3-Cyclohexen-1-ol, 1-(1,5-dimethyl-4-hexenyl)-4-methyl-
- Formula: C15H26O
- Molecular weight: 222.3663
- IUPAC Standard InChI: InChI=1S/C15H26O/c1-12(2)6-5-7-14(4)15(16)10-8-13(3)9-11-15/h6,8,14,16H,5,7,9-11H2,1-4H3/t14-,15+/m0/s1
- IUPAC Standard InChIKey: WTVHAMTYZJGJLJ-LSDHHAIUSA-N
- CAS Registry Number: 15352-77-9
- 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-Bisabolol
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Normal alkane 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 | Polydimethyl siloxane with 5 % Ph | SE-30 MS | HP-5 | HP-5 | DB-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 25. |
| Carrier gas | Helium | Helium | Helium | Nitrogen | Nitrogen |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.22 | |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 80. | 50. | 50. | 50. | 50. |
| Tend (C) | 200. | 250. | 280. | 280. | 300. |
| Heat rate (K/min) | 5. | 5. | 5. | 5. | 6.5 |
| Initial hold (min) | 5. | 2. | 1. | 2. | |
| Final hold (min) | 25. | 10. | 5. | 1. | 7. |
| I | 1662. | 1676. | 1671. | 1674. | 1668. |
| Reference | Priya, Prathapan, et al., 2012 | Menichini, Tundis, et al., 2011 | Lago, Favero, et al., 2009 | Bousaada, Ammar, et al., 2008 | Chieng, Assim, et al., 2008 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | DB-5 | BP-1 | DB-5 | DB-5 |
| Column length (m) | 30. | 30. | 30. | 30. | |
| Carrier gas | He | Helium | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.26 | 0.26 | 0.25 | 0.25 | |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 240. | 290. | 220. | 240. | 320. |
| Heat rate (K/min) | 3. | 3. | 5. | 2. | 10. |
| Initial hold (min) | |||||
| Final hold (min) | 6. | 4. | |||
| I | 1671. | 1671. | 1672. | 1662. | 1684. |
| Reference | Bos, Woerdenbag, et al., 2007 | Elfami, Bos, et al., 2007 | Kiran, Devi, et al., 2007 | Miyazawa and Tamura, 2007 | Smelcerovic, Spiteller, 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 | BP-1 | CP-Sil 5 CB | DB-5 | DB-5 |
| Column length (m) | 30. | 25. | 30. | 30. | |
| Carrier gas | Helium | Helium | Hydrogen | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.26 | 0.25 | 0.25 | 0.25 | |
| Phase thickness (μm) | 0.25 | 0.15 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 60. | 50. | 60. | 60. |
| Tend (C) | 290. | 220. | 230. | 200. | 260. |
| Heat rate (K/min) | 3. | 5. | 3. | 2. | 5. |
| Initial hold (min) | |||||
| Final hold (min) | 6. | 60. | |||
| I | 1671. | 1672. | 1661. | 1670. | 1680. |
| Reference | Elfami, Komar, et al., 2006 | Kiran, Bhavani, et al., 2006 | Olawore, Usman, et al., 2006 | Rout, Naik, et al., 2006 | Sabulal, Dan, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | HP-5MS | DB-5 | DB-5 | CP Sil 5 CB |
| Column length (m) | 30. | 30. | 30. | 30. | 20. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 70. | 60. | 40. | 60. | 100. |
| Tend (C) | 240. | 280. | 260. | 300. | 270. |
| Heat rate (K/min) | 5. | 3. | 2. | 3. | 8. |
| Initial hold (min) | 5. | 2. | |||
| Final hold (min) | 20. | ||||
| I | 1671. | 1675. | 1671. | 1661. | 1674. |
| Reference | Oyedeji, Yani, et al., 2005 | Petrakis, Roussis, et al., 2005 | Senatore, Apostolides Arnold, et al., 2005 | Limberger, Sobral, et al., 2004 | Thappa, Bakshi, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | HP-1 | RSL-200 | DB-5 | DB-5 |
| Column length (m) | 15. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | H2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.53 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 1.2 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 120. | 70. | 40. | 60. | 60. |
| Tend (C) | 220. | 200. | 280. | 240. | 240. |
| Heat rate (K/min) | 4. | 10. | 6. | 3. | 3. |
| Initial hold (min) | 5. | ||||
| Final hold (min) | 5. | ||||
| I | 1670. | 1664. | 1667. | 1673. | 1669. |
| Reference | Braun, Meier, et al., 2003 | Fekam Boyom, Amvam Zollo, et al., 2003 | Jirovetz, Buchbauer, et al., 2003 | da Silva, Luz, et al., 2003 | Zoghbi, Andrade, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | RSL-200 | HP-5 | DB-1 | OV-101 | Methyl Silicone |
| Column length (m) | 30. | 30. | 50. | 50. | 50. |
| Carrier gas | H2 | H2 | He | N2 | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.17 | 0.17 |
| Tstart (C) | 40. | 40. | 70. | 50. | 80. |
| Tend (C) | 280. | 280. | 240. | 220. | 200. |
| Heat rate (K/min) | 6. | 4. | 4. | 5. | 2. |
| Initial hold (min) | 5. | ||||
| Final hold (min) | 5. | ||||
| I | 1666. | 1671. | 1633. | 1666. | 1666. |
| Reference | Jirovetz, Buchbauer, et al., 2002 | Velickovic, Randjelovic, et al., 2002 | Palá-Paúl, Pérez-Alonso, et al., 1999 | Chacko, Jayalekshmy, et al., 1996 | Gopalakrishnan, Menon, et al., 1993 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary |
|---|---|
| Active phase | Methyl Silicone |
| Column length (m) | 50. |
| Carrier gas | N2 |
| Substrate | |
| Column diameter (mm) | 0.25 |
| Phase thickness (μm) | 0.17 |
| Tstart (C) | 80. |
| Tend (C) | 200. |
| Heat rate (K/min) | 3. |
| Initial hold (min) | |
| Final hold (min) | |
| I | 1666. |
| Reference | Gopalakrishnan, Menon, et al., 1993 |
| Comment | MSDC-RI |
References
Go To: Top, Normal alkane 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.
Priya, Prathapan, et al., 2012
Priya, R.; Prathapan, A.; Raghu, K.G.; Menon, A.N.,
Chemical composition and in vitro antioxidative potential of essential oil isolated from Curcuma longa L. leaves,
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Menichini, Tundis, et al., 2011
Menichini, F.; Tundis, R.; Bonesi, M.; de Cindio, B.; Loizzo, M.R.; Conforti, F.; Statti, G.A.; Menabeni, R.; Bettini, R.; Menichini, F.,
Chemical composition and bioactivity of Citrus medica L. cv. Diamante essential oil obtained by hydrodistillation, cold-pressing and supercritical carbon dioxide extraction,
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Lago, Favero, et al., 2009
Lago, J.H.G.; Favero, O.A.; Romoff, P.,
Chemical composition and seasonal variations of the volatile oils from leaves of Michelia champaca L., Magnoliaceae,
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Bousaada, Ammar, et al., 2008
Bousaada, O.; Ammar, S.; Saidana, D.; Chriaa, J.; Chraif, I.; Daami, M.; Helal, A.N.; Mighri, Z.,
Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia,
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Chieng, Assim, et al., 2008
Chieng, T.C.; Assim, Z.B.; Fasihuddin, B.A.,
Toxicity and antitermite activities of the essential oils from Piper sarmentosum,
The Malaysian J. Anal. Sci., 2008, 12, 1, 234-239. [all data]
Bos, Woerdenbag, et al., 2007
Bos, R.; Woerdenbag, H.J.; Kayser, O.; Quax, W.J.; Ruslan, K.; Elfami,
Essential oil constituents of Piper cubeba L. fils. from Indonesia,
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Elfami, Bos, et al., 2007
Elfami; Bos, R.; Ruslan, K.; Woerdenbag, H.J.; Kayser, P.; Quax, W.J.,
Essential Oil Constituents of Piper cubeba from Indonesia, 2007, 53-60. [all data]
Kiran, Devi, et al., 2007
Kiran, S.R.; Devi, P.S.; Reddy, K.J.,
Bioactivity of essential oils and sesquiterpenes of Chloroxylon swietenia DC against Helicoverpa armigera,
Current Science, 2007, 93, 4, 544-548. [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]
Smelcerovic, Spiteller, et al., 2007
Smelcerovic, A.; Spiteller, M.; Ligon, A.P.; Smelcerovic, Z.; Raabe, N.,
Essential oil composition of Hypericum L. species from Southeastern Serbia and their chemotaxonomy,
Biochem. Syst. Ecol., 2007, 35, 2, 99-113, https://doi.org/10.1016/j.bse.2006.09.012
. [all data]
Elfami, Komar, et al., 2006
Elfami, R.B.; Komar, R.; Woerdenbag, H.J.; Kayser, P.; Quax, W.J.,
Essential oil constituents of Piper cubeba from Indonesia, 2006, retrieved from http://dissertations.ub.rug.nl/FILES/facultiew/science/2006/elfahmi/05c5.pdf. [all data]
Kiran, Bhavani, et al., 2006
Kiran, S.R.; Bhavani, K.; Devi, P.S.; Rao, B.R.R.; Reddy, K.J.,
Composition and alrvicidal activity of leaves and stem essential oils of Chloroxylon swietenia DC against Aedes aegypti and Anopheles stephensi,
Biores. Technol., 2006, 97, 18, 2481-2484, https://doi.org/10.1016/j.biortech.2005.10.003
. [all data]
Olawore, Usman, et al., 2006
Olawore, N.O.; Usman, L.A.; Ogunwande, I.A.; Adeleke, K.A.,
Constituents of rhizome essential oils of two types of Cyperus articulatus L. grown in Nigeria,
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. [all data]
Rout, Naik, et al., 2006
Rout, P.K.; Naik, S.N.; Rao, Y.R.,
Composition of the concrete, absolute, headspace and essential oil of the flowers of Michelia champaca Linn.,
Flavour Fragr. J., 2006, 21, 6, 906-911, https://doi.org/10.1002/ffj.1742
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Sabulal, Dan, et al., 2006
Sabulal, B.; Dan, M.; Anil, J.J.; Kurup, R.; Pradeep, N.S.; Valsamma, R.K.; George, V.,
Caryophyllene-rich rhizome oil of Zingiber nimmonii from South India: Chemical characterization and antimicrobial activity,
Phytochemistry, 2006, 67, 22, 2469-2473, https://doi.org/10.1016/j.phytochem.2006.08.003
. [all data]
Oyedeji, Yani, et al., 2005
Oyedeji, O.A.; Yani, V.V.; Afolayan, A.J.,
Chemical composition of the essential oil from Arctotis arctotoides (L.F.) O. Hoffm. (syn. Vendium arctotoides Less.),
Flavour Fragr. J., 2005, 20, 2, 232-234, https://doi.org/10.1002/ffj.1437
. [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]
Senatore, Apostolides Arnold, et al., 2005
Senatore, F.; Apostolides Arnold, N.; Bruno, M.,
Volatile components of Centaurea eryngioides Lam. and Centaurea liberica Trev. var. hermonis Boiss. Lam., two Asteraceae growing wild in Lebanon,
Nat. Prod. Res., 2005, 19, 8, 749-754, https://doi.org/10.1080/14786410412331302136
. [all data]
Limberger, Sobral, et al., 2004
Limberger, R.P.; Sobral, M.; Henriques, A.T.; Menut, C.; Bessière, J.-M.,
Óleos voláteis de espécies de Myrcia nativas do rio grande do sul,
Quim. Nova, 2004, 27, 6, 916-919, https://doi.org/10.1590/S0100-40422004000600015
. [all data]
Thappa, Bakshi, et al., 2004
Thappa, R.K.; Bakshi, S.K.; Dhar, L.; Agarwal, S.G.; Kitchlu, S.; Kaul, M.K.; Suri, K.A.,
Significance of changed climatic factors on essential oil composition of Echinacea purpurea under subtropical conditions,
Flavour Fragr. J., 2004, 19, 5, 452-454, https://doi.org/10.1002/ffj.1352
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Braun, Meier, et al., 2003
Braun, N.A.; Meier, M.; Schmaus, G.; Hölscher, B.; Pickenhagen, W.,
Enantioselectivity in odor perception: synthesis and olfactory properties of iso-β-bisabolol, a new natural product,
Helv. Chim. Acta, 2003, 86, 7, 2698-2708, https://doi.org/10.1002/hlca.200390219
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Fekam Boyom, Amvam Zollo, et al., 2003
Fekam Boyom, F.; Amvam Zollo, P.H.; Agnaniet, H.; Menut, C.; Bessière, J.M.,
Aromatic plants of tropical central Africa. Part XLIII volatiles components from Uvariastrum pierreanum Engl. (Engl. Diels) growing in Cameroon,
Flavour Fragr. J., 2003, 18, 4, 296-298, https://doi.org/10.1002/ffj.1218
. [all data]
Jirovetz, Buchbauer, et al., 2003
Jirovetz, L.; Buchbauer, G.; Shafi, M.P.; Leela, N.K.,
Analysis of the essential oils of the leaves, stems, rhizomes and roots of the medicinal plant Alpinia galanga from southern India,
Acta Pharm. Hung., 2003, 53, 73-81. [all data]
da Silva, Luz, et al., 2003
da Silva, J.D.; Luz, A.I.R.; da Silva, M.H.L.; Andrade, E.H.A.; Soghbi, M.G.B.; Maia, J.G.S.,
Essential oils of the leaves and stems of four Psidium spp.,
Flavour Fragr. J., 2003, 18, 3, 240-243, https://doi.org/10.1002/ffj.1219
. [all data]
Zoghbi, Andrade, et al., 2003
Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.; Carreira, L.M.M.; Maia, J.G.S.,
Essential oils from three Myrcia species,
Flavour Fragr. J., 2003, 18, 5, 421-424, https://doi.org/10.1002/ffj.1242
. [all data]
Jirovetz, Buchbauer, et al., 2002
Jirovetz, L.; Buchbauer, G.; Ngassoum, M.B.; Geissler, M.,
Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry,
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Velickovic, Randjelovic, et al., 2002
Velickovic, D.T.; Randjelovic, N.V.; Ristic, M.S.; Smelcerovic, A.A.; Velickovic, A.S.,
Chemical composition and antimicrobial action of the ethanol extracts of Salvia pratensis L., Salvia glutinosa L. and Salvia aethiopis L.,
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. [all data]
Palá-Paúl, Pérez-Alonso, et al., 1999
Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A.; Ramos-Vázquez, P.; Gómez-Contreras, F.; Sanz, J.,
Essential oil of Santolina rosmarinifolia L. ssp. rosmarinifolia: first isolation of capillene, a diacetylene derivative,
Flavour Fragr. J., 1999, 14, 2, 131-134, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<131::AID-FFJ794>3.0.CO;2-7
. [all data]
Chacko, Jayalekshmy, et al., 1996
Chacko, S.; Jayalekshmy, A.; Gopalakrishnan, M.; Narayanan, C.S.,
Roasting studies on black pepper (Piper nigrum L.),
Flavour Fragr. J., 1996, 11, 5, 305-310, https://doi.org/10.1002/(SICI)1099-1026(199609)11:5<305::AID-FFJ588>3.0.CO;2-1
. [all data]
Gopalakrishnan, Menon, et al., 1993
Gopalakrishnan, M.; Menon, N.; Padmakumari, K.P.; Jayalekshmy, A.; Narayanan, C.S.,
GC Analysis and Odor Profiles of Four New Indian Genotypes of Piper nigrum L.,
J. Essent. Oil Res., 1993, 5, 3, 247-253, https://doi.org/10.1080/10412905.1993.9698217
. [all data]
Notes
Go To: Top, Normal alkane 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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