Cyclohexene, 3-(1,5-dimethyl-4-hexenyl)-6-methylene-, [S-(R*,S*)]-
- Formula: C15H24
- Molecular weight: 204.3511
- 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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Normal alkane RI, 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 | DB-Wax | RTX-Wax | DB-Wax | Supelcowax-10 | Supelcowax-10 |
Column length (m) | 30. | 60. | 60. | 30. | 30. |
Carrier gas | Hydrogen | He | N2 | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 30. | 60. | 70. | 40. | 50. |
Tend (C) | 230. | 230. | 230. | 210. | 250. |
Heat rate (K/min) | 8. | 2. | 2. | 2. | 4. |
Initial hold (min) | 5. | 2. | 2. | 1. | |
Final hold (min) | 10. | 35. | 20. | 33. | 10. |
I | 1767. | 1761. | 1764. | 1771. | 1754. |
Reference | Karlsson, Birgersson, et al., 2009 | Paolini, Tomi, et al., 2008 | Choi, 2006 | Garneau F.X., Collin G., et al., 2006 | Wong, Sivasothy, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CP-Wax | CP-Wax 52CB | CP-Wax 52CB | Carbowax | Supelcowax-10 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 40. | 40. | 40. | 40. | 50. |
Tend (C) | 180. | 220. | 220. | 200. | 220. |
Heat rate (K/min) | 5. | 4. | 4. | 4. | 4. |
Initial hold (min) | 2. | 1. | 1. | 3. | |
Final hold (min) | 30. | ||||
I | 1752. | 1776. | 1776. | 1764. | 1729. |
Reference | Ka, Choi, et al., 2005 | Rohloff and Bones, 2005 | Rohloff and Bones, 2005 | Szafranek, Chrapkowska, et al., 2005 | Wong, Lee, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-Wax | HP-Innowax | Innowax | DB-Wax | DB-Wax |
Column length (m) | 60. | 50. | 60. | 60. | 60. |
Carrier gas | Helium | He | N2 | N2 | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.2 | 0.25 | 0.25 | ||
Tstart (C) | 70. | 50. | 60. | 70. | 70. |
Tend (C) | 210. | 220. | 220. | 230. | 230. |
Heat rate (K/min) | 2. | 4. | 4. | 2. | 2. |
Initial hold (min) | 5. | 10. | 2. | 2. | |
Final hold (min) | 60. | 10. | 20. | 20. | |
I | 1771. | 1787. | 1783. | 1750. | 1772. |
Reference | Mookdasanit, Tamura, et al., 2003 | Stashenko, Jaramillo, et al., 2003 | Suleimenov, Atazharova, et al., 2003 | Tu, Onishi, et al., 2003 | Tu, Onishi, et al., 2003, 2 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Carbowax 20M | DB-Wax | DB-Wax | Innowax | Innowax |
Column length (m) | 30. | 60. | 60. | 60. | 60. |
Carrier gas | He | N2 | N2 | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.325 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 50. | 70. | 70. | 60. | 60. |
Tend (C) | 215. | 230. | 230. | 220. | 220. |
Heat rate (K/min) | 4. | 2. | 2. | 4. | |
Initial hold (min) | 2. | 10. | 10. | ||
Final hold (min) | 20. | 20. | 10. | ||
I | 1776. | 1760. | 1782. | 1783. | 1783. |
Reference | Kasali, Winterhalter, et al., 2002 | Tu, Onishi, et al., 2002 | Tu, Thanh, et al., 2002 | Baser, Özek, et al., 2000 | Kaya, Baser, et al., 1999 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-Wax | Supelcowax-10 | TC-Wax | DB-Wax | Carbowax 20M |
Column length (m) | 30. | 30. | 60. | 60. | 45. |
Carrier gas | N2 | He | Hydrogen | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.32 |
Phase thickness (μm) | 0.25 | 0.25 | 1.0 | ||
Tstart (C) | 45. | 60. | 80. | 50. | 60. |
Tend (C) | 220. | 240. | 240. | 180. | 200. |
Heat rate (K/min) | 3. | 4. | 3. | 2.5 | 2. |
Initial hold (min) | 5. | 5. | 5. | ||
Final hold (min) | |||||
I | 1794. | 1770. | 1776. | 1773. | 1755. |
Reference | Molleken U., Sinnwell V., et al., 1998 | Zunino, Novillo-Newton, et al., 1997 | Shuichi, Masazumi, et al., 1996 | Stashenko, Puertas, et al., 1996 | Kollmannsberger, Nitz, et al., 1992 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary |
---|---|---|---|
Active phase | DB-Wax | Supelcowax-10 | Supelcowax-10 |
Column length (m) | 60. | 30. | 30. |
Carrier gas | H2 | He | |
Substrate | |||
Column diameter (mm) | 0.25 | ||
Phase thickness (μm) | 0.25 | ||
Tstart (C) | 50. | 50. | 50. |
Tend (C) | 238. | 240. | 240. |
Heat rate (K/min) | 4. | 4. | 4. |
Initial hold (min) | 2. | 2. | |
Final hold (min) | 13. | 10. | 10. |
I | 1778. | 1776. | 1776. |
Reference | van Beek, Kleis, et al., 1989 | Ramaswami, Briscese, et al., 1988 | Ramaswami, Briscese, et al., 1986 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, 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.
Karlsson, Birgersson, et al., 2009
Karlsson, M.F.; Birgersson, G.; Prado, A.M.C.; Bosa, F.; Bengtsson, M.; Witzgall, P.,
Plant Odor Analysis of Potato: Responce of Guatemalan Moth to Above- and Background Potato Volatiles,
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Paolini, Tomi, et al., 2008
Paolini, J.; Tomi, P.; Bernardini, A.-F.; Bradesi, P.; Casanova, J.; Kaloustian, J.,
Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy,
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Choi, 2006
Choi, H.-S.,
Headspace analyses of fresh leaves and stems of Angelica gigas Nakai, a Korean medicinal herb,
Flavour Fragr. J., 2006, 21, 4, 604-608, https://doi.org/10.1002/ffj.1602
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Garneau F.X., Collin G., et al., 2006
Garneau F.X.; Collin G.; Gagnon H.; Jean F.I.; Strobl H.; Pichette A.,
The essential oil composition of Devil's Club, Oplopanax horridus J. E. Smith Miq.,
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Wong, Sivasothy, et al., 2006
Wong, K.C.; Sivasothy, Y.; Boey, P.L.,
Essential oil of Elettariopsis elan C.K. Lim,
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Ka, Choi, et al., 2005
Ka, M.-H.; Choi, E.H.; Chun, H.-S.; Lee, K.-G.,
Antioxidative Activity of Volatile Extracts Isolated from Angelica tenuissimae Roots, Peppermint Leaves, Pine Needles, and Sweet Flag Leaves,
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Rohloff and Bones, 2005
Rohloff, J.; Bones, A.M.,
Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication,
Phytochemistry, 2005, 66, 16, 1941-1955, https://doi.org/10.1016/j.phytochem.2005.06.021
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Szafranek, Chrapkowska, et al., 2005
Szafranek, B.; Chrapkowska, K.; Pawinska, M.; Szafranek, J.,
Analysis of leaf surface sesquiterpenes in potato varieties,
J. Agric. Food Chem., 2005, 53, 8, 2817-2822, https://doi.org/10.1021/jf040437g
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Wong, Lee, et al., 2005
Wong, K.C.; Lee, B.C.; Lam, N.F.; Ibrahim, P.,
Essential oils of the rhizomes of Alpinia conchigera Griff. and Alpinia latilabris Ridl.,
Flavour Fragr. J., 2005, 20, 4, 431-433, https://doi.org/10.1002/ffj.1458
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Mookdasanit, Tamura, et al., 2003
Mookdasanit, J.; Tamura, H.; Yoshizawa T.; Tokunaga T.; Nakanishi, K.,
Trace Volatile Compounds in Essential Oil of Citrus Sudachi by Means of Modified Solvent Extraction Method,
Food Sci Technol. Res., 2003, 9, 1, 54-61, https://doi.org/10.3136/fstr.9.54
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Stashenko, Jaramillo, et al., 2003
Stashenko, E.E.; Jaramillo, B.E.; Martínez, J.R.,
Comparación de la composición química y de la actividad antioxidante in vitro de los metabolitos secundarios volátiles de plantas de la familia verbenaceae,
Rev. Acad. Colomb. Cienc. Exactas Fis. Nat., 2003, 27, 105, 579-597. [all data]
Suleimenov, Atazharova, et al., 2003
Suleimenov, E.M.; Atazharova, G.A.; Demirchi, B.; Baser, K.H.C.; Adekenov, S.M.,
Essential oil composition of Artemisia Lercheana and A. Sieversiana of Kazakhstan flora
in Recent problems of development of new medicines of natural origin, Proceedings of symposium, St.Petersburg - Pushkin, 2003, 382-385. [all data]
Tu, Onishi, et al., 2003
Tu, N.T.M.; Onishi, Y.; Son, U.S.; Ogawa, E.; Ukeda, H.; Sawamura, M.,
Characteristic odour components of Citrus inflata Hort. Ex Tanaka (Mochiyu) cold-pressed peel oil,
Flavour Fragr. J., 2003, 18, 5, 454-459, https://doi.org/10.1002/ffj.1252
. [all data]
Tu, Onishi, et al., 2003, 2
Tu, N.T.M.; Onishi, Y.; Choi, H.S.; Kondo, Y.; Ukeda, H.; Sawamura, M.,
Characteristic odour components of Citrus sp. (Kiyookadaidai) cold-pressed peel oil,
Flavour Fragr. J., 2003, 18, 6, 515-520, https://doi.org/10.1002/ffj.1260
. [all data]
Kasali, Winterhalter, et al., 2002
Kasali, A.A.; Winterhalter, P.; Adio, A.M.; Knapp, H.; Bonnlander, B.,
Chromenes in Ageratum conyzoides L.,
Flavour Fragr. J., 2002, 17, 4, 247-250, https://doi.org/10.1002/ffj.1099
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Tu, Onishi, et al., 2002
Tu, N.T.M.; Onishi, Y.; Choi, H.-S.; Kondo, Y.; Bassore, S.M.; Ukeda, H.; Sawamura, M.,
Characteristic odor components of Citrus sphaerocarpa Tanaka (Kabosu) cold-pressed peel oil,
J. Agric. Food Chem., 2002, 50, 10, 2908-2913, https://doi.org/10.1021/jf011578a
. [all data]
Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M.,
Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils,
Flavour Fragr. J., 2002, 17, 3, 169-174, https://doi.org/10.1002/ffj.1076
. [all data]
Baser, Özek, et al., 2000
Baser, K.H.C.; Özek, T.; Demirci, B.; Kürkcüoglu, M.; Aytac, Z.; Duman, H.,
Composition of the essential oils of Zosima absinthifolia (Vent.) Link and Ferula elaeochytris Korovin from Turkey,
Flavour Fragr. J., 2000, 15, 6, 371-372, https://doi.org/10.1002/1099-1026(200011/12)15:6<371::AID-FFJ919>3.0.CO;2-Z
. [all data]
Kaya, Baser, et al., 1999
Kaya, A.; Baser, K.H.C.; Demirci, B.; Koca, F.,
The essential oil of Acinos alpinus (L.) Moench growing in Turkey,
Flavour Fragr. J., 1999, 14, 1, 55-59, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<55::AID-FFJ784>3.0.CO;2-Q
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Molleken U., Sinnwell V., et al., 1998
Molleken U.; Sinnwell V.; Kubeczka K.H.,
TThe essential oil composition of fruits from Smyrnium perfoliatum,
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Zunino, Novillo-Newton, et al., 1997
Zunino, M.P.; Novillo-Newton, M.; Maestri, D.M.; Zygadlo, J.A.,
Composition of the essential oil of Baccharis crispa Spreng. and Baccharis salicifolia Pers. grown in Cordoba (Argentina),
Flavour Fragr. J., 1997, 12, 6, 405-407, https://doi.org/10.1002/(SICI)1099-1026(199711/12)12:6<405::AID-FFJ667>3.0.CO;2-R
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Shuichi, Masazumi, et al., 1996
Shuichi, H.; Masazumi, N.; Hiromu, K.; Kiyoshi, F.,
Comparison of volatile compounds berween the crude drugs, Onji-tsutsu and Onji-niki,
Nippon nogei kagaku kaishi, 1996, 70, 2, 151-160. [all data]
Stashenko, Puertas, et al., 1996
Stashenko, E.E.; Puertas, M.A.; Combariza, M.Y.,
Volatile secondary metabolites from Spilanthes americana obtained by simultaneous steam distillation--solvent extraction and supercritical fluid extraction,
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Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F.,
UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok),
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van Beek, Kleis, et al., 1989
van Beek, T.A.; Kleis, R.; Posthumus, M.A.; van Veldhuizen, A.,
Essential oil of Amyris balsamifera,
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Ramaswami, Briscese, et al., 1988
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
in Flavors and Fragrances: A World Perspective. Proceedings of the 10th International Congress of Essential Oils, Fragrances and Flavors, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Elsevier, New York, 1988, 951-980. [all data]
Ramaswami, Briscese, et al., 1986
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
in Flavors and Fragrances: A World Perspective, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Proceedings of the 10th International Congress of Essential Oils, Fragrances, and Flavors, Washington, DC, 1986, 951-959. [all data]
Notes
Go To: Top, Normal alkane RI, 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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