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
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
Options:
- Switch to SI units

Normal alkane RI, 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	RTX-Wax	HP-Innowax	Supelcowax-10	Supelcowax-10	Supelcowax 10
Column length (m)	60.	60.	30.	30.	30.
Carrier gas	Helium	Helium		He	Helium
Substrate
Column diameter (mm)	0.22	0.25	0.25	0.25	0.20
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.20
T_start (C)	60.	60.	40.	40.	70.
T_end (C)	230.	220.	250.	250.	220.
Heat rate (K/min)	2.	5.	2.	3.	3.
Initial hold (min)		1.		5.
Final hold (min)	5.	5.	33.	10.	15.
I	1794.	1834.	1819.	1800.	1818.
Reference	Bendiabdellah, El Amine Dib, et al., 2012	Feng, Cui, et al., 2011	Sylvestre, Pichette, et al., 2007	Vichi, Riu-Aumatell, et al., 2007	Cavaleiro, Pinto, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Supelcowax-10	NB-20M	Supelcowax-10	Supelcowax-10	Supelcowax-10
Column length (m)	30.	30.	30.	30.	30.
Carrier gas		He	He		N2
Substrate
Column diameter (mm)	0.25	0.2	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	50.	50.	40.	40.
T_end (C)	210.	250.	220.	220.	230.
Heat rate (K/min)	2.	2.	4.	3.	2.
Initial hold (min)	2.		1.	5.
Final hold (min)	33.		10.	10.
I	1818.	1830.	1820.	1800.	1811.
Reference	Garneau F.X., Collin G., et al., 2006	Orav, Raal, et al., 2006	Wong, Lim, et al., 2006	Vichi, Riu-Aumatell, et al., 2005	González, Guerra, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	SW-10	CP-Wax 52CB	Supelcowax-10	HP-Innowax
Column length (m)	60.	50.	60.	50.	50.
Carrier gas	He	He	He	He
Substrate
Column diameter (mm)	0.32	0.20	0.25	0.2	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.2
T_start (C)	35.	50.	40.	70.	50.
T_end (C)	220.	230.	220.	230.	220.
Heat rate (K/min)	3.	2.	3.	2.	4.
Initial hold (min)					5.
Final hold (min)
I	1832.	1800.	1827.	1813.	1776.
Reference	Palá-Paúl, Brophy, et al., 2004	Raal, Paaver, et al., 2004	Mau, Lai, et al., 2003	Orav, Kailas, et al., 2003	Stashenko, Jaramillo, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	DB-Wax	DB-Wax	Supelcowax-10	Supelcowax-10
Column length (m)	60.	60.	60.	30.	60.
Carrier gas	N2	N2	H2		He
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.5
T_start (C)	70.	70.	40.	40.	70.
T_end (C)	230.	230.	245.	210.	220.
Heat rate (K/min)	2.	2.	1.5	2.	2.
Initial hold (min)	2.	2.		2.
Final hold (min)	20.	20.	20.	33.
I	1817.	1817.	1807.	1791.	1805.
Reference	Tu, Onishi, et al., 2003	Tu, Onishi, et al., 2003, 2	Gancel, Ollé, et al., 2002	Kabouss, Charrouf, et al., 2002	Orav, Kailas, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	TC-Wax	Innowax	DB-Wax	DB-Wax	Supelcowax-10
Column length (m)	60.	60.	30.	30.	0.
Carrier gas	He	He	N2	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)		0.25	0.25	0.25
T_start (C)	80.	60.	45.	45.	40.
T_end (C)	250.	220.	220.	220.	240.
Heat rate (K/min)	4.	4.	3.	3.	3.
Initial hold (min)		10.
Final hold (min)	47.	10.
I	1824.	1854.	1861.	1844.	1811.
Reference	Miyazawa, Kurose, et al., 2001	Baser, Özek, et al., 2000	Molleken U., Sinnwell V., et al., 1998	Mölleken, Sinnwell, et al., 1998	Zygadlo, Ariza-Espinar, et al., 1997
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary
Active phase	Carbowax 20M
Column length (m)	45.
Carrier gas	Hydrogen
Substrate
Column diameter (mm)	0.32
Phase thickness (μm)	1.0
T_start (C)	60.
T_end (C)	200.
Heat rate (K/min)	2.
Initial hold (min)	5.
Final hold (min)
I	1799.
Reference	Kollmannsberger, Nitz, et al., 1992
Comment	MSDC-RI

References

Go To: Top, Normal alkane RI, polar column, temperature ramp, Notes

Bendiabdellah, El Amine Dib, et al., 2012
Bendiabdellah, A.; El Amine Dib, M.; Djabou, N.; Allali, H.; Tabti, B.; Costa, J.; Myseli, A., Biological activities and volatile cinstituents of Daucus muricatus L. from Algeria, Chem. Centr. J., 2012, 6, 48, 1-22. [all data]

Feng, Cui, et al., 2011
Feng, T.; Cui, J.-J.; Xiao, Z.-B.; Tian, H.-X.; Yi, F.-P.; Ma, X., Chemical composition od essential oil from the peel of Chinese Torreya grandis Frt, Org. Chem. International, 2011, 2011, 1-5, https://doi.org/10.1155/2011/187372 . [all data]

Sylvestre, Pichette, et al., 2007
Sylvestre, M.; Pichette, A.; Longtin, A.; Martin, M.-A.C.; Bercion, S.R.; Legault, J., Chemical composition of leaf essential oil of Hedyosmum arborescens and evaluation of its anticancer activity, Natural Product Communications, 2007, 2, 12, 1269-1272. [all data]

Vichi, Riu-Aumatell, et al., 2007
Vichi, S.; Riu-Aumatell, M.; Mora-Pons, M.; Guadayol, J.M.; Buxaderas, S.; López-Tamames, E., Analytical, Nutritional and Clinical Methods. HS-SPME coupled to GC/MS for quality control of Juniperus communis L. berries used for gin aromatization, Food Chem., 2007, 105, 4, 1748-1754, https://doi.org/10.1016/j.foodchem.2007.03.026 . [all data]

Cavaleiro, Pinto, et al., 2006
Cavaleiro, C.; Pinto, E.; Gonsales, M.J.; Salguero, L., Antifungal activity of Juniperus essential oils agains dermatophyte, Asrgillus and Candida strains, J. Appl. Microbiol., 2006, 100, 6, 1333-1338, https://doi.org/10.1111/j.1365-2672.2006.02862.x . [all data]

Garneau F.X., Collin G., et al., 2006
Garneau F.X.; Collin G.; Gagnon H.; Jean F.I.; Strobl H.; Pichette A., The essential oil composition of Devil's Club, Oplopanax horridus J. E. Smith Miq., Flavour Fragr. J., 2006, 21, 5, 792-794, https://doi.org/10.1002/ffj.1716 . [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]

Wong, Lim, et al., 2006
Wong, K.C.; Lim, T.B.; Ali, D.M.H., Essential oil of Homalomena sagittifolia Jungh., Flavour Fragr. J., 2006, 21, 5, 786-788, https://doi.org/10.1002/ffj.1714 . [all data]

Vichi, Riu-Aumatell, et al., 2005
Vichi, S.; Riu-Aumatell, M.; Mora-Pons, M.; Buxaderas, S.; Lopez-Tamames, E., Characterization of Volatiles in Different Dry Gins, J. Agric. Food Chem., 2005, 53, 26, 10154-10160, https://doi.org/10.1021/jf058121b . [all data]

González, Guerra, et al., 2004
González, S.; Guerra, P.E.; Bottaro, H.; Molares, S.; Demo, M.S.; Oliva, M.M.; Zunino, M.P.; Zygadlo, J.A., Aromatic plants from Patagonia. Part I. Antimicrobial activity and chemical composition of Schinus polygamus (Cav.) Cabrera essential oil, Flavour Fragr. J., 2004, 19, 1, 36-39, https://doi.org/10.1002/ffj.1270 . [all data]

Palá-Paúl, Brophy, et al., 2004
Palá-Paúl, J.; Brophy, J.J.; Goldsack, R.J.; Fontaniella, B., Analysis of the volatile components of Lavandula canariensis (L.) Mill., a Canary Islands endemic species, growing in Australia, Biochem. Syst. Ecol., 2004, 32, 1, 55-62, https://doi.org/10.1016/S0305-1978(03)00177-7 . [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]

Mau, Lai, et al., 2003
Mau, J.-L.; Lai, E.Y.C.; Wang, N.-P.; Chen, C.-C.; Chang, C.-H.; Chyau, C.-C., Composition and antioxidant activity of the essential oil from Curcuma zedoaria, Food Chem., 2003, 82, 4, 583-591, https://doi.org/10.1016/S0308-8146(03)00014-1 . [all data]

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, Rev. Acad. Colomb. Cienc. Exactas Fis. Nat., 2003, 27, 105, 579-597. [all data]

Tu, Onishi, et al., 2003
Tu, N.T.M.; Onishi, Y.; Son, U.S.; Ogawa, E.; Ukeda, H.; Sawamura, M., Characteristic odour components of Citrus inflata Hort. Ex Tanaka (Mochiyu) cold-pressed peel oil, Flavour Fragr. J., 2003, 18, 5, 454-459, https://doi.org/10.1002/ffj.1252 . [all data]

Tu, Onishi, et al., 2003, 2
Tu, N.T.M.; Onishi, Y.; Choi, H.S.; Kondo, Y.; Ukeda, H.; Sawamura, M., Characteristic odour components of Citrus sp. (Kiyookadaidai) cold-pressed peel oil, Flavour Fragr. J., 2003, 18, 6, 515-520, https://doi.org/10.1002/ffj.1260 . [all data]

Gancel, Ollé, et al., 2002
Gancel, A.-L.; Ollé, D.; Ollitrault, P.; Luro, F.; Brillouet, J.-M., Leaf and peel volatile compounds of an interspecific citrus somatic hybrid [Citrus aurantifolia (Christm.) Swing. + Citrus paradisi Macfayden], Flavour Fragr. J., 2002, 17, 6, 416-424, https://doi.org/10.1002/ffj.1119 . [all data]

Kabouss, Charrouf, et al., 2002
Kabouss, A.E.; Charrouf, Z.; Faid, M.; Garneau, F.-X.; Collin, G., Chemical composition and antimicrobial activity of the leaf essential oil of Argania spinosa L. Skeels, J. Essent. Oil Res., 2002, 14, 2, 147-149, https://doi.org/10.1080/10412905.2002.9699801 . [all data]

Orav, Kailas, et al., 2002
Orav, A.; Kailas, T.; Müürisepp, M., Composition of blackcurrant aroma isolated from leaves, buds, and berries of Ribes nigrum L., Proc. Est. Acad. Sci. Chem., 2002, 51, 4, 225-234. [all data]

Miyazawa, Kurose, et al., 2001
Miyazawa, M.; Kurose, K.; Itoh, A.; Hiraoka, N., Comparison of the essential oils of Glehnia littoralis from Northern and Southern Japan, J. Agric. Food Chem., 2001, 49, 11, 5433-5436, https://doi.org/10.1021/jf010219c . [all data]

Baser, Özek, et al., 2000
Baser, K.H.C.; Özek, T.; Demirci, B.; Kürkcüoglu, M.; Aytac, Z.; Duman, H., Composition of the essential oils of Zosima absinthifolia (Vent.) Link and Ferula elaeochytris Korovin from Turkey, Flavour Fragr. J., 2000, 15, 6, 371-372, https://doi.org/10.1002/1099-1026(200011/12)15:6<371::AID-FFJ919>3.0.CO;2-Z . [all data]

Molleken U., Sinnwell V., et al., 1998
Molleken U.; Sinnwell V.; Kubeczka K.H., TThe essential oil composition of fruits from Smyrnium perfoliatum, Phytochemistry, 1998, 47, 6, 1079-1083, https://doi.org/10.1016/S0031-9422(98)80076-9 . [all data]

Mölleken, Sinnwell, et al., 1998
Mölleken, U.; Sinnwell, V.; Kubeczka, K.-H., Essential oil composition of Smyrnium olusatrum, Phytochemistry, 1998, 49, 6, 1709-1714, https://doi.org/10.1016/S0031-9422(98)00195-2 . [all data]

Zygadlo, Ariza-Espinar, et al., 1997
Zygadlo, J.A.; Ariza-Espinar, L.; Velasco-Negueruela, A.; Perez-Alonso, M.J., Volatile constituents of Stevia achalensis hieronymus, Flavour Fragr. J., 1997, 12, 4, 297-299, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<297::AID-FFJ625>3.0.CO;2-2 . [all data]

Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F., UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok), Z. Lebensm. Unters Forsch., 1992, 194, 6, 545-551, https://doi.org/10.1007/BF01185481 . [all data]

Notes

Go To: Top, Normal alkane RI, 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
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.
Customer support for NIST Standard Reference Data products.