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
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- Other data available:
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Kovats' 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 | BP-1 | BP-1 | HP-5MS | SPB-1 |
| Column length (m) | 30. | 25. | 30. | 30. | 30. |
| Carrier gas | He | N2 | N2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 50. | 50. |
| Tend (C) | 280. | 220. | 220. | 250. | 250. |
| Heat rate (K/min) | 2. | 5. | 5. | 3. | 2. |
| Initial hold (min) | 8. | 10. | 2. | ||
| Final hold (min) | 30. | 13. | 3. | 5. | 5. |
| I | 1525. | 1520. | 1512. | 1523. | 1540. |
| Reference | Hazzit, Baaliouamer, et al., 2006 | Raina, Verma, et al., 2006 | Srivastava, Srivastava, et al., 2006 | Asuming, Beauchamp, et al., 2005 | Behera, Nagarajan, 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 | DB-1 | BP-1 | DB-1 | BP-5 |
| Column length (m) | 30. | 25. | 25. | 50. | 25. |
| Carrier gas | He | He | N2 | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.2 | 0.55 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 50. | 60. | 60. | 80. | 60. |
| Tend (C) | 250. | 220. | 220. | 225. | 200. |
| Heat rate (K/min) | 0.5 | 3. | 5. | 4. | 3. |
| Initial hold (min) | 5. | ||||
| Final hold (min) | 10. | 15. | |||
| I | 1524. | 1522. | 1516. | 1512. | 1524. |
| Reference | Viña and Murillo, 2003 | Mevy, Bessiere, et al., 2002 | Raina, Srivastava, et al., 2002 | Palá-Paúl, Velasco-Negueruela, et al., 2001 | Weissbecker B., Van Loon J.J.A., et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | DB-5 | CP Sil 5 CB | CP Sil 8 CB | DB-5 |
| Column length (m) | 30. | 30. | 30. | 25. | 30. |
| Carrier gas | He | He | Ar | Ar | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.15 | |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.12 | |
| Tstart (C) | 60. | 60. | 60. | 60. | 40. |
| Tend (C) | 280. | 240. | 220. | 220. | 210. |
| Heat rate (K/min) | 4. | 4. | 3. | 3. | 2. |
| Initial hold (min) | 2. | ||||
| Final hold (min) | 120. | ||||
| I | 1522. | 1523. | 1509. | 1522. | 1519. |
| Reference | Sajjadi and Ghassemi, 1999 | da Silva, Zoghbi, et al., 1999 | Szafranek, Malinski, et al., 1998 | Szafranek, Malinski, et al., 1998 | Loayza, Abujder, et al., 1995 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary |
|---|---|
| Active phase | DB-1 |
| Column length (m) | 28. |
| Carrier gas | He |
| Substrate | |
| Column diameter (mm) | 0.25 |
| Phase thickness (μm) | 0.25 |
| Tstart (C) | 50. |
| Tend (C) | 270. |
| Heat rate (K/min) | 4. |
| Initial hold (min) | 1. |
| Final hold (min) | |
| I | 1510. |
| Reference | Saad, El-Sharkawy, et al., 1995 |
| Comment | MSDC-RI |
References
Go To: Top, Kovats' 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.
Hazzit, Baaliouamer, et al., 2006
Hazzit, M.; Baaliouamer, A.; Faleiro, M.L.; Miguel, M.G.,
Composition of the Essential Oils of Thymus and Origanum Species from Algeria and Their Antioxidant and Antimicrobial Activities,
J. Agric. Food Chem., 2006, 54, 17, 6314-6321, https://doi.org/10.1021/jf0606104
. [all data]
Raina, Verma, et al., 2006
Raina, V.K.; Verma, S.C.; Dhawan, S.; Khan, M.; Ramesh, S.; Singh, S.C.; Yadav, A.; Srivastava, S.K.,
Essential oil composition of Murraya exotica from the plains of northern India,
Flavour Fragr. J., 2006, 21, 1, 140-142, https://doi.org/10.1002/ffj.1547
. [all data]
Srivastava, Srivastava, et al., 2006
Srivastava, A.K.; Srivastava, S.K.; Syamsundar, K.V.,
Volatile composition of Curcuma angustifolia Roxb. rhizome from central and southern India,
Flavour Fragr. J., 2006, 21, 3, 423-426, https://doi.org/10.1002/ffj.1680
. [all data]
Asuming, Beauchamp, et al., 2005
Asuming, W.A.; Beauchamp, P.S.; Descalzo, J.T.; Dev, B.C.; Dev, V.; Frost, S.; Ma, C.W.,
Essential oil composition of four Lomatium Raf. species and their chemotaxonomy,
Biochem. Syst. Ecol., 2005, 33, 1, 17-26, https://doi.org/10.1016/j.bse.2004.06.005
. [all data]
Behera, Nagarajan, et al., 2004
Behera, S.; Nagarajan, S.; Rao, L.J.M.,
Microwave heating and conventional roasting of cumin seeds (Cuminum cyminum L.) and effect on chemical composition of volatiles,
Food Chem., 2004, 87, 1, 25-29, https://doi.org/10.1016/j.foodchem.2003.10.012
. [all data]
Viña and Murillo, 2003
Viña, A.; Murillo, E.,
Essential oil composition from twelve varieties of basil (Ocimum spp) grown in Columbia,
J. Braz. Chem. Soc., 2003, 14, 5, 744-749, https://doi.org/10.1590/S0103-50532003000500008
. [all data]
Mevy, Bessiere, et al., 2002
Mevy, J.P.; Bessiere, J.-M.; Dherbomez, M.; Viano, J.,
Composition and some biological activities of the essential oils from an African pasture grass: Elionurus elegans Kunth.,
J. Agric. Food Chem., 2002, 50, 15, 4240-4243, https://doi.org/10.1021/jf0115140
. [all data]
Raina, Srivastava, et al., 2002
Raina, V.K.; Srivastava, S.K.; Jain, N.; Ahmad, A.; Syamasundar, K.V.; Aggarwal, K.K.,
Essential oil composition of Curcuma longa L. cv. Roma from the plains of northern India,
Flavour Fragr. J., 2002, 17, 2, 99-102, https://doi.org/10.1002/ffj.1053
. [all data]
Palá-Paúl, Velasco-Negueruela, et al., 2001
Palá-Paúl, J.; Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Sanz, J.,
Analysis of the volatile components of Argyranthemum adauctum (Link.) Humphries by gas chromatography-mass spectrometry,
J. Chromatogr. A, 2001, 923, 1-2, 295-298, https://doi.org/10.1016/S0021-9673(01)01003-2
. [all data]
Weissbecker B., Van Loon J.J.A., et al., 2000
Weissbecker B.; Van Loon J.J.A.; Posthumus M.A.; Bouwmeester H.J.; Dicke M.,
Identification of volatile potato sesquiterpenoids and their olfactory detection by the two-spotted stinkbug Perillus bioculatus,
J. Chem. Ecol., 2000, 26, 6, 1433-1445, https://doi.org/10.1023/A:1005535708866
. [all data]
Sajjadi and Ghassemi, 1999
Sajjadi, S.E.; Ghassemi, N.,
Volatile constituents of Nepeta glomerulosa Boiss. subsp. carmanica,
Flavour Fragr. J., 1999, 14, 5, 265-267, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<265::AID-FFJ822>3.0.CO;2-A
. [all data]
da Silva, Zoghbi, et al., 1999
da Silva, M.H.L.; Zoghbi, M.G.B.; Andrade, E.H.A.; Maia, J.G.S.,
The essential oils of Peperomia pellucida Kunth and P. circinnata link var. circinnata,
Flavour Fragr. J., 1999, 14, 5, 312-314, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<312::AID-FFJ835>3.0.CO;2-B
. [all data]
Szafranek, Malinski, et al., 1998
Szafranek, B.; Malinski, E.; Szafranek, J.,
The sesquiterpene composition of leaf cuticular neutral lipids of ten varieties of polish Solanum tuberosum,
J. Sci. Food Agric., 1998, 76, 4, 588-592, https://doi.org/10.1002/(SICI)1097-0010(199804)76:4<588::AID-JSFA994>3.0.CO;2-M
. [all data]
Loayza, Abujder, et al., 1995
Loayza, I.; Abujder, D.; Aranda, R.; Jakupovic, J.; Collin, G.; Deslauriers, H.; Jean, F.-I.,
Essential oils of Baccharis salicifolia, B. latifolia and B. dracunculifolia,
Phytochemistry, 1995, 38, 2, 381-389, https://doi.org/10.1016/0031-9422(94)00628-7
. [all data]
Saad, El-Sharkawy, et al., 1995
Saad, H.-E.A.; El-Sharkawy, S.H.; Halim, A.F.,
Essential oils of Daucus carota ssp. maximus,
Pharm. Acta Helv., 1995, 70, 1, 79-84, https://doi.org/10.1016/0031-6865(94)00054-Y
. [all data]
Notes
Go To: Top, Kovats' 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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