1,5-Cyclodecadiene, 1,5-dimethyl-8-(1-methylethylidene)-, (E,E)-

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h6,9H,5,7-8,10-11H2,1-4H3/b13-6-,14-9+
IUPAC Standard InChIKey: GXEGJTGWYVZSNR-LBJJKJHXSA-N
CAS Registry Number: 15423-57-1
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.
Other names: Germacrene B; Germacra-1(10),4,7(11)-triene; Germacra-1(10),4,7(11)-triene, (E,E)-; (1E,5E)-1,5-Dimethyl-8-(propan-2-ylidene)cyclodeca-1,5-diene; 1,5-Cyclodecadiene, 1,5-dimethyl-8-(1-methylethylidene)-, (1E,5E)-; β-Germacrene
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Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
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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	HP-5	RTX-1	DB-5	DB-5	HP-5MS
Column length (m)	25.	60.	25.	30.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.22	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	240.	230.	200.	240.	280.
Heat rate (K/min)	4.	2.	2.	3.	3.
Initial hold (min)	2.
Final hold (min)		35.	60.
I	1562.	1554.	1551.	1556.	1558.
Reference	Dehghan, Solaimanian, et al., 2007	Paolini J., Costa J., et al., 2007	Rout, Rao, et al., 2007	Telascrea, de Araujo, et al., 2007	Vagionas, Ngassapa, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	HP-5MS	DB-5	HP-5	DB-5
Column length (m)	30.	30.	30.	30.	50.
Carrier gas	He	He	N2	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.32
T_start (C)	50.	60.	60.	60.	60.
T_end (C)	250.	280.	240.	250.	220.
Heat rate (K/min)	3.	3.	3.	10.	5.
Initial hold (min)			3.	2.	3.
Final hold (min)	10.		3.	10.	5.
I	1558.	1535.	1556.	1569.	1556.
Reference	Yu, Liao, et al., 2007	Basta, Tzakou, et al., 2006	Dob, Dahmane, et al., 2006	Liu J.M., Nan P., et al., 2006	Masoudi, Esmaeili, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SPB-1	HP-5MS	DB-5	MDN-5	DB-1
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	0.25
T_start (C)	50.	60.	50.	50.	40.
T_end (C)	250.	280.	250.	250.	250.
Heat rate (K/min)	5.	4.	5.	3.	3.
Initial hold (min)	3.	5.	2.
Final hold (min)	15.				20.
I	1534.	1552.	1561.	1556.	1528.
Reference	Radulovic, Mananjarasoa, et al., 2006	Saroglou, Dorizas, et al., 2006	Su, Ho, et al., 2006	Dugo, Mondello, et al., 2005	Fanciullino, Gancel, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-1	DB-5	RTX-1	HP-5MS
Column length (m)	30.	30.	25.	60.	30.
Carrier gas	N2	He	N2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.22	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	40.	75.	60.	60.
T_end (C)	220.	250.	210.	230.	250.
Heat rate (K/min)	5.	3.	3.	2.	4.
Initial hold (min)	10.		10.		2.
Final hold (min)		20.	1.	35.	20.
I	1560.	1528.	1558.	1554.	1556.
Reference	Flamini, Luigi Cioni, et al., 2005	Gancel, Ollitrault, et al., 2005	bin Jantan, Yalvema, et al., 2005	Paolini, Costa, et al., 2005	Pino, Mesa, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	HP-5MS	SPB-1	HP-5	SPB-1
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	N2	He	He	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.2
T_start (C)	50.	60.	70.	60.	70.
T_end (C)	200.	280.	220.	220.	220.
Heat rate (K/min)	5.	3.	3.	5.	3.
Initial hold (min)				10.
Final hold (min)			15.		15.
I	1554.	1551.	1540.	1556.	1539.
Reference	Tchoumbougnang, Zollo, et al., 2005	Aligiannis, Kalpoutzakis, et al., 2004	Antunes, Sevinate-Pinto, et al., 2004	Bertoli, Pistelli, et al., 2004	Cavaleiro, Salgueiro, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	RTX-5	HP-5	HP-5MS	BP-1	HP-5
Column length (m)	30.	30.	30.	30.	50.
Carrier gas	He	N2	He	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.32	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.2
T_start (C)	45.	60.	60.	60.	35.
T_end (C)	300.	220.	280.	220.	250.
Heat rate (K/min)	3.	5.	4.	5.	3.
Initial hold (min)	6.	10.	5.		15.
Final hold (min)	10.			13.	40.
I	1562.	1557.	1561.	1544.	1584.
Reference	Dugo, Mondello, et al., 2004	Flamini, Luigi Cioni, et al., 2004	Karioti, Hadjipavlou-Litina, et al., 2004	Raina, Kumar, et al., 2004	Stashenko, Jaramillo, 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	BPX-5	DB-5	HP-5	SPB-1
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	N2	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.2
T_start (C)	40.	75.	60.	60.	70.
T_end (C)	200.	210.	240.	280.	220.
Heat rate (K/min)	4.	3.	3.	3.	3.
Initial hold (min)	5.	10.
Final hold (min)	20.	1.	30.		15.
I	1579.	1555.	1558.	1556.	1540.
Reference	Yu, Kim, et al., 2004	bin Ahmad and bin Jantan, 2003	Bader, Caponi, et al., 2003	Bougatsos, Meyer, et al., 2003	Cavaleiro, Salgueiro, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SPB-1	SPB-1	DB-1	DB-1	DB-1
Column length (m)	25.	25.	30.	30.	30.
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	0.25
T_start (C)	35.	35.	40.	40.	40.
T_end (C)	225.	225.	250.	250.	250.
Heat rate (K/min)	4.	4.	2.	2.	3.
Initial hold (min)	10.	10.	5.	5.
Final hold (min)			20.		20.
I	1544.	1544.	1547.	1558.	1528.
Reference	Chisholm, Wilson, et al., 2003	Chisholm, Wilson, et al., 2003	de Feo, Bruno, et al., 2003	de Feo, Urrunaga Soria, 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	HP-5	Mega 5MS	SPB-1	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas		He	He	He	He
Substrate
Column diameter (mm)	0.32	0.25	0.25	0.20	0.25
Phase thickness (μm)	0.5	0.25	0.25	0.20	0.25
T_start (C)	40.	40.	40.	70.	60.
T_end (C)	265.	240.	240.	220.	240.
Heat rate (K/min)	7.	3.	3.	3.	3.
Initial hold (min)			2.
Final hold (min)	5.			15.
I	1560.	1557.	1539.	1539.	1558.
Reference	Högnadóttir and Rouseff, 2003	Shellie and Marriott, 2003	Verzera, Trozzi, et al., 2003	Cavaleiro, Salgueiro, et al., 2002	Flamini, Cioni, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SPB-1	SPB-1	HP-5	HP-1	HP-5
Column length (m)	15.	15.	30.	60.	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	0.25
T_start (C)	35.	35.	60.	50.	50.
T_end (C)	225.	225.	380.	250.	250.
Heat rate (K/min)	6.	6.	3.	2.5	2.5
Initial hold (min)	3.	3.		5.	5.
Final hold (min)	10.	10.
I	1544.	1548.	1548.	1509.	1516.
Reference	Chisholm, Wilson, et al., 2001	Chisholm, Wilson, et al., 2001	Couladis, Tsortanidou, et al., 2001	Guilliard, Delgado, et al., 2001	Guilliard, Delgado, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	BP-1	HP-5MS	DB-5	RTX-5
Column length (m)	30.	50.	30.	30.	10.
Carrier gas	H2		He	He	He
Substrate
Column diameter (mm)	0.25	0.22	0.25	0.25	0.1
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.1
T_start (C)	60.	60.	60.	60.	50.
T_end (C)	240.	220.	280.	240.	350.
Heat rate (K/min)	3.	2.	4.	3.	12.3
Initial hold (min)			5.	2.
Final hold (min)		20.
I	1559.	1554.	1554.	1555.	1568.
Reference	Nogueira, Bittrich, et al., 2001	Rezzi, Cavaleiro, et al., 2001	Skaltsa, Mavrommati, et al., 2001	Maia, de Paula, et al., 2000	Mondello, Zappia, et al., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	Mega 5MS	Mega 5MS	HP-5	Methyl Silicone
Column length (m)	30.	30.	30.	30.	25.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.3
T_start (C)	70.	40.	40.	50.	40.
T_end (C)	230.	240.	240.	280.	200.
Heat rate (K/min)	2.	3.	3.	4.	2.
Initial hold (min)		2.	2.	5.
Final hold (min)
I	1506.	1539.	1539.	1555.	1582.
Reference	Song, Sawamura, et al., 2000	Verzera, la Rosa, et al., 2000	Verzera, Trozzi, et al., 2000	Lazari, Skaltsa, et al., 1999	Píry, Príbela, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary
Active phase	DB-5
Column length (m)	60.
Carrier gas	He
Substrate
Column diameter (mm)	0.32
Phase thickness (μm)	1.
T_start (C)	40.
T_end (C)	220.
Heat rate (K/min)	3.
Initial hold (min)
Final hold (min)
I	1582.
Reference	Le Quere and Latrasse, 1990
Comment	MSDC-RI

References

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

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]

Paolini J., Costa J., et al., 2007
Paolini J.; Costa J.; Bernardini A.F., Analysis of the essential oil from the roots of Eupatorium cannabinum subsp corsicum (L.) by GC, GC-MS and C-13-NMR, Phytochem. Anal., 2007, 18, 3, 235-244, https://doi.org/10.1002/pca.977 . [all data]

Rout, Rao, et al., 2007
Rout, P.K.; Rao, Y.R.; Sree., A.; Naik, S.N., Composition of essential oil, concrete, absolute, wax and headspace volatiles of Murrarya paniculata (Linn.) Jack flowers, Flavour Fragr. J., 2007, 22, 5, 352-357, https://doi.org/10.1002/ffj.1804 . [all data]

Telascrea, de Araujo, et al., 2007
Telascrea, M.; de Araujo, C.C.; Marques, M.O.M.; Facanali, R.; de Moraes, P.L.R.; Cavalheiro, A.J., Essential oil from leaves of Cryptocarya mandioccana Meisner (Lauraceae): Composition and intraspecific chemical variability, Biochem. Syst. Ecol., 2007, 35, 4, 222-232, https://doi.org/10.1016/j.bse.2006.09.015 . [all data]

Vagionas, Ngassapa, et al., 2007
Vagionas, K.; Ngassapa, O.; Runyoro, D.; Graikou, K.; Gortzi, O.; Chinou, I., Chemical analysis of edible aromatic plants growing in Tanzania, Food Chem., 2007, 105, 4, 1711-1717, https://doi.org/10.1016/j.foodchem.2007.05.029 . [all data]

Yu, Liao, et al., 2007
Yu, J.Q.; Liao, Z.X.; Cai, X.Q.; Lei, J.C.; Zou, G.L., Composition, antimicrobial activity and cytotoxicity of essential oils from Aristolochia mollissima, Environmental Toxicology and Pharmacology, 2007, 23, 2, 162-167, https://doi.org/10.1016/j.etap.2006.08.004 . [all data]

Basta, Tzakou, et al., 2006
Basta, A.; Tzakou, O.; Couladis, M., The essential oil composition of Phlomis cretica C. Presl, Flavour Fragr. J., 2006, 21, 5, 795-797, https://doi.org/10.1002/ffj.1717 . [all data]

Dob, Dahmane, et al., 2006
Dob, T.; Dahmane, D.; Agli, M.; Chelghoum, C., Essential oil composition of Lavandula stoechas from Algeria, Pharm. Biol., 2006, 44, 1, 60-64, https://doi.org/10.1080/13880200500496421 . [all data]

Liu J.M., Nan P., et al., 2006
Liu J.M.; Nan P.; Tsering Q.; Tsering T.; Bai Z.K.; Wang L.; Liu Z.J.; Zhong Y., Volatile constituents of the leaves and flowers of Salvia przewalskii Maxim. from Tibet, Flavour Fragr. J., 2006, 21, 3, 435-438, https://doi.org/10.1002/ffj.1607 . [all data]

Masoudi, Esmaeili, et al., 2006
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Radulovic, Mananjarasoa, et al., 2006
Radulovic, N.; Mananjarasoa, E.; Harinantenaina, L.; Yoshinori, A., Essential oil composition of four Croton species from Madagascar and their chemotaxonomy, Biochem. Syst. Ecol., 2006, 34, 8, 648-653, https://doi.org/10.1016/j.bse.2006.02.005 . [all data]

Saroglou, Dorizas, et al., 2006
Saroglou, V.; Dorizas, N.; Kypriotakis, Z.; Skaltsa, H.D., Analysis of the essential oil composition of eight Anthemis species from Greece, J. Chromatogr. A, 2006, 1104, 1-2, 313-322, https://doi.org/10.1016/j.chroma.2005.11.087 . [all data]

Su, Ho, et al., 2006
Su, Y.C.; Ho, C.L.; Wang, E.I.C., Analysis of leaf essential oils from the indigenous five conifers of Taiwan, Flavour Fragr. J., 2006, 21, 3, 447-452, https://doi.org/10.1002/ffj.1685 . [all data]

Dugo, Mondello, et al., 2005
Dugo, P.; Mondello, L.; Favoino, O.; Cicero, L.; Rodriguez Zenteno, N.A.; Dugo, G., Characterization of cold-pressed Mexican dancy tangerine oils, Flavour Fragr. J., 2005, 20, 1, 60-66, https://doi.org/10.1002/ffj.1367 . [all data]

Fanciullino, Gancel, et al., 2005
Fanciullino, A.-L.; Gancel, A.-L.; Froelicher, Y.; Luro, F.; Ollitrault, P.; Brillouet, J.-M., Effects of Nucleo-cytoplasmic Interactions on Leaf Volatile Compounds from Citrus Somatic Diploid Hybrids, J. Agric. Food Chem., 2005, 53, 11, 4517-4523, https://doi.org/10.1021/jf0502855 . [all data]

Flamini, Luigi Cioni, et al., 2005
Flamini, G.; Luigi Cioni, P.; Morelli, I., Composition of the essential oils and in vivo emission of volatiles of four Lamium species from Italy: L. purpureum, L. hybridum, L. bifidum and L. amplexicaule, Food Chem., 2005, 91, 1, 63-68, https://doi.org/10.1016/j.foodchem.2004.05.047 . [all data]

Gancel, Ollitrault, et al., 2005
Gancel, A.-L.; Ollitrault, P.; Froelicher, Y.; Tomi, F.; Jacquemond, C.; Luro, F.; Brillouet, J.-M., Leaf volatile compounds of six citrus somatic allotetraploid hybrids originating from various combinations of lime, lemon, citron, sweet orange, and grapefruit, J. Agric. Food Chem., 2005, 53, 6, 2224-2230, https://doi.org/10.1021/jf048315b . [all data]

bin Jantan, Yalvema, et al., 2005
bin Jantan, I.; Yalvema, M.F.; Ayop, N.; Ahmad, A.S., Constituents of the essential oils of Cinnamomum sintoc Blume from a mountain forest of Peninsular Malaysia, Flavour Fragr. J., 2005, 20, 6, 601-604, https://doi.org/10.1002/ffj.1495 . [all data]

Paolini, Costa, et al., 2005
Paolini, J.; Costa, J.; Bernardini, A., Analysis of the essential oil from aerial parts of Eupatorium cannabinum subsp. corsicum (L.) by gas chromatography with electron impact and chemical ionization mass spectrometry, J. Chromatogr. A, 2005, 1076, 1-2, 170-178, https://doi.org/10.1016/j.chroma.2005.03.131 . [all data]

Pino, Mesa, et al., 2005
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Tchoumbougnang, Zollo, et al., 2005
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Aligiannis, Kalpoutzakis, et al., 2004
Aligiannis, N.; Kalpoutzakis, E.; Kyriakopoulou, I.; Mitaku, S.; Chinou, I.B., Essential oils of Phlomis species growing in Greece: chemical composition and antimicrobial activity, Flavour Fragr. J., 2004, 19, 4, 320-324, https://doi.org/10.1002/ffj.1305 . [all data]

Antunes, Sevinate-Pinto, et al., 2004
Antunes, T.; Sevinate-Pinto, I.; Barroso, J.G.; Cavaleiro, C.; Salgueiro, L.R., Micromorphology of trichomes and composition of essential oil of Teucrium capitatum, Flavour Fragr. J., 2004, 19, 4, 336-340, https://doi.org/10.1002/ffj.1310 . [all data]

Bertoli, Pistelli, et al., 2004
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Cavaleiro, Salgueiro, et al., 2004
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Dugo, Mondello, et al., 2004
Dugo, P.; Mondello, L.; Zappia, G.; Bonaccorsi, I.; Cotroneo, A.; Russo, M.T., The composition of the volatile fraction and the enantiomeric distribution of five volatile components of faustrime oil (Monocitrus australatica x Fortunella sp. x Citrus aurantifolia), J. Essent. Oil Res., 2004, 16, 4, 328-333, https://doi.org/10.1080/10412905.2004.9698734 . [all data]

Flamini, Luigi Cioni, et al., 2004
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bin Ahmad and bin Jantan, 2003
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Shellie and Marriott, 2003
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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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