β-Humulene

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6,10-11H,1,5,7-9,12H2,2-4H3/b11-6+,14-10+
IUPAC Standard InChIKey: HAVYZKHVTLAPDZ-PPGMXFKZSA-N
CAS Registry Number: 116-04-1
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: (1E,5E)-1,4,4-Trimethyl-8-methylenecycloundeca-1,5-diene; 1,4,4-Trimethyl-8-methylene-1,5-cycloundecadiene
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Other data available:
- Mass spectrum (electron ionization)
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Gas Chromatography

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

Kovats' RI, non-polar column, temperature ramp

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1454.	Buchin, Salmon, et al., 2002	60. m/0.32 mm/1. μm, He, 40. C @ 5. min, 3. K/min, 230. C @ 2. min
Capillary	BPX-5	1440.	Fournier, Hadjiakhoondi, et al., 1997	50. m/0.22 mm/0.25 μm, N2, 60. C @ 10. min, 2. K/min; T_end: 185. C

Kovats' RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5	1440.	Frizzo, Serafini, et al., 2001	30. m/0.32 mm/0.25 μm, H2; Program: 60 0C (8 min) 3 K/min -> 180 0C 20 K/min (20 min)

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	BP-1	1454.	Gonny, Cavaleiro, et al., 2006	50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	PE-5	1436.	Isidorov and Vinogorova, 2003	He, 3. K/min; Column length: 30. m; Column diameter: 0.25 mm; T_start: 40. C; T_end: 280. C
Capillary	HP-5	1441.	Isidorov, Vinogorova, et al., 2003	25. C @ 5. min, 3. K/min; Column length: 30. m; Column diameter: 0.25 mm; T_end: 150. C
Capillary	CP Sil 5 CB	1454.	Montanarella, Bos, et al., 1986	N2, 4. K/min; Column length: 25. m; Column diameter: 0.22 mm; T_start: 70. C; T_end: 295. C

Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1453.5	Andriamaharavo, 2014	30. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min)
Capillary	SE-52	1439.	Bruni, Bianchi, et al., 2007	30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C(10min)
Capillary	5 % Phenyl methyl siloxane	1439.	Sacchetti, Maietti, et al., 2005	30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C (10min)
Capillary	HP-5	1441.	Isidorov, Krajewska, et al., 2000	30. m/0.25 mm/0.25 μm; Program: 40C(1min) => 3C/min => 120C => 5C/min => 280C

Van Den Dool and Kratz RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	BP-20	1668.	Gonny, Cavaleiro, et al., 2006	50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; T_start: 60. C

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-1	1481.	Xu, Tang, et al., 2010	30. m/0.25 mm/0.25 μm, Helium, 50. C @ 2. min, 4. K/min, 220. C @ 2. min
Capillary	DB-5	1439.	Scrivanti, Anton, et al., 2009	30. m/0.25 mm/0.25 μm, Nitrogen, 2. K/min; T_start: 40. C; T_end: 230. C
Capillary	DB-5	1438.	Askari and Sefidkon, 2006	30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 4. K/min; T_end: 260. C
Capillary	OV-101	1445.	Lattoo, Dhar, et al., 2006	25. m/0.25 mm/0.25 μm, He, 8. K/min; T_start: 100. C; T_end: 250. C
Capillary	HP-5	1439.	Velickovic, Ristic, et al., 2003	25. m/0.32 mm/0.53 μm, Helium, 4. K/min; T_start: 40. C; T_end: 280. C
Capillary	HP-5	1441.	Velickovic, Ristic, et al., 2003	25. m/0.32 mm/0.53 μm, Helium, 4. K/min; T_start: 40. C; T_end: 280. C
Capillary	CBP-1	1439.	Labuckas, Zygadlo, et al., 1999	He, 4. K/min; Column length: 25. m; Column diameter: 0.3 mm; T_start: 60. C; T_end: 240. C

Normal alkane RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	DB-1	1454.	Xu, Tang, et al., 2010	30. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	HP-5MS	1455.	Formisano, Mignola, et al., 2007	30. m/0.25 mm/0.25 μm, He; Program: 40C(5min) => 2C/min => 250C(15min) => 10C/min => 270C
Capillary	HP-5 MS	1454.	Schmidt, Noletto, et al., 2006	30. m/0.25 mm/0.25 μm, Helium; Program: 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C
Capillary	SE-52	1439.	Tognolini, Barocelli, et al., 2006	30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C (10min)
Capillary	HP-5MS	1456.	Deng, Li, et al., 2004	30. m/0.25 mm/0.25 μm, He; Program: 60C => 10C/min => 160C => 12C/min => 300C (5min)
Capillary	SE-30	1452.	Vinogradov, 2004	Program: not specified
Capillary	Methyl Silicone	1452.	Zenkevich, 1996	Program: not specified

Normal alkane RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-Innowax	1670.	Feng, Zhuang, et al., 2011	60. m/0.25 mm/0.25 μm, Helium, 60. C @ 1. min, 3. K/min, 220. C @ 5. min
Capillary	DB-Wax	1674.	Wei A. and Shibamoto T., 2007	60. m/0.25 mm/0.25 μm, He, 60. C @ 8. min, 3. K/min, 180. C @ 80. min
Capillary	DB-Wax	1675.	Lattoo, Dhar, et al., 2006	25. m/0.25 mm/0.25 μm, He, 8. K/min; T_start: 100. C; T_end: 250. C

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-Innowax	1654.	Feng, Zhuang, et al., 2011	60. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	HP Innowax	1674.	Noorizadeh and Farmany, 2010	60. m/0.25 mm/0.33 μm; Program: not specified
Capillary	HP-Innowax	1689.	Formisano, Mignola, et al., 2007	50. m/0.2 mm/0.2 μm, He; Program: 40C(5min) => 2C/min => 250C(15min) => 10C/min => 270C
Capillary	Carbowax 20M	1660.	Vinogradov, 2004	Program: not specified

References

Go To: Top, Gas Chromatography, Notes

Buchin, Salmon, et al., 2002
Buchin, S.; Salmon, J.-C.; Carnat, A.-P.; Berger, T.; Bugaud, C.; Bosset, J.O., Identification de composés monoterpéniques, sesquiterpéniques et benzéniques dans un lait d'alpage très riche en ces substances, Mitt. Lebensmittelunters. Hyg., 2002, 93, 199-216. [all data]

Fournier, Hadjiakhoondi, et al., 1997
Fournier, G.; Hadjiakhoondi, A.; Leboeuf, M.; Cavé, A.; Charles, B., Essential oils of annonaceae. Part VII. Essential oils of Monanthotaxis declina (Sprague) verdcourt and Unonopsis guatterioides R. E. Fries, Flavour Fragr. J., 1997, 12, 2, 95-98, https://doi.org/10.1002/(SICI)1099-1026(199703)12:2<95::AID-FFJ611>3.0.CO;2-Z . [all data]

Frizzo, Serafini, et al., 2001
Frizzo, C.D.; Serafini, L.A.; Dellacassa, E.; Lorenzo, D.; Moyna, P., Essential oil of Baccharis uncinella DC. from Southern Brazil, Flavour Fragr. J., 2001, 16, 4, 286-288, https://doi.org/10.1002/ffj.998 . [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]

Isidorov and Vinogorova, 2003
Isidorov, V.A.; Vinogorova, V.T., GC-MS analysis of compounds extracted from buds of Populus balsamifera and Populus nigra, Z. Naturforsch. C:, 2003, 58, 355-360. [all data]

Isidorov, Vinogorova, et al., 2003
Isidorov, V.A.; Vinogorova, V.T.; Rafalowski, K., HS-SPME analysis of volatile organic compounds of coniferous needle litter, Atmos. Environ., 2003, 37, 33, 4645-4650, https://doi.org/10.1016/j.atmosenv.2003.07.005 . [all data]

Montanarella, Bos, et al., 1986
Montanarella, L.; Bos, R.; Fischer, F.C., The Essential Oil in Lamina and Petiole of Heracleum dissectum Leaves, Planta Medica, 1986, 52, 04, 332-334, https://doi.org/10.1055/s-2007-969171 . [all data]

Andriamaharavo, 2014
Andriamaharavo, N.R., Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]

Bruni, Bianchi, et al., 2007
Bruni, R.; Bianchi, A.; Bellardi, M.G., Essential oil composition of Agastache anethiodora Britton (Lamiaceae) infected by cucumber mosaic virus (CMV), Flavour Fragr. J., 2007, 22, 1, 66-70, https://doi.org/10.1002/ffj.1760 . [all data]

Sacchetti, Maietti, et al., 2005
Sacchetti, G.; Maietti, S.; Muzzoli, M.; Scaglianti, M.; Manfredini, S.; Radice, M.; Bruni, R., Comparative evaluation of 11 essential oils of different origin as functional antioxidants, antiradicals and antimicrobials in foods, Food Chem., 2005, 91, 4, 621-632, https://doi.org/10.1016/j.foodchem.2004.06.031 . [all data]

Isidorov, Krajewska, et al., 2000
Isidorov, V.; Krajewska, U.; Bal, K.; Jaroszynska, J.; Niesluchowska, A.; Fuksman, I., GC-MS identification of multicomponent organic compounds mixtures using extra column phase equilibrium, Chem. Anal. (Warsaw), 2000, 45, 513-520. [all data]

Xu, Tang, et al., 2010
Xu, X.; Tang, Z.; Liang, Y., Comparative analysis of plant essential oils by GC-MS coupled with integrated chemometric resolution methods, Anal. Methods, 2010, 2, 4, 359-367, https://doi.org/10.1039/b9ay00213h . [all data]

Scrivanti, Anton, et al., 2009
Scrivanti, L.R.; Anton, A.M.; Zygadlo, J.A., Essential oil conposition of Bothriochloa Kuntze (Poaceae) from South America and their chemotaxonomy, Biochem. Systematics Ecol., 2009, 37, 3, 206-213, https://doi.org/10.1016/j.bse.2009.03.009 . [all data]

Askari and Sefidkon, 2006
Askari, F.; Sefidkon, F., Essential oil composition of Pimpinella affinis Ledeb. from two localities in Iran, Flavour Fragr. J., 2006, 21, 5, 754-756, https://doi.org/10.1002/ffj.1619 . [all data]

Lattoo, Dhar, et al., 2006
Lattoo, S.K.; Dhar, R.S.; Dhar, A.K.; Sharma, P.R.; Agarwal, S.G., Dynamics of essential oil biosynthesis in relation to inflorescence and glandular ontogeny in Salvia sclarea, Flavour Fragr. J., 2006, 21, 5, 817-821, https://doi.org/10.1002/ffj.1733 . [all data]

Velickovic, Ristic, et al., 2003
Velickovic, A.S.; Ristic, M.S.; Velickovic, D.T.; Ilic, S.; Mitic, N.D., The possibilities of the application of some species of sage (Salvia L.) as auxiliaries in the treatment of some diseases, J. Serb. Chem. Soc., 2003, 68, 6, 435-445, https://doi.org/10.2298/JSC0306435V . [all data]

Labuckas, Zygadlo, et al., 1999
Labuckas, D.O.; Zygadlo, J.A.; Faillaci, S.M.; Espinar, L.A., Constituents of the volatile oil of Porophyllum obscurum (Spreng.) D.C., Flavour Fragr. J., 1999, 14, 2, 107-108, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<107::AID-FFJ799>3.0.CO;2-E . [all data]

Formisano, Mignola, et al., 2007
Formisano, C.; Mignola, E.; Rigano, D.; Senatore, F.; Bellone, G.; Bruno, M.; Rosselli, S., Chemical composition and antimicrobial activity of the essential oil from aerial parts of Micromeria fruticulosa (Bertol.) Grande (Lamiaceae) growing wild in Southern Italy, Flavour Fragr. J., 2007, 22, 4, 289-292, https://doi.org/10.1002/ffj.1795 . [all data]

Schmidt, Noletto, et al., 2006
Schmidt, J.M.; Noletto, J.A.; Vogler, B.; Setzer, W.N., Abaco Bush Medicine: Chemical composition of the essential oils of four aromatic medicinal plants from Abaco Island, Bahamas, J. Herbs, Spices Medicinal Plants, 2006, 12, 3, 43-65, https://doi.org/10.1300/J044v12n03_04 . [all data]

Tognolini, Barocelli, et al., 2006
Tognolini, M.; Barocelli, E.; Ballabeni, V.; Bruni, R.; Bianchi, A.; Chiavarini, M.; Impicciatore, M., Comparative screening of plant essential oils: Phenylpropanoid moiety as basic core for antiplatelet activity, Life Sciences, 2006, 78, 13, 1419-1432, https://doi.org/10.1016/j.lfs.2005.07.020 . [all data]

Deng, Li, et al., 2004
Deng, C.; Li, N.; Zhang, X., Rapid determination of essential oil in Acorus tatarinowii Schott. by pressurized hot water extraction followed by solid-phase microextraction and gas chromatography-mass spectrometry, J. Chromatogr. A, 2004, 1059, 1-2, 149-155, https://doi.org/10.1016/j.chroma.2004.10.005 . [all data]

Vinogradov, 2004
Vinogradov, B.A., Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]

Zenkevich, 1996
Zenkevich, I.G., Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Mass Spectral Identification. Mono- and Sesquiterpenes, Rastitelnye Resursy (Plant resources), 1996, 34, 1-2, 48-58. [all data]

Feng, Zhuang, et al., 2011
Feng, T.; Zhuang, H.; Ye, R.; Jin, Z.; Xu, X.; Xie, Z., Analysis of volatile compounds of Mesona Blumes gum/rice extrudates via GC-MS and electronic nose, Sensors and Actuators B: Chemical, 2011, 160, 1, 964-973, https://doi.org/10.1016/j.snb.2011.09.013 . [all data]

Wei A. and Shibamoto T., 2007
Wei A.; Shibamoto T., Antioxidant activities and volatile constituents of various essential oils, J. Agric. Food Chem., 2007, 55, 5, 1737-1742, https://doi.org/10.1021/jf062959x . [all data]

Noorizadeh and Farmany, 2010
Noorizadeh, H.; Farmany, A., Exploration of linear and nonlinear modeling techniques to predict of retention index of essential oils, J. Chin. Chem. Soc., 2010, 1268-1277. [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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