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

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-YFHOEESVSA-N
CAS Registry Number: 106-25-2
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.
Stereoisomers:
Other names: cis-Geraniol; cis-3,7-Dimethyl-2,6-octadien-1-ol; Nerol; Neryl alcohol; 2-cis-3,7-Dimethyl-2,6-octadien-1-ol; (Z)-Geraniol; cis-2,6-Dimethyl-2,6-octadien-8-ol; (Z)-3,7-Dimethyl-2,6-octadien-1-ol; (Z)-Nerol; 2,6-Octadien-1-ol, 3,7-dimethyl-, (2Z)-; 3,7-Dimethyl-2,6-octadien-1-ol, cis-; 2,6-Dimethyl-2,6-octadien-8-ol; 3,7-Dimethyl-2,6-octadien-1-ol; Vernol; (2Z)-3,7-Dimethyl-2,6-octadien-1-ol; Nerol (cis-geraniol)
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Van Den Dool and Kratz 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	Equity-5MS	CP-Sil PONA GB	HP-5	HP-5	HP-5
Column length (m)	30.	100.	25.	30.	30.
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
T_start (C)	50.	140.	60.	50.	60.
T_end (C)	250.	230.	240.	220.	220.
Heat rate (K/min)	3.	5.	4.	5.	5.
Initial hold (min)		10.	2.	10.	10.
Final hold (min)	10.	25.
I	1225.	1215.	1227.	1228.	1227.
Reference	Belsito E.L., Carbone C., et al., 2007	Cunicao, Lopes, et al., 2007	Dehghan, Solaimanian, et al., 2007	Flamini, Tebano, et al., 2007	Flamini, Tebano, et al., 2007, 2
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	DB-5	DB-Petro	DB-Petro	RTX-1
Column length (m)	50.	30.	50.	50.	60.
Carrier gas	He	He			He
Substrate
Column diameter (mm)	0.22	0.32	0.2	0.2	0.22
Phase thickness (μm)	0.25	0.5	0.5	0.5	0.25
T_start (C)	60.	40.	50.	50.	60.
T_end (C)	220.	265.	270.	270.	230.
Heat rate (K/min)	2.	7.	2.	2.	2.
Initial hold (min)
Final hold (min)	20.	5.			35.
I	1209.	1225.	1232.	1233.3	1208.
Reference	Lesueur, de Rocca Serra, et al., 2007	Mahattanatawee K., Perez-Cacho P.R., et al., 2007	Pang T., Zhu S., et al., 2007	Pang T., Zhu S., et al., 2007	Paolini J., Costa J., et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-101	DB-5MS	Equity-5	DB-5	DB-5
Column length (m)	25.	30.	60.	25.	30.
Carrier gas	He	H2	He	He
Substrate
Column diameter (mm)	0.2	0.25	0.25	0.25	0.32
Phase thickness (μm)	0.2	0.25	1.	0.25	0.5
T_start (C)	70.	40.	40.	60.	40.
T_end (C)	200.	285.	260.	200.	265.
Heat rate (K/min)	3.	4.3	5.	2.	7.
Initial hold (min)	2.		1.
Final hold (min)	15.		15.	60.	5.
I	1253.	1220.	1245.	1220.	1239.
Reference	Politeo, Jukic, et al., 2007	Radulovic, Misic, et al., 2007	Rocha, Coelho, et al., 2007	Rout, Rao, et al., 2007	Ruiz Perez-Cacho, Mahattanatawee, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	ZB-5	BP-1	HP-5MS	DB-1	RTX-1
Column length (m)	30.	50.	30.	25.	60.
Carrier gas	He		He		He
Substrate
Column diameter (mm)	0.32	0.22	0.25	0.2	0.22
Phase thickness (μm)	0.5	0.25	0.25	0.33	0.25
T_start (C)	40.	60.	60.	50.	60.
T_end (C)	265.	220.	280.	300.	230.
Heat rate (K/min)	7.	2.	3.	4.	2.
Initial hold (min)
Final hold (min)	5.	20.			35.
I	1228.	1208.	1229.	1237.	1209.
Reference	Ruiz Perez-Cacho, Mahattanatawee, et al., 2007	Blanc, Bradesi, et al., 2006	Chorianopoulos N., Evergets E., et al., 2006	Osorio, Alarcon, et al., 2006	Paolini J., Desjobert J.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	OV-1	SPB-1	HP-5MS	HP-5MS
Column length (m)	30.	25.	30.	30.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.32	0.25	0.2	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.2	0.25	0.25
T_start (C)	60.	50.	70.	60.	80.
T_end (C)	280.	220.	220.	280.	300.
Heat rate (K/min)	3.	3.	3.	4.	4.
Initial hold (min)		1.		5.
Final hold (min)		5.	15.
I	1221.	1230.	1209.	1226.	1228.6
Reference	Pavlovic, Tzakou, et al., 2006	Rubiolo P., Matteodo M., et al., 2006	Salgueiro L.R., Pinto E., et al., 2006	Saroglou, Dorizas, et al., 2006	Zhao C.X., Li, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	RTX-1	DB-1	BP-1	DB-1	DB-1
Column length (m)	60.	30.	50.	30.	25.
Carrier gas		He	He	He
Substrate
Column diameter (mm)	0.22	0.25	0.22	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	40.	60.	40.	60.
T_end (C)	220.	250.	220.	250.	180.
Heat rate (K/min)	2.	3.	2.	3.	3.
Initial hold (min)					10.
Final hold (min)	20.	20.	20.	20.	10.
I	1209.	1213.	1212.	1214.	1232.
Reference	Cozzani, Muselli, et al., 2005	Fanciullino, Gancel, et al., 2005	Ferrari, Tomi, et al., 2005	Gancel, Ollitrault, et al., 2005	bin Jantan, Yalvema, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	ZB-5	RTX-1	HP-5MS	Mega 5MS
Column length (m)	25.	30.	60.	60.	30.
Carrier gas	N2	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.32	0.22	0.2	0.25
Phase thickness (μm)	0.25	0.5	0.25	0.25	0.25
T_start (C)	75.	40.	60.	60.	40.
T_end (C)	210.	265.	230.	200.	240.
Heat rate (K/min)	3.	7.	2.	2.	3.
Initial hold (min)	10.				2.
Final hold (min)	1.	5.	35.	10.
I	1232.	1222.	1208.	1236.	1222.
Reference	bin Jantan, Yalvema, et al., 2005, 2	Mahattanatawee, Rouseff, et al., 2005	Paolini, Costa, et al., 2005	Smadja, Rondeau, et al., 2005	Verzera, Trozzi, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5MS	HP-5MS	HP-5	HP-5	HP-5MS
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	He	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.	260.	260.	280.
Heat rate (K/min)	3.	3.	3.	3.	4.
Initial hold (min)					5.
Final hold (min)
I	1227.	1229.	1228.	1228.	1228.
Reference	Aligiannis, Kalpoutzakis, et al., 2004	Chorianopoulos, Kalpoutzakis, et al., 2004	Javidnia, Miri, et al., 2004	Javidnia, Miri, et al., 2004, 2	Karioti, Hadjipavlou-Litina, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5MS	SPB-1	RSL-200	BP-1	BP-1
Column length (m)	30.	30.	30.	30.	50.
Carrier gas	He	He	H2	N2	He
Substrate
Column diameter (mm)	0.25	0.2	0.32	0.32	0.22
Phase thickness (μm)	0.25	0.2	0.25	0.25	0.25
T_start (C)	40.	70.	40.	60.	60.
T_end (C)	280.	220.	280.	220.	230.
Heat rate (K/min)	4.	3.	6.	5.	2.
Initial hold (min)	2.		5.
Final hold (min)		15.	5.	13.	35.
I	1254.	1209.	1233.	1212.	1211.
Reference	Mardarowicz, Wianowska, et al., 2004	Moldão-Martins, Beirão-da-Costa, et al., 2004	Ngassoum, Ousmaila, et al., 2004	Raina, Kumar, et al., 2004	Bianchini, Tomi, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	DB-1	SPB-1	SPB-1	DB-1
Column length (m)	50.	30.	25.	25.	30.
Carrier gas	He	He			He
Substrate
Column diameter (mm)	0.22	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	40.	35.	35.	40.
T_end (C)	230.	250.	225.	225.	250.
Heat rate (K/min)	2.	3.	4.	4.	3.
Initial hold (min)			10.	10.
Final hold (min)	35.	20.			20.
I	1211.	1205.	1211.	1211.	1214.
Reference	Bianchini, Tomi, et al., 2003	Brat, Rega, et al., 2003	Chisholm, Wilson, et al., 2003	Chisholm, Wilson, et al., 2003	Gancel, Ollitrault, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	DB-5	HP-5MS	SPB-5
Column length (m)	30.	30.	30.	60.	30.
Carrier gas		He	N2	He	He
Substrate
Column diameter (mm)	0.32	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.5	0.25	0.25	0.25	0.25
T_start (C)	40.	75.	75.	40.	60.
T_end (C)	265.	230.	230.	310.	250.
Heat rate (K/min)	7.	3.	3.	3.	4.
Initial hold (min)		10.	10.	1.	2.
Final hold (min)	5.	20.		20.	20.
I	1221.	1232.	1230.	1231.	1228.
Reference	Högnadóttir and Rouseff, 2003	Jantan, Ling, et al., 2003	bin Jantan, Yassin, et al., 2003	Lalel, Singh, et al., 2003	Pino, Marbot, 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	Mega 5MS	HP-5	DB-1
Column length (m)	30.	30.	30.	30.	25.
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
T_start (C)	40.	60.	40.	60.	60.
T_end (C)	240.	280.	240.	220.	180.
Heat rate (K/min)	3.	4.	3.	5.	3.
Initial hold (min)		5.	2.	10.	10.
Final hold (min)					10.
I	1230.	1225.	1222.	1229.	1210.
Reference	Shellie and Marriott, 2003	Skaltsa, Demetzos, et al., 2003	Verzera, Trozzi, et al., 2003	Flamini, Cioni, et al., 2002	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	SE-30	DB-5	BP-1	RTX-5	SPB-5
Column length (m)	25.	30.	50.	30.	30.
Carrier gas	N2	He	He	He	He
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)	60.	60.	60.	45.	60.
T_end (C)	180.	260.	220.	300.	250.
Heat rate (K/min)	3.	4.	2.	3.	4.
Initial hold (min)	10.			6.	2.
Final hold (min)	10.		20.	10.	20.
I	1210.	1228.	1207.	1226.	1228.
Reference	bin Jantan, Ayop, et al., 2002	Javidnia, Miri, et al., 2002	Lota, de Rocca Serra, et al., 2002	Mondello, Zappia, et al., 2002	Pino, Marbot, et al., 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	HP-5	HP-5MS	BP-1	DB-1
Column length (m)	30.	30.	30.	50.	30.
Carrier gas	H2	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.22	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	50.	60.	40.
T_end (C)	280.	280.	250.	230.	240.
Heat rate (K/min)	2.	3.	5.	2.	7.
Initial hold (min)	10.		2.
Final hold (min)	40.		5.	35.	5.
I	1204.	1207.	1245.	1211.	1212.
Reference	Pino, Marbot, et al., 2002, 2	Pitarokili, Couladis, et al., 2002	Shang, Hu, et al., 2002	Bianchini, Tomi, et al., 2001	Lin and Rouseff, 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	BP-1	HP-5MS	HP-5	DB-1
Column length (m)	50.	50.	30.	30.	30.
Carrier gas	He	He	He	He	H2
Substrate
Column diameter (mm)	0.22	0.22	0.25	0.20	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	40.
T_end (C)	220.	220.	280.	180.	245.
Heat rate (K/min)	2.	2.	4.	4.	3.
Initial hold (min)			5.	8.	3.
Final hold (min)				2.	20.
I	1207.	1207.	1225.	1228.	1207.
Reference	Lota, Serra, et al., 2001	Lota, Serra, et al., 2001	Skaltsa, Mavrommati, et al., 2001	Alonzo, Bosco, et al., 2000	Brat, Brillouet, 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	RTX-5	HP-5	Mega 5MS	Mega 5MS
Column length (m)	50.	10.	30.	30.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.22	0.1	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.1	0.25	0.25	0.25
T_start (C)	60.	50.	70.	40.	40.
T_end (C)	230.	350.	230.	240.	240.
Heat rate (K/min)	2.	12.3	2.	3.	3.
Initial hold (min)				2.	2.
Final hold (min)	35.
I	1207.	1233.	1230.	1222.	1222.
Reference	Lota, de Rocca Serra, et al., 2000	Mondello, Zappia, et al., 2000	Song, Sawamura, et al., 2000	Verzera, la Rosa, et al., 2000	Verzera, Trozzi, et al., 2000
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	HP-1	Methyl Silicone
Column length (m)	30.	50.	50.	60.	50.
Carrier gas	H2	He	He	He	N2
Substrate
Column diameter (mm)	0.25	0.22	0.22	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.17
T_start (C)	40.	60.	60.	50.	80.
T_end (C)	200.	230.	230.	250.	200.
Heat rate (K/min)	2.	2.	2.	2.5	2.
Initial hold (min)				5.
Final hold (min)		35.	35.
I	1220.	1207.	1207.	1230.	1219.
Reference	Chassagne, Boulanger, et al., 1999	Lota, Serra, et al., 1999	Lota, Serra, et al., 1999	Stashenko, Cervantes, et al., 1999	Sumathykutty, Rao, et al., 1999
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	BP-1	DB-1	Methyl Silicone
Column length (m)	25.	30.	50.	60.	25.
Carrier gas	He		He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.22	0.25	0.2
Phase thickness (μm)		0.25	0.25	0.25	0.3
T_start (C)	60.	50.	60.	50.	40.
T_end (C)	260.	250.	220.	250.	200.
Heat rate (K/min)	5.	3.	2.	3.5	2.
Initial hold (min)				5.
Final hold (min)			20.
I	1212.	1227.	1213.	1227.	1219.
Reference	Weyerstahl, Marschall, et al., 1999	Isidorov, Zenkevich, et al., 1998	Tam, An, et al., 1998	Stashenko, Prada, et al., 1996	Píry, Príbela, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-101	DB-5	OV-101	OV-101	OV-101
Column length (m)	50.	30.	50.	50.	50.
Carrier gas	N2	He	N2	N2	H2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.32
Phase thickness (μm)
T_start (C)	70.	50.	80.	80.	50.
T_end (C)	200.	250.	200.	200.	200.
Heat rate (K/min)	3.	4.	2.	2.	2.
Initial hold (min)
Final hold (min)
I	1234.	1251.	1211.	1212.	1208.
Reference	Chung, Eiserich, et al., 1993	Gómez, Ledbetter, et al., 1993	Yang, Sugisawa, et al., 1992	Yang, Sugisawa, et al., 1992	Pieribattesti, Smadja, et al., 1988
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

Belsito E.L., Carbone C., et al., 2007
Belsito E.L.; Carbone C.; Di Gioia M.L.; Leggio A.; Liguoiri A.; Perri F.; Siciliano C.; Viscomi M.C., Comparison of the volatile constituents in cold-pressed bergamot oil and a volatile oil isolated by vacuum distillation, J. Agric. Food Chem., 2007, 55, 19, 7847-7851, https://doi.org/10.1021/jf070997q . [all data]

Cunicao, Lopes, et al., 2007
Cunicao, M.M.; Lopes, A.R.; Côcco, L.C.; Yamamoto, C.I.; Plocharski, R.C.B.; Miguel, M.D.; Junior, A.G.; Auer, C.G.; Miguel, O.G., Phytochemical and antibacterial evaluation of essential oils from Ottonia Martiana Miq. (Piperaceae), J. Braz. Chem. Soc., 2007, 18, 1, 184-188, https://doi.org/10.1590/S0103-50532007000100021 . [all data]

Dehghan, Solaimanian, et al., 2007
Dehghan, G.; Solaimanian, R.; Shahverdi, A.R.; Amin, G.; Abdollahi, M.; Shafiee, A., Chemical composition and antimicrobial activity of essential oil of Ferula szovitsiana D.C., Flavour Fragr. J., 2007, 22, 3, 224-227, https://doi.org/10.1002/ffj.1789 . [all data]

Flamini, Tebano, et al., 2007
Flamini, G.; Tebano, M.; Cioni, P.L., Volatiles emission patterns of different plant organs and pollen of Citrus limon, Anal. Chim. Acta., 2007, 589, 1, 120-124, https://doi.org/10.1016/j.aca.2007.02.053 . [all data]

Flamini, Tebano, et al., 2007, 2
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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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