(Z)-1-Methyl-4-(6-methylhept-5-en-2-ylidene)cyclohex-1-ene
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChI: InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8H,5,7,9-11H2,1-4H3/b15-14+
- IUPAC Standard InChIKey: XBGUIVFBMBVUEG-CCEZHUSRSA-N
- CAS Registry Number: 13062-00-5
- 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:
- Stereoisomers:
- Other names: Cyclohexene, 4-(1,5-dimethyl-4-hexen-1-ylidene)-1-methyl-, (4Z)-; 2-Heptene, 2-methyl-6-(4-methyl-3-cyclohexen-1-ylidene)-, (Z)-; Cyclohexene, 4-(1,5-dimethyl-4-hexenylidene)-1-methyl-, (4Z)-; Cyclohexene, 4-(1,5-dimethyl-4-hexenylidene)-1-methyl-, (Z)-; (Z)-γ-Bisabolene; cis-γ-Bisabolene
- Information on this page:
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Gas Chromatography
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | Apiezon L | 200. | 1532. | Minyard, Tumlinson, et al., 1966 | He, Gas Chrom P (60-80 mesh); Column length: 3.0 m |
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 1518. | Sylvestre, Pichette, et al., 2006 | 30. m/0.25 mm/0.25 μm, 40. C @ 2. min, 2. K/min, 210. C @ 33. min |
| Capillary | HP-5MS | 1519. | Asuming, Beauchamp, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 50. C @ 10. min, 3. K/min, 250. C @ 5. min |
| Capillary | DB-5 | 1515. | Amparo Blázquez, Pérez, et al., 2003 | He, 40. C @ 5. min, 3. K/min, 280. C @ 5. min; Column length: 25. m; Column diameter: 0.25 mm |
| Capillary | DB-1 | 1512. | Mevy, Bessiere, et al., 2002 | He, 3. K/min; Column length: 25. m; Column diameter: 0.2 mm; Tstart: 60. C; Tend: 220. C |
Kovats' RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 1515. | Roscigno, 1998 | 30. m/0.25 mm/0.25 μm; Program: 50C(5min) => 2C/min => 250C (60min) => 2C/min => 270C => 1C/min => 290C |
Kovats' RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | DB-Wax | 165. | 1762. | Piskorski R., Hanus R., et al., 2007 | 30. m/0.25 mm/0.25 μm |
Kovats' RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Supelcowax-10 | 1736. | Sylvestre, Pichette, et al., 2006 | 30. m/0.25 mm/0.25 μm, 40. C @ 2. min, 2. K/min, 210. C @ 33. min |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | RTX-1 | 1509. | Paolini, Muselli, et al., 2007 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | DB-1 | 1514. | Sonboli, Azizian, et al., 2007 | 60. m/0.25 mm/0.25 μm, N2, 5. K/min, 250. C @ 10. min; Tstart: 60. C |
| Capillary | HP-5MS | 1492. | Basta, Tzakou, et al., 2006 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5MS | 1506. | Saroglou, Dorizas, et al., 2006 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; Tend: 280. C |
| Capillary | HP-5MS | 1512. | Aligiannis, Kalpoutzakis, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | DB-5MS | 1517. | Mardarowicz, Wianowska, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 2. min, 4. K/min; Tend: 280. C |
| Capillary | RTX-1 | 1509. | Cavalli, Tomi, et al., 2003 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 45. min; Tstart: 60. C |
| Capillary | DB-1 | 1494. | de Feo, Bruno, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 250. C @ 20. min |
| Capillary | HP-5 | 1515. | Skaltsa, Demetzos, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; Tend: 280. C |
| Capillary | Mega 5MS | 1504. | Verzera, Trozzi, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 2. min, 3. K/min; Tend: 240. C |
| Capillary | Mega 5MS | 1504. | Verzera, la Rosa, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 2. min, 3. K/min; Tend: 240. C |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1518.1 | 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 | 1531. | Sacchetti, Guerrini, et al., 2006 | 30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C(10min) |
| Capillary | 5 % Phenyl methyl siloxane | 1515. | Sacchetti, Maietti, et al., 2005 | 30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C (10min) |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | RTX-Wax | 1751. | Paolini, Muselli, et al., 2007 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | RTX-Wax | 1744. | Cavalli, Tomi, et al., 2003 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 45. min; Tstart: 60. C |
| Capillary | CP-Wax 52CB | 1756. | Kjeldsen, Christensen, et al., 2003 | 50. m/0.25 mm/0.2 μm, He, 32. C @ 1. min, 1. K/min; Tend: 220. C |
| Capillary | CP-Wax 52CB | 1756. | Kjeldsen, Christensen, et al., 2001 | 50. m/0.25 mm/0.2 μm, 32. C @ 1. min, 1. K/min; Tend: 220. C |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | CP Sil 5 CB | 1505. | Baran, von Reuss, et al., 2007 | 30. m/0.32 mm/0.25 μm, N2, 4. K/min; Tstart: 60. C; Tend: 300. C |
| Capillary | HP-5MS | 1502. | Basta, Pavlovic, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5MS | 1512. | Ferhat, Meklati, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 8. min, 2. K/min, 250. C @ 15. min |
| Capillary | Methyl Silicone | 1515. | Ozcan and Chalchat, 2007 | Helium, 3. K/min; Column length: 50. m; Column diameter: 0.25 mm; Tstart: 50. C; Tend: 240. C |
| Capillary | DB-1 | 1514. | Pala-Paul, Brophy, et al., 2007 | 50. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 95. C; Tend: 240. C |
| Capillary | 5 % Phenyl methyl siloxane | 1488. | Marongiu, Piras, et al., 2006 | 30. m/0.25 mm/0.25 μm, Helium, 3. K/min, 280. C @ 30. min; Tstart: 60. C |
| Capillary | DB-5 | 1507. | Chagonda and Chalchat, 2005 | 50. m/0.3 mm/0.25 μm, 2. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | DB-5 | 1512. | Ferraz, Limberger, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 3. min, 3. K/min; Tend: 300. C |
| Capillary | HP-5MS | 1514. | Grombone-Guaratini, Silva-Brandão, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 300. C |
| Capillary | DB-1 | 1514. | Khajeh, Yamini, et al., 2005 | 60. m/0.25 mm/0.25 μm, He, 50. C @ 5. min, 4. K/min; Tend: 250. C |
| Capillary | DB-1 | 1514. | Pala-Paul, Perez-Alonso, et al., 2005 | 50. m/0.25 mm/0.25 μm, N2, 4. K/min; Tstart: 95. C; Tend: 240. C |
| Capillary | HP-5MS | 1515. | Petrakis, Roussis, et al., 2005 | 3. K/min; Column length: 30. m; Column diameter: 0.2 mm; Tstart: 60. C; Tend: 280. C |
| Capillary | DB-5MS | 1478. | Marongiu, Piras, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 3. K/min, 280. C @ 30. min; Tstart: 60. C |
| Capillary | DB-5 | 1515. | Senatore, Rigano, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 250. C @ 20. min |
| Capillary | DB-5HT | 1515. | Yusufoglu, Celik, et al., 2004 | He, 50. C @ 2. min, 2. K/min, 250. C @ 20. min; Column length: 27. m; Column diameter: 0.25 mm |
| Capillary | Methyl Silicone | 1510. | Jayaprakasha, Rao, et al., 2003 | 30. m/0.32 mm/0.25 μm, He, 60. C @ 2. min, 2. K/min, 250. C @ 5. min |
| Capillary | DB-5MS | 1518. | Maia, Zoghbi, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | CP Sil 5 CB | 1510. | Monfared, Davarani, et al., 2002 | He, 5. K/min; Column length: 25. m; Column diameter: 0.25 mm; Tstart: 60. C; Tend: 220. C |
| Capillary | DB-1 | 1494. | Palá-Paúl, Pérez-Alonso, et al., 2002 | 50. m/0.25 mm/0.25 μm, N2, 4. K/min; Tstart: 80. C; Tend: 225. C |
| Capillary | DB-1 | 1516. | Feger, Brandauer, et al., 2000 | 33. m/0.25 mm/0.50 μm, N2, 50. C @ 2. min, 20. K/min; Tend: 135. C |
| Capillary | CBP-1 | 1510. | Zygadlo, Ariza-Espinar, et al., 1997 | He, 5. K/min; Column length: 25. m; Column diameter: 0.22 mm; Tstart: 60. C; Tend: 240. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | ZB-5 | 1506. | Piskorski R., Hanus R., et al., 2007 | 30. m/0.25 mm/0.25 μm; Program: 60C => 3C/min => 240C 20C/min => 320C |
| Capillary | HP-5 MS | 1519. | Setzer, Stokes, et al., 2007 | Helium; Column length: 30. m; Column diameter: 0.25 mm; Program: 40 0C (10 min) 3 oC/min -> 200 0C 2 0C/min -> 220 0C |
| Capillary | HP-5MS | 1514. | Singh, Marimuthu, et al., 2006 | 30. m/0.25 mm/0.25 μm, He; Program: 60C => 1.5C/min => 185C(1min) => 9C/min => 275C(2min) |
| Capillary | SE-52 | 1515. | 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 | 1515. | Grombone-Guaratini, Silva-Brandão, et al., 2005 | 30. m/0.25 mm/0.25 μm, He; Program: not specified |
| Capillary | HP-5 | 1510. | Aparicio, Romero, et al., 2001 | 30. m/0.25 mm/0.25 μm; Program: not specified |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | TC-Wax | 1726. | Miyazawa and Tamura, 2007 | 60. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | DB-Wax | 1772. | Paniandy, Chane-Ming, et al., 2000 | 60. m/0.32 mm/0.25 μm, Helium, 50. C @ 2. min, 5. K/min; Tend: 230. C |
| Capillary | Supelcowax-10 | 1773. | Zygadlo, Ariza-Espinar, et al., 1997 | He, 3. K/min; Column length: 0. m; Column diameter: 0.25 mm; Tstart: 40. C; Tend: 240. C |
References
Go To: Top, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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Pala-Paul, Perez-Alonso, et al., 2005
Pala-Paul, J.; Perez-Alonso, M.J.; Velasco-Negueruela, A.; Vadare, J.; Villa, A.M.; Sanz, J.; Brophy, J.J.,
Essential oil composition of the different parts of Eryngium bourgatii Gouan from Spain,
J. Chromatogr. A, 2005, 1074, 1-2, 235-239, https://doi.org/10.1016/j.chroma.2005.03.036
. [all data]
Petrakis, Roussis, et al., 2005
Petrakis, P.V.; Roussis, V.; Papadimitriou, D.; Vagias, C.; Tsitsimpikou, C.,
The effect of terpenoid extracts from 15 pine species on the feeding behavioural sequence of the late instars of the pine processionary caterpillar Thaumetopoea pityocampa,
Behav. Processes, 2005, 69, 3, 303-322, https://doi.org/10.1016/j.beproc.2004.12.008
. [all data]
Marongiu, Piras, et al., 2004
Marongiu, B.; Piras, A.; Porcedda, S.,
Comparative analysis of the oil and supercritical CO2 extract of Elettaria cardamomum (L.) maton,
J. Agric. Food Chem., 2004, 52, 20, 6278-6282, https://doi.org/10.1021/jf034819i
. [all data]
Senatore, Rigano, et al., 2004
Senatore, F.; Rigano, D.; de Fusco, R.; Bruno, M.,
Composition of the essential oil from flowerheads of Chrysanthemum coronarium L. (Asteraceae) growing wild in Southern Italy,
Flavour Fragr. J., 2004, 19, 2, 149-152, https://doi.org/10.1002/ffj.1285
. [all data]
Yusufoglu, Celik, et al., 2004
Yusufoglu, A.; Celik, H.; Kirbaslar, G.,
Utilization of Lavandula angustifolia Miller extracts as natural repellents, pharmaceutical and industrial auxiliaries,
J. Serb. Chem. Soc., 2004, 69, 1, 1-7, https://doi.org/10.2298/JSC0401001Y
. [all data]
Jayaprakasha, Rao, et al., 2003
Jayaprakasha, G.K.; Rao, L.J.M.; Sakariah, K.K.,
Volatile constituents from Cinnamomum zeylanicum fruit stalks and their antioxidant activities,
J. Agric. Food Chem., 2003, 51, 15, 4344-4348, https://doi.org/10.1021/jf034169i
. [all data]
Maia, Zoghbi, et al., 2002
Maia, J.G.S.; Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.L.; Luz, A.I.R.; da Silva, J.D.,
Essential oils composition of Eupatorium species growing wild in the Amazon,
Biochem. Syst. Ecol., 2002, 30, 11, 1071-1077, https://doi.org/10.1016/S0305-1978(02)00059-5
. [all data]
Monfared, Davarani, et al., 2002
Monfared, A.; Davarani, S.S.H.; Rustaiyan, A.; Masoudi, S.,
Composition of the essential oil of Tanacetum balsamita L. ssp. balsamitoides (Schultz Bip.) Grierson from Iran,
J. Essent. Oil Res., 2002, 14, 1, 1-2, https://doi.org/10.1080/10412905.2002.9699741
. [all data]
Palá-Paúl, Pérez-Alonso, et al., 2002
Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A.; Sanz, J.,
Analysis by gas chromatography-mass spectrometry of the volatile components of Ageratina adenophora Spreng., growing in the Canary Islands,
J. Chromatogr. A, 2002, 947, 2, 327-331, https://doi.org/10.1016/S0021-9673(02)00016-X
. [all data]
Feger, Brandauer, et al., 2000
Feger, W.; Brandauer, H.; Ziegler, H.,
Sesquiterpene hydrocarbons of cold-pressed lime oils,
Flavour Fragr. J., 2000, 15, 4, 281-284, https://doi.org/10.1002/1099-1026(200007/08)15:4<281::AID-FFJ916>3.0.CO;2-W
. [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]
Setzer, Stokes, et al., 2007
Setzer, W.N.; Stokes, S.L.; Penton, A.F.; Takaku, S.; Haber, W.A.; Hansell, E.; Caffrey, C.R.; McKerrow, J.H.,
Cruzain inhibitory activity of leaf essential oils of neotropical Lauraceae and essential oil components,
Natural Product Communications, 2007, 2, 12, 1203-1210. [all data]
Singh, Marimuthu, et al., 2006
Singh, G.; Marimuthu, P.; de Heluani, C.S.; Catalan, C.A.N.,
Antioxidant and biocidal activities of Carum nigrum (seed) essential oil, oleoresin, and their selected components,
J. Agric. Food Chem., 2006, 54, 1, 174-181, https://doi.org/10.1021/jf0518610
. [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]
Aparicio, Romero, et al., 2001
Aparicio, R.; Romero, M.; Rojas, L.B.; Khouri, N.; Usubillaga, A.,
Composition of the essential oil of four species of Ruilopezia from the Venezuelan Andes,
Flavour Fragr. J., 2001, 16, 3, 172-174, https://doi.org/10.1002/ffj.973
. [all data]
Miyazawa and Tamura, 2007
Miyazawa, M.; Tamura, N.,
Components of the essential oil from sprouts of Polygonum hydropiper L. ('Benitade'),
Flavour Fragr. J., 2007, 22, 3, 188-190, https://doi.org/10.1002/ffj.1779
. [all data]
Paniandy, Chane-Ming, et al., 2000
Paniandy, J.-C.; Chane-Ming, J.; Pierbattesti, J.-C.,
Chemical Composition of the Essential Oil and Headspace Solid-Phase Microextraction of the Guava Fruit (Psidium guajava L.),
J. Essent. Oil Res., 2000, 12, 153-158. [all data]
Notes
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