortella, et al., 2000	Adams, 2000	Rao, Kaul, et al., 2000	Rao, Rout, et al., 2000	Rao, Sastry, et al., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP Sil 5 CB	HP-5	DB-5	BP-1	BP-1
Column length (m)	25.	30.	30.	50.	50.
Carrier gas	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
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	280.	280.	240.	260.	260.
Heat rate (K/min)	5.	4.	3.	2.	2.
Initial hold (min)
Final hold (min)
I	1243.	1253.	1255.	1236.	1243.
Reference	Kaul, Gujral, et al., 1999	Sajjadi and Ghassemi, 1999	da Silva, Andrade, et al., 1999	Vera and Chane-Ming, 1999	Vera and Chane-Ming, 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	BP-1	Methyl Silicone	SE-30	SE-30
Column length (m)	60.	25.	25.	25.	25.
Carrier gas	He	N2	N2	N2	N2
Substrate
Column diameter (mm)	0.25	0.25	0.5	0.2	0.2
Phase thickness (μm)	0.25
T_start (C)	50.	60.	60.	60.	60.
T_end (C)	250.	220.	220.	180.	180.
Heat rate (K/min)	3.	5.	5.	3.	3.
Initial hold (min)	5.			10.	10.
Final hold (min)	10.			1.	1.
I	1232.	1239.	1245.	1234.	1236.
Reference	Bylaite, Venskutonis, et al., 1998	Kulkarni, Mallavarapu, et al., 1998	Mallavarapu, Rao, et al., 1998	Jantan, Ahmad, et al., 1996	Jantan, Ali, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	OV-101	HP-1	DB-1	DB-1	OV-101
Column length (m)	25.	15.	60.	60.	100.
Carrier gas	N2		He	He	H2
Substrate
Column diameter (mm)	0.25	0.32	0.32	0.32	0.3
Phase thickness (μm)			0.25	0.25	0.15
T_start (C)	50.	40.	30.	30.	90.
T_end (C)	200.	240.	210.	210.	220.
Heat rate (K/min)	5.	6.	2.	2.	2.
Initial hold (min)			4.	4.
Final hold (min)		10.
I	1243.	1237.	1234.	1234.	1252.
Reference	Menut, Molangui, et al., 1995	Raharivelomanana, Cambon, et al., 1993	Takeoka, Flath, et al., 1990	Takeoka, Flath, et al., 1990	Gaydou, Randriamiharisoa, et al., 1986
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	OV-101	OV-101	OV-101	OV-101
Column length (m)	70.	70.	70.	70.
Carrier gas	N2	N2	N2	N2
Substrate
Column diameter (mm)	0.28	0.28	0.28	0.28
Phase thickness (μm)
T_start (C)	80.	80.	80.	80.
T_end (C)	200.	200.	200.	200.
Heat rate (K/min)	2.	2.	2.	2.
Initial hold (min)
Final hold (min)
I	1244.	1247.	1244.	1243.
Reference	Yamaguchi and Shibamoto, 1981	Yamaguchi and Shibamoto, 1981	Yamaguchi and Shibamoto, 1979	Yamaguchi and Shibamoto, 1979
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Kovats' RI, non-polar column, temperature ramp, Notes

Allegrone, Belliardo, et al., 2006
Allegrone, G.; Belliardo, F.; Cabella, P., Comparison of volatile concentrations in hand-squeezed juices of four different lemon varieties, J. Agric. Food Chem., 2006, 54, 5, 1844-1848, https://doi.org/10.1021/jf051206s . [all data]

Jalali-Heravi, Zekavat, et al., 2006
Jalali-Heravi, M.; Zekavat, B.; Sereshti, H., Characterization of essential oil components of Iranian geranium oil using gas chromatography-mass spectrometry combined with chemometric resolution techniques, J. Chromatogr. A, 2006, 1114, 1, 154-163, https://doi.org/10.1016/j.chroma.2006.02.034 . [all data]

Mevy, Bessiere, et al., 2006
Mevy, J.-P.; Bessiere, J.-M.; Greff, S.; Zombre, G.; Viano, J., Composition of the volatile oil from the leaves of Ximenia americana L., Biochem. Syst. Ecol., 2006, 34, 7, 549-553, https://doi.org/10.1016/j.bse.2006.01.007 . [all data]

Oliveira, Leitao, et al., 2006
Oliveira, D.R.; Leitao, G.G.; Santos, S.S.; Bizzo, H.R.; Lopes, D.; Alviano, C.S.; Alviano, D.S.; Leitao, S.G., Ethnopharmacological study of two Lippia species from Oriximina, Brazil, J. Ethnopharmacol., 2006, 108, 1, 103-108, https://doi.org/10.1016/j.jep.2006.04.018 . [all data]

Raina, Verma, et al., 2006
Raina, V.K.; Verma, S.C.; Dhawan, S.; Khan, M.; Ramesh, S.; Singh, S.C.; Yadav, A.; Srivastava, S.K., Essential oil composition of Murraya exotica from the plains of northern India, Flavour Fragr. J., 2006, 21, 1, 140-142, https://doi.org/10.1002/ffj.1547 . [all data]

Tayoub, Schwob, et al., 2006
Tayoub, G.; Schwob, I.; Bessiere, J.-M.; Masotti, V.; Rabier, J.; Ruzzier, M.; Viano, J., Composition of volatile oils of Styrax (Styrax officinalis L.) leaves at different phenological stages, Biochem. Syst. Ecol., 2006, 34, 9, 705-709, https://doi.org/10.1016/j.bse.2006.05.008 . [all data]

Tayoub, Schwob, et al., 2006, 2
Tayoub, G.; Schwob, I.; Bessière, J.-M.; Rabier, J.; Masotti, V.; J.; M.; Girard, G.; Viano, J., Essential oil composition of leaf, flower and stem of Styrax (Styrax officinalis L.) from south-eastern France, Flavour Fragr. J., 2006, 21, 5, 809-812, https://doi.org/10.1002/ffj.1731 . [all data]

Asfaw, Licence, et al., 2005
Asfaw, N.; Licence, P.; Novitskii, A.; Poliakoff, M., Green Chemistry in Ethiopia: the cleaner extraction of essential oils from Artemisia afra: a comparison of clean technology with conventional methodology, Green Chem., 2005, 7, 5, 352-356, https://doi.org/10.1039/b417961g . [all data]

Asuming, Beauchamp, et al., 2005
Asuming, W.A.; Beauchamp, P.S.; Descalzo, J.T.; Dev, B.C.; Dev, V.; Frost, S.; Ma, C.W., Essential oil composition of four Lomatium Raf. species and their chemotaxonomy, Biochem. Syst. Ecol., 2005, 33, 1, 17-26, https://doi.org/10.1016/j.bse.2004.06.005 . [all data]

Baranauskiene, Venskutonis, et al., 2005
Baranauskiene, R.; Venskutonis, R.P.; Demyttenaere, J.C.R., Sensory and instrumental evaluation of sweet marjoram (Origanum majorana L.) aroma, Flavour Fragr. J., 2005, 20, 5, 492-500, https://doi.org/10.1002/ffj.1478 . [all data]

Maia, Andrade, et al., 2005
Maia, J.G.S.; Andrade, E.H.A.; da Silva, A.C.M.; Oliveira, J.; Carreira, L.M.M.; Araújo, J.S., Leaf volatile oils from four Brazilian Xylopia species, Flavour Fragr. J., 2005, 20, 5, 474-477, https://doi.org/10.1002/ffj.1499 . [all data]

Rajeswara Rao, Kaul, et al., 2005
Rajeswara Rao, B.R.; Kaul, P.N.; Syamasundar, K.V.; Ramesh, S., Chemical profiles of primary and secondary essential oils of palmarosa (Cymbopogon martinii (Roxb.) Wats var. motia Burk.), Ind. Crops Prod., 2005, 21, 1, 121-127, https://doi.org/10.1016/j.indcrop.2004.02.002 . [all data]

Rao, Kaul, et al., 2005
Rao, B.R.R.; Kaul, P.N.; Syamasundar, K.V.; Ramesh, S., Chemical profiles of primary and secondary essential oils of palmarosa (Cymbopogon martinii (Roxb.) Wats var. motia Burk.), Ind. Crops Prod., 2005, 21, 1, 121-127, https://doi.org/10.1016/j.indcrop.2004.02.002 . [all data]

Angioni, Barra, et al., 2004
Angioni, A.; Barra, A.; Cereti, E.; Barile, D.; Coïsson, J.D.; Arlorio, M.; Dessi, S.; Coroneo, V.; Cabras, P., Chemical composition, plant genetic differences, antimicrobial and antifungal activity investigation of the essential oil of Rosmarinus officinalis L., J. Agric. Food Chem., 2004, 52, 11, 3530-3535, https://doi.org/10.1021/jf049913t . [all data]

Gauvin, Lecomte, et al., 2004
Gauvin, A.; Lecomte, H.; Smadja, J., Comparative investigations of the essential oils of two scented geranium (Pelargonium spp.) cultivars grown on Reunion Island, Flavour Fragr. J., 2004, 19, 5, 455-460, https://doi.org/10.1002/ffj.1354 . [all data]

Juliani, Zygadlo, et al., 2004
Juliani, H.R.; Zygadlo, J.A.; Scrivanti, R.; de la Sota, E.; Simon, J.E., The essential oil of Anemia tomentosa (Savigny) Sw. var. anthriscifolia (Schrad.) Mickel, Flavour Fragr. J., 2004, 19, 6, 541-543, https://doi.org/10.1002/ffj.1341 . [all data]

Ogunwande, Olawore, et al., 2004
Ogunwande, I.A.; Olawore, N.O.; Adeleke, K.A.; Ekundayo, O.; König, W.A., Rare terpenoid esters from Hyparrhenia rufa (Nees) Stapf. growing wild in Nigeria, Flavour Fragr. J., 2004, 19, 3, 239-243, https://doi.org/10.1002/ffj.1295 . [all data]

Schwob, Bessiere, et al., 2004
Schwob, I.; Bessiere, J.-M.; Masotti, V.; Viano, J., Changes in essential oil composition in Saint John's wort (Hypericum perforatum L.) aerial parts during its phenological cycle, Biochem. Syst. Ecol., 2004, 32, 8, 735-745, https://doi.org/10.1016/j.bse.2003.12.005 . [all data]

Baranauskiene, Venskutonis, et al., 2003
Baranauskiene, R.; Venskutonis, R.P.; Demyttenaere, J.C.R., Sensory and instrumental evaluation of catnip (Nepeta cataria L.) aroma, J. Agric. Food Chem., 2003, 51, 13, 3840-3848, https://doi.org/10.1021/jf021187b . [all data]

Baranauskiene, Venskutonis, et al., 2003, 2
Baranauskiene, R.; Venskutonis, P.R.; Viskelis, P.; Dambrauskiene, E., Influence of nitrogen fertilizers on the yield and composition of thyme (Thymus vulgaris), J. Agric. Food Chem., 2003, 51, 26, 7751-7758, https://doi.org/10.1021/jf0303316 . [all data]

Bouzouita, Kachouri, et al., 2003
Bouzouita, N.; Kachouri, F.; Hamdi, M.; Chaabouni, M.M., Antimicrobial activity of essential oils from Tunisian aromatic plants, Flavour Fragr. J., 2003, 18, 5, 380-383, https://doi.org/10.1002/ffj.1200 . [all data]

Viña and Murillo, 2003
Viña, A.; Murillo, E., Essential oil composition from twelve varieties of basil (Ocimum spp) grown in Columbia, J. Braz. Chem. Soc., 2003, 14, 5, 744-749, https://doi.org/10.1590/S0103-50532003000500008 . [all data]

Juliani and Simon, 2002
Juliani, H.R.; Simon, J.E., Antioxidant acitivity of basil in Trends in new crops and new uses, Janick,J.; Whipkey,A., ed(s)., ASHA Press, Alexandria, Va, 2002, 575-579. [all data]

Mevy, Bessiere, et al., 2002
Mevy, J.P.; Bessiere, J.-M.; Dherbomez, M.; Viano, J., Composition and some biological activities of the essential oils from an African pasture grass: Elionurus elegans Kunth., J. Agric. Food Chem., 2002, 50, 15, 4240-4243, https://doi.org/10.1021/jf0115140 . [all data]

Nickavar, Salehi-Sormagi, et al., 2002
Nickavar, B.; Salehi-Sormagi, M.H.; Amin, Gh.; Daneshtalab, M., Steam volatiles of Vaccinium arctostaphylos, Pharm. Biol., 2002, 40, 6, 448-449, https://doi.org/10.1076/phbi.40.6.448.8449 . [all data]

Raina, Lal, et al., 2002
Raina, V.K.; Lal, R.K.; Tripathi, S.; Khan, M.; Syamasundar, K.V.; Srivastava, S.K., Erratum. Essential oil composition of genetically diverse stocks of Murraya koenigii from India, Flavour Fragr. J., 2002, 17, 5, 404, https://doi.org/10.1002/ffj.1139 . [all data]

Raina, Srivastava, et al., 2002
Raina, V.K.; Srivastava, S.K.; Jain, N.; Ahmad, A.; Syamasundar, K.V.; Aggarwal, K.K., Essential oil composition of Curcuma longa L. cv. Roma from the plains of northern India, Flavour Fragr. J., 2002, 17, 2, 99-102, https://doi.org/10.1002/ffj.1053 . [all data]

Rajeswara Rao, Kaul, et al., 2002
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Notes

Go To: Top, Kovats' 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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