1,3-Cyclohexadiene, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, [S-(R*,S*)]-
- 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/h6,8-10,14-15H,5,7,11H2,1-4H3
- IUPAC Standard InChIKey: KKOXKGNSUHTUBV-UHFFFAOYSA-N
- CAS Registry Number: 495-60-3
- 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: (-)-Zingiberene; l-Zingiberene; Zingiberene; α-Zingiberene; 5-(1,5-Dimethyl-4-hexenyl)-2-methyl-1,3-cyclohexadiene; α-zingibirene; [S-(R*,S*)]-5-(1,5-dimethylhexen-4-yl)-2-methyl-1,3-cyclohexa-1,3-diene
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Van Den Dool and Kratz RI, non-polar column, temperature ramp
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
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5MS | DB-5 | DB-5 | DB-5 | DB-5 |
| Column length (m) | 30. | 30. | 30. | 25. | 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 |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 250. | 240. | 240. | 200. | 260. |
| Heat rate (K/min) | 2. | 3. | 3. | 2. | 5. |
| Initial hold (min) | 8. | ||||
| Final hold (min) | 30. | 60. | |||
| I | 1493. | 1495. | 1495. | 1495. | 1500. |
| Reference | Benkaci-Ali, Baaliouamer, et al., 2007 | Maccioni, Baldini, et al., 2007 | Maccioni, Baldini, et al., 2007 | Rout, Rao, et al., 2007 | Sabulal, Dan, et al., 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-1 | HP-5MS | HP-5MS | HP-5 | HP-5MS |
| Column length (m) | 60. | 30. | 30. | 25. | 30. |
| Carrier gas | N2 | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.2 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.33 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 250. | 250. | 280. | 240. | 280. |
| Heat rate (K/min) | 5. | 4. | 4. | 3. | 3. |
| Initial hold (min) | 2. | 5. | |||
| Final hold (min) | 10. | 20. | 7. | ||
| I | 1492. | 1495. | 1495. | 1495. | 1476. |
| Reference | Sonboli, Azizian, et al., 2007 | Pino, Mesa, et al., 2005 | Grujic-Jovanovic, Skaltsa, et al., 2004 | Sartoratto, Machado, et al., 2004 | Tzakou, Vagias, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | MS5 | BPX-5 | HP-5 | HP-5 |
| Column length (m) | 30. | 25. | 30. | 30. | 30. |
| Carrier gas | N2 | 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 |
| Tstart (C) | 75. | 40. | 60. | 60. | 60. |
| Tend (C) | 230. | 180. | 240. | 280. | 280. |
| Heat rate (K/min) | 3. | 3. | 3. | 4. | 3. |
| Initial hold (min) | 10. | 2. | 5. | 5. | |
| Final hold (min) | |||||
| I | 1494. | 1492. | 1499. | 1495. | 1494. |
| Reference | bin Jantan, Yassin, et al., 2003 | Shao, Marriott, et al., 2003 | Shellie, Marriott, et al., 2003 | Skaltsa, Demetzos, et al., 2003 | Fokialakis, Magiatis, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | DB-5 | DB-5 | DB-5 | CP Sil 8 CB |
| Column length (m) | 30. | 30. | 60. | 30. | 50. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 60. | 40. | 60. | 60. |
| Tend (C) | 280. | 300. | 290. | 300. | 220. |
| Heat rate (K/min) | 3. | 5. | 4. | 5. | 4. |
| Initial hold (min) | 5. | 3. | 2. | 3. | 5. |
| Final hold (min) | 5. | 30. | |||
| I | 1493. | 1496. | 1490. | 1496. | 1497. |
| Reference | Aligiannis, Kalpoutzakis, et al., 2001 | Bortolomeazzi, Berno, et al., 2001 | Bartley and Jacobs, 2000 | Bortolomeazzi, Pizzale, et al., 2000 | Chevance and Farmer, 1999 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary |
|---|---|---|---|
| Active phase | Ultra-1 | Ultra-1 | DB-1 |
| Column length (m) | 25. | 25. | 60. |
| Carrier gas | He | ||
| Substrate | |||
| Column diameter (mm) | 0.32 | 0.32 | 0.32 |
| Phase thickness (μm) | 0.52 | 0.52 | 0.5 |
| Tstart (C) | 35. | 35. | 40. |
| Tend (C) | 320. | 320. | 290. |
| Heat rate (K/min) | 15. | 15. | 4. |
| Initial hold (min) | 2. | ||
| Final hold (min) | 10. | 10. | 5. |
| I | 1489. | 1489.28 | 1490. |
| Reference | Richmond and Pombo-Villar, 1998 | Richmond and Pombo-Villar, 1997 | Bartley and Foley, 1994 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Benkaci-Ali, Baaliouamer, et al., 2007
Benkaci-Ali, F.; Baaliouamer, A.; Meklati, B.Y.; Chemat, F.,
Chemical composition of seed essential oils from Algerian Nigella sativa extracted by microwave and hydrodistillation,
Flavour Fragr. J., 2007, 22, 2, 148-153, https://doi.org/10.1002/ffj.1773
. [all data]
Maccioni, Baldini, et al., 2007
Maccioni, S.; Baldini, R.; Luigi Cioni, P.; Tebano, M.; Flamini, G.,
In vivo volatiles emission and essential oils from different organs and pollen of Cistus albidus from Caprione (Eastern Liguria, Italy),
Flavour Fragr. J., 2007, 22, 1, 61-65, https://doi.org/10.1002/ffj.1759
. [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]
Sabulal, Dan, et al., 2007
Sabulal, B.; Dan, M.; John, A.; Kurup, R.; Chandrika, S.P.; George, V.,
Phenylbutanoid-rich rhizome oil of Zingiber neesanum from Western Ghats, southern India,
Flavour Fragr. J., 2007, 22, 6, 521-524, https://doi.org/10.1002/ffj.1834
. [all data]
Sonboli, Azizian, et al., 2007
Sonboli, A.; Azizian, D.; Yousefzadi, M.; Kanani, M.R.; Mehrabian, A.R.,
Volatile constituents and antimicrobial activity of the essential oil of Tetrataenium lasiopetalum (Apiaceae) from Iran,
Flavour Fragr. J., 2007, 22, 2, 119-122, https://doi.org/10.1002/ffj.1767
. [all data]
Pino, Mesa, et al., 2005
Pino, J.A.; Mesa, J.; Muñoz, Y.; Martí, M.P.; Marbot, R.,
Volatile components from mango (Mangifera indica L.) cultivars,
J. Agric. Food Chem., 2005, 53, 6, 2213-2223, https://doi.org/10.1021/jf0402633
. [all data]
Grujic-Jovanovic, Skaltsa, et al., 2004
Grujic-Jovanovic, S.; Skaltsa, H.D.; Marin, P.; Sokovic, M.,
Composition and antibacterial activity of the essential oil of six Stachys species from Serbia,
Flavour Fragr. J., 2004, 19, 2, 139-144, https://doi.org/10.1002/ffj.1275
. [all data]
Sartoratto, Machado, et al., 2004
Sartoratto, A.; Machado, A.L.M.; Delarmelina, C.; Figueira, G.M.; Duarte, M.C.T.; Rehder, V.L.G.,
Composition and antimicrobial activity of essential oils from aromatic plants used in Brazil,
Braz. J. Microbiol., 2004, 35, 4, 275-280, https://doi.org/10.1590/S1517-83822004000300001
. [all data]
Tzakou, Vagias, et al., 2004
Tzakou, O.; Vagias, C.; Gani, A.; Yannitsaros, A.,
Volatile constituents of essential oils isolated at different growth stages from three Conyza species growing in Greece,
Flavour Fragr. J., 2004, 19, 425-428. [all data]
bin Jantan, Yassin, et al., 2003
bin Jantan, I.; Yassin, M.S.M.; Chin, C.B.; Chen, L.L.; Sim. N.L.,
Antifungal activity of the essential oils of nine Zingiberaceae species,
Pharm. Biol., 2003, 41, 5, 392-397, https://doi.org/10.1076/phbi.41.5.392.15941
. [all data]
Shao, Marriott, et al., 2003
Shao, Y.; Marriott, P.; Shellie, R.; Hügel, H.,
Solid-phase micro-extraction-comprehensive two-dimensional gas chromatography of ginger (Zingiber officinale) volatiles,
Flavour Fragr. J., 2003, 18, 1, 5-12, https://doi.org/10.1002/ffj.1133
. [all data]
Shellie, Marriott, et al., 2003
Shellie, R.A.; Marriott, P.J.; Huie, C.W.,
Comprehensive two-dimensional gas chromatography (GC × GC) and GC × GC-quadrupole MS analysis of Asian and American ginseng,
J. Sep. Sci., 2003, 26, 12-13, 1185-1192, https://doi.org/10.1002/jssc.200301404
. [all data]
Skaltsa, Demetzos, et al., 2003
Skaltsa, H.D.; Demetzos, C.; Lazari, D.; Sokovic, M.,
Essential oil analysis and antimicrobial activity of eight Stachys species from Greece,
Phytochemistry, 2003, 64, 3, 743-752, https://doi.org/10.1016/S0031-9422(03)00386-8
. [all data]
Fokialakis, Magiatis, et al., 2002
Fokialakis, N.; Magiatis, P.; Mitaku, S.,
Essential oil constituents of Valeriana italica and Valeriana tuberosa. Stereochemical and conformational study of 15-acetoxyvaleranone,
Z. Naturforsch., 2002, 57c, 791-796. [all data]
Aligiannis, Kalpoutzakis, et al., 2001
Aligiannis, N.; Kalpoutzakis, E.; Chinou, I.B.; Mitaku, S.; Gikas, E.; Tsarbopoulos, A.,
Composition and antimicrobial activity of the essential oils of five taxa of Sideritis from Greece,
J. Agric. Food Chem., 2001, 49, 2, 811-815, https://doi.org/10.1021/jf001018w
. [all data]
Bortolomeazzi, Berno, et al., 2001
Bortolomeazzi, R.; Berno, P.; Pizzale, L.; Conte, L.S.,
Sesquiterpene, alkene, and alkane hydrocarbons in virgin olive oils of different varieties and geographical origins,
J. Agric. Food Chem., 2001, 49, 7, 3278-3283, https://doi.org/10.1021/jf001271w
. [all data]
Bartley and Jacobs, 2000
Bartley, J.P.; Jacobs, A.L.,
Effects of drying on flavour compounds in Australian-grown ginger (Zingiber officinale),
J. Sci. Food Agric., 2000, 80, 2, 209-215, https://doi.org/10.1002/(SICI)1097-0010(20000115)80:2<209::AID-JSFA516>3.0.CO;2-8
. [all data]
Bortolomeazzi, Pizzale, et al., 2000
Bortolomeazzi, R.; Pizzale, L.; Vichi, S.; Piasenzotto, L.; Conte, L.S.,
GC-MS Characterization of sesquiterpenic hydrocarbons in virgin olive oils, Proceedings 23rd ISCC; CD-ROM, 2000, retrieved from http://www.richrom.com/assets/CD23PDF. [all data]
Chevance and Farmer, 1999
Chevance, F.F.V.; Farmer, L.J.,
Identification of major volatile odor compounds in frankfurters,
J. Agric. Food Chem., 1999, 47, 12, 5151-5160, https://doi.org/10.1021/jf990515d
. [all data]
Richmond and Pombo-Villar, 1998
Richmond, R.; Pombo-Villar, E.,
Short communication. Use of persistent trace gas chromatography artifacts for the calculation of pseudo-Sadtler retention indices,
J. Chromatogr. A, 1998, 811, 1-2, 241-245, https://doi.org/10.1016/S0021-9673(98)00285-4
. [all data]
Richmond and Pombo-Villar, 1997
Richmond, R.; Pombo-Villar, E.,
Short communication. Gas chromatography-mass spectrometry coupled with pseudo-Sadtler retention indices, for the identification of components in the essential oil of Curcuma longa L.,
J. Chromatogr. A, 1997, 760, 2, 303-308, https://doi.org/10.1016/S0021-9673(96)00802-3
. [all data]
Bartley and Foley, 1994
Bartley, J.P.; Foley, P.,
Supercritical fluid extraction of Australian-grown ginger (Zingiber officinale),
J. Sci. Food Agric., 1994, 66, 3, 365-371, https://doi.org/10.1002/jsfa.2740660314
. [all data]
Notes
Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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