Cyclohexene, 3-(1,5-dimethyl-4-hexenyl)-6-methylene-, [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,3,5,7,9,11H2,1-2,4H3/t14?,15-/m1/s1
- IUPAC Standard InChIKey: PHWISBHSBNDZDX-YSSOQSIOSA-N
- CAS Registry Number: 20307-83-9
- 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: β-Sesquiphellandrene; 3-((1S)-1,5-Dimethyl-4-hexenyl)-6-methylene-1-cyclohexene, (3R)-; (-)-β-Sesquiphellandrene; (R)-3-Methylene-6-((S)-6-methylhept-5-en-2-yl)cyclohex-1-ene; Sesquiphellandrene; β-Sesquiphellanderene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
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 | RTX-1 | Equity-5MS | DB-5 | DB-5 | RTX-1 |
| Column length (m) | 60. | 30. | 30. | 30. | 60. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.25 | 0.25 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 50. | 60. | 60. | 60. |
| Tend (C) | 230. | 250. | 240. | 240. | 230. |
| Heat rate (K/min) | 2. | 3. | 3. | 3. | 2. |
| Initial hold (min) | |||||
| Final hold (min) | 30. | 10. | 35. | ||
| I | 1516. | 1524. | 1525. | 1526. | 1516. |
| Reference | Bendahou, Muselli, et al., 2008 | Belsito E.L., Carbone C., et al., 2007 | Flamini, Cioni, et al., 2007 | Maccioni, Baldini, et al., 2007 | Paolini J., Costa J., 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 | DB-1 | BP-1 | HP-5 | BP-1 |
| Column length (m) | 30. | 60. | 50. | 30. | 50. |
| Carrier gas | He | N2 | He | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.22 | 0.25 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 260. | 250. | 220. | 220. | 220. |
| Heat rate (K/min) | 5. | 5. | 2. | 5. | 2. |
| Initial hold (min) | 10. | ||||
| Final hold (min) | 10. | 20. | 20. | ||
| I | 1531. | 1521. | 1517. | 1526. | 1511. |
| Reference | Sabulal, Dan, et al., 2007 | Sonboli, Azizian, et al., 2007 | Duquesnoy, Dinh, et al., 2006 | Flamini, Tebano, et al., 2006 | Gonny, Cavaleiro, 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 | BP-1 | DB-1 | HP-5 |
| Column length (m) | 30. | 30. | 50. | 30. | 30. |
| Carrier gas | He | He | He | N2 | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.25 | 0.22 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.2 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 70. | 60. | 60. | 50. | 60. |
| Tend (C) | 220. | 280. | 220. | 260. | 220. |
| Heat rate (K/min) | 3. | 4. | 2. | 2. | 5. |
| Initial hold (min) | 5. | 3. | 10. | ||
| Final hold (min) | 15. | 20. | 5. | ||
| I | 1510. | 1519. | 1514. | 1524. | 1526. |
| Reference | Pinto, Pina-Vaz, et al., 2006 | Saroglou, Dorizas, et al., 2006 | Boti J.B., Koukoua G., et al., 2005 | Dob, Berramdane, et al., 2005 | Flamini, Luigi Cioni, 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 | HP-5MS | HP-5MS | RTX-5 | HP-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | N2 | 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. | 45. | 60. |
| Tend (C) | 220. | 250. | 280. | 300. | 240. |
| Heat rate (K/min) | 5. | 4. | 3. | 3. | 3. |
| Initial hold (min) | 10. | 2. | 6. | ||
| Final hold (min) | 20. | 10. | |||
| I | 1524. | 1524. | 1525. | 1524. | 1526. |
| Reference | Flamini, Luigi Cioni, et al., 2005, 2 | Pino, Mesa, et al., 2005 | Chorianopoulos, Kalpoutzakis, et al., 2004 | Dugo, Mondello, et al., 2004 | Flamini, Bader, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | HP-5MS | DB-5MS | DB-5 | HP-5 |
| Column length (m) | 50. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | N2 | He | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 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. | 40. | 60. | 60. |
| Tend (C) | 220. | 280. | 200. | 220. | 280. |
| Heat rate (K/min) | 2. | 3. | 4. | 5. | 3. |
| Initial hold (min) | 5. | 10. | |||
| Final hold (min) | 20. | 20. | |||
| I | 1518. | 1503. | 1523. | 1525. | 1526. |
| Reference | Gonny, Bradesi, et al., 2004 | Tzakou, Vagias, et al., 2004 | Zheng, Kim, et al., 2004 | Bader, Caponi, et al., 2003 | Bougatsos, Meyer, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | RTX-1 | HP-5 | DB-5 | DB-5 | MS5 |
| Column length (m) | 60. | 30. | 30. | 30. | 25. |
| Carrier gas | He | N2 | He | N2 | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 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. | 75. | 75. | 40. |
| Tend (C) | 230. | 220. | 230. | 230. | 180. |
| Heat rate (K/min) | 2. | 5. | 3. | 3. | 3. |
| Initial hold (min) | 10. | 10. | 10. | ||
| Final hold (min) | 45. | 20. | |||
| I | 1518. | 1527. | 1525. | 1520. | 1516. |
| Reference | Cavalli, Tomi, et al., 2003 | Flamini, Luigi Cioni, et al., 2003 | Jantan, Ling, et al., 2003 | bin Jantan, Yassin, et al., 2003 | Shao, Marriott, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BPX-5 | DB-5 | DB-5 | DB-5 | DB-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 60. |
| Carrier gas | 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. | 50. | 60. | 60. | 40. |
| Tend (C) | 240. | 280. | 240. | 300. | 290. |
| Heat rate (K/min) | 3. | 3. | 3. | 5. | 4. |
| Initial hold (min) | 2. | 5. | 3. | 2. | |
| Final hold (min) | 5. | ||||
| I | 1526. | 1524. | 1525. | 1528. | 1518. |
| Reference | Shellie, Marriott, et al., 2003 | Economakis, Skaltsa, et al., 2002 | Flamini, Cioni, et al., 2002 | Bortolomeazzi, Berno, et al., 2001 | Bartley and Jacobs, 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | CBP-1 | DB-1 | BP-1 | OV-1 |
| Column length (m) | 30. | 30. | 60. | 50. | 25. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.3 | ||
| Tstart (C) | 60. | 60. | 60. | 60. | 50. |
| Tend (C) | 300. | 240. | 230. | 220. | 200. |
| Heat rate (K/min) | 5. | 4. | 3. | 2. | 3. |
| Initial hold (min) | 3. | 1. | |||
| Final hold (min) | 5. | 20. | 20. | ||
| I | 1528. | 1517. | 1515. | 1514. | 1501. |
| Reference | Bortolomeazzi, Pizzale, et al., 2000 | Zunino, Lopez, et al., 2000 | Javidnia and Shafiee, 1999 | Mazzoni, Tomi, et al., 1999 | Bicchi, Rubiolo, et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Ultra-1 | Ultra-1 | DB-1 | HP-101 | OV-1 |
| Column length (m) | 25. | 25. | 60. | 50. | 30. |
| Carrier gas | He | N2 | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.25 | 0.5 |
| Phase thickness (μm) | 0.52 | 0.52 | 0.5 | 0.8 | |
| Tstart (C) | 35. | 35. | 40. | 70. | 40. |
| Tend (C) | 320. | 320. | 290. | 200. | 220. |
| Heat rate (K/min) | 15. | 15. | 4. | 3. | 2. |
| Initial hold (min) | 2. | ||||
| Final hold (min) | 10. | 10. | 5. | ||
| I | 1518. | 1518.34 | 1518. | 1543. | 1507. |
| Reference | Richmond and Pombo-Villar, 1998 | Richmond and Pombo-Villar, 1997 | Bartley and Foley, 1994 | Chung, Eiserich, et al., 1993 | De Pooter, Omar, et al., 1985 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary |
|---|---|
| Active phase | OV-1 |
| Column length (m) | 30. |
| Carrier gas | He |
| Substrate | |
| Column diameter (mm) | 0.5 |
| Phase thickness (μm) | 0.8 |
| Tstart (C) | 40. |
| Tend (C) | 220. |
| Heat rate (K/min) | 2. |
| Initial hold (min) | |
| Final hold (min) | |
| I | 1512. |
| Reference | De Pooter, Omar, et al., 1985 |
| Comment | 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.
Bendahou, Muselli, et al., 2008
Bendahou, M.; Muselli, A.; Grignon-Dubois, M.; Benyoucef, M.; Desjobert, J.-M.; Bernardini, A.-F.; Costa, J.,
Antimicrobial activity and chemical composition of Origanum glandulosum Desf. essential oil and extract obtained by microwave extraction: Comparison with hydrodistillation,
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Belsito E.L., Carbone C., et al., 2007
Belsito E.L.; Carbone C.; Di Gioia M.L.; Leggio A.; Liguoiri A.; Perri F.; Siciliano C.; Viscomi M.C.,
Comparison of the volatile constituents in cold-pressed bergamot oil and a volatile oil isolated by vacuum distillation,
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Flamini, Cioni, et al., 2007
Flamini, G.; Cioni, P.L.; Morelli, I.; Bader, A.,
Essential oils of the aerial parts of three Salvia species from Jordan: Salvia lanigera, S. spinosa and S. syriaca,
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Maccioni, Baldini, et al., 2007
Maccioni, S.; Baldini, R.; Luigi Cioni, P.; Tebano, M.; Flamini, G.,
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Analysis of the essential oil from the roots of Eupatorium cannabinum subsp corsicum (L.) by GC, GC-MS and C-13-NMR,
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Sabulal, Dan, et al., 2007
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Sonboli, Azizian, et al., 2007
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A multivariate statistical approach to Centaurea classification using essential oil composition data of some species from Turkey,
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Analysis of Juniperus communis subsp. alpina needle, berry, wood and root oils by combination of GC, GC/MS and 13C-NMR,
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Saroglou, Dorizas, et al., 2006
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Analysis of the essential oil composition of eight Anthemis species from Greece,
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Boti J.B., Koukoua G., et al., 2005
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Dob, Berramdane, et al., 2005
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Flamini, Luigi Cioni, et al., 2005
Flamini, G.; Luigi Cioni, P.; Morelli, I.; Celik, S.; Gokturk, R.S.; Unal, O.,
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Flamini, Luigi Cioni, et al., 2005, 2
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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,
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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,
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Chorianopoulos, Kalpoutzakis, et al., 2004
Chorianopoulos, N.; Kalpoutzakis, E.; Aligiannis, N.; Mitaku, S.; Nychas, G.-J.; Haroutounian, S.A.,
Essential oils of Satureja, Origanum, and Thymus species: chemical composition and antibacterial activities against foodborne pathogens,
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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),
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Flamini, Bader, et al., 2004
Flamini, G.; Bader, A.; Cioni, P.L.; Katbeh-Bader, A.; Morelli, I.,
Composition of the essential oil of leaves, galls, and ripe and unripe fruits of Jordian Pistacia palaestina Boiss.,
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Gonny, Bradesi, et al., 2004
Gonny, M.; Bradesi, P.; Casanova, J.,
Identification of the components of the essential oil from wild Corsican Daucus carota L. using 13C-NMR spectroscopy,
Flavour Fragr. J., 2004, 19, 5, 424-433, https://doi.org/10.1002/ffj.1330
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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,
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Zheng, Kim, et al., 2004
Zheng, C.H.; Kim, T.H.; Kim, K.H.; Leem, Y.H.; Lee, H.J.,
Characterization of potent aroma compounds in Chrysanthemum coronarium L. (Garland) using aroma extract dilution analysis,
Flavour Fragr. J., 2004, 19, 5, 401-405, https://doi.org/10.1002/ffj.1447
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Bader, Caponi, et al., 2003
Bader, A.; Caponi, C.; Cioni, P.L.; Flamini, G.; Morelli, I.,
Acorenone in the essential oil of flowering aerial parts of Seseli tortuosum L.,
Flavour Fragr. J., 2003, 18, 1, 57-58, https://doi.org/10.1002/ffj.1154
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Bougatsos, Meyer, et al., 2003
Bougatsos, C.; Meyer, J.J.M.; Magiatis, P.; Vagias, C.; Chinou, I.B.,
Composition and antimicrobial activity of the essential oils of Helichrysum kraussii Sch. Bip. and H. rugulosum Less. from south Africa,
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Cavalli, Tomi, et al., 2003
Cavalli, J.-F.; Tomi, F.; Bernardini, A.-F.; Casanova, J.,
Composition and chemical variability of the bark oil of Cedrelopsis grevei H. Baillon from Madagascar,
Flavour Fragr. J., 2003, 18, 6, 532-538, https://doi.org/10.1002/ffj.1263
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Flamini, Luigi Cioni, et al., 2003
Flamini, G.; Luigi Cioni, P.; Morelli, I.,
Differences in the fragrances of pollen, leaves, and floral parts of garland (Chrysanthemum coronarium) and composition of the essential oils from flowerheads and leaves,
J. Agric. Food Chem., 2003, 51, 8, 2267-2271, https://doi.org/10.1021/jf021050l
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Jantan, Ling, et al., 2003
Jantan, I.; Ling, Y.E.; Romli, S.; Ayop, N.; Ahmad, A.S.,
A comparative study of the constituents of the essential oils of three Cinnamomum species from Malaysia,
J. Essent. Oil Res., 2003, 15, 6, 387-391, https://doi.org/10.1080/10412905.2003.9698618
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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
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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
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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
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Economakis, Skaltsa, et al., 2002
Economakis, C.; Skaltsa, H.; Demetzos, C.; Sokovic, M.; Thanos, C.A.,
Effect of phosphorus concentration of the nutrient solution on the volatile constituents of leaves and bracts of Origanum dictamnus,
J. Agric. Food Chem., 2002, 50, 22, 6276-6280, https://doi.org/10.1021/jf0203444
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Flamini, Cioni, et al., 2002
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Notes
Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, References
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