2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, trans-
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChIKey: HPOHAUWWDDPHRS-VHSXEESVSA-N
- CAS Registry Number: 16721-39-4
- 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: (1R,6R)-6-Isopropyl-3-methylcyclohex-2-enol, rel-; p-Menth-1-en-3-ol, trans-; trans-p-Menth-1-en-3-ol; trans-Piperitol; 6-Isopropyl-3-methyl-2-cyclohexen-1-ol, (E)-; E-Piperitol; trans-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-ol; 2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, (1R,6R)-rel-; Piperitol, trans-; trans-Pipertiol (=trans-p-Menth-1-en-3-ol); (E)-Piperitol acetate; Piperitol isomer; trans-Piperitol (trans-p-menth-1-en-3-ol); trans-piperitol (= trans- pmenth-1-en-3-ol); trans-6-(isopropyl)-3-methylcyclohex-2-en-1-ol
- Permanent link for this species. Use this link for bookmarking this species for future reference.
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- Other data available:
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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 | BP-1 | HP-5 | CP Sil 5 CB | BP-1 |
Column length (m) | 30. | 50. | 30. | 30. | 50. |
Carrier gas | He | He | He | N2 | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.25 | 0.22 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 60. | 60. | 50. | 50. | 60. |
Tend (C) | 250. | 220. | 250. | 200. | 220. |
Heat rate (K/min) | 2. | 2. | 4. | 5. | 2. |
Initial hold (min) | 8. | 4. | |||
Final hold (min) | 30. | 20. | 10. | 20. | |
I | 1208. | 1189. | 1208. | 1196. | 1191. |
Reference | Benkaci-Ali, Baaliouamer, et al., 2007 | Lesueur, de Rocca Serra, et al., 2007 | Quijano, Salamanca, et al., 2007 | Andrianoelisoa H.S., Menut C., 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 | HP-5MS | RTX-1 | RTX-5 | DB-5 | HP-5 |
Column length (m) | 30. | 60. | 30. | 30. | 30. |
Carrier gas | He | He | 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) | 60. | 60. | 45. | 60. | 60. |
Tend (C) | 280. | 230. | 300. | 240. | 260. |
Heat rate (K/min) | 3. | 2. | 3. | 3. | 3. |
Initial hold (min) | 6. | ||||
Final hold (min) | 35. | 10. | |||
I | 1186. | 1189. | 1208. | 1208. | 1205. |
Reference | Pavlovic, Kovacevic, et al., 2006 | Paolini, Costa, et al., 2005 | Dugo, Mondello, et al., 2004 | Flamini, Cioni, et al., 2004 | Javidnia, Miri, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5MS | HP-5MS | HP-5 | HP-5 | DB-5 |
Column length (m) | 30. | 30. | 25. | 50. | 30. |
Carrier gas | He | He | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.2 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.33 | 0.2 | 0.25 |
Tstart (C) | 40. | 50. | 60. | 40. | 60. |
Tend (C) | 280. | 250. | 240. | 250. | 240. |
Heat rate (K/min) | 4. | 3. | 3. | 3. | 3. |
Initial hold (min) | 2. | 15. | |||
Final hold (min) | 7. | 40. | |||
I | 1211. | 1209. | 1208. | 1209. | 1208. |
Reference | Mardarowicz, Wianowska, et al., 2004 | Salido, Valenzuela, et al., 2004 | Sartoratto, Machado, et al., 2004 | Stashenko, Jaramillo, et al., 2004 | Bader, Flamini, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | RTX-5 | HP-5 | HP-5 | CP Sil 5 CB | HP-5 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | N2 | H2 | 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) | 45. | 60. | 60. | 60. | 60. |
Tend (C) | 250. | 280. | 220. | 280. | 280. |
Heat rate (K/min) | 3. | 3. | 5. | 2. | 3. |
Initial hold (min) | 6. | 10. | 10. | 5. | |
Final hold (min) | 40. | ||||
I | 1201. | 1208. | 1207. | 1180. | 1205. |
Reference | Shellie, Marriott, et al., 2003 | Tsiri, Kretsi, et al., 2003 | Flamini, Cioni, et al., 2002 | Pino, Marbot, et al., 2002 | Aligiannis, Kalpoutzakis, et al., 2001 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | BP-1 | HP-5MS | HP-5 | OV-1 | BP-1 |
Column length (m) | 50. | 30. | 30. | 25. | 50. |
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.22 | 0.25 | 0.20 | 0.25 | 0.22 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.3 | 0.25 |
Tstart (C) | 60. | 50. | 60. | 50. | 60. |
Tend (C) | 220. | 250. | 180. | 200. | 230. |
Heat rate (K/min) | 2. | 3. | 4. | 3. | 2. |
Initial hold (min) | 8. | 1. | |||
Final hold (min) | 20. | 2. | 20. | 35. | |
I | 1187. | 1209. | 1193. | 1187. | 1183. |
Reference | Rezzi, Cavaleiro, et al., 2001 | Salido, Altarejos, et al., 2001 | Alonzo, Bosco, et al., 2000 | Bicchi, Rubiolo, et al., 1998 | Mariotti, Costa, et al., 1997 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary |
---|---|---|---|
Active phase | Methyl Silicone | HP-101 | DB-5 |
Column length (m) | 25. | 50. | 60. |
Carrier gas | He | N2 | He |
Substrate | |||
Column diameter (mm) | 0.2 | 0.25 | 0.32 |
Phase thickness (μm) | 0.3 | 1. | |
Tstart (C) | 40. | 70. | 40. |
Tend (C) | 200. | 200. | 220. |
Heat rate (K/min) | 2. | 3. | 3. |
Initial hold (min) | |||
Final hold (min) | |||
I | 1203. | 1216. | 1202. |
Reference | Píry, Príbela, et al., 1995 | Chung, Eiserich, et al., 1993 | Le Quere and Latrasse, 1990 |
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]
Lesueur, de Rocca Serra, et al., 2007
Lesueur, D.; de Rocca Serra, D.; Bighelli, A.; Hoi, T.M.; Ban, N.K.; Thai, T.H.; Casanova, J.,
Chemical composition and antibacterial activity of the essential oil of Michelia foveolata Merryll ex Dandy from Vietnam,
Flavour Fragr. J., 2007, 22, 4, 317-321, https://doi.org/10.1002/ffj.1799
. [all data]
Quijano, Salamanca, et al., 2007
Quijano, C.E.; Salamanca, G.; Pino, J.A.,
Aroma volatile constituents of Colombian varieties of mango (Mangifera indica L.),
Flavour Fragr. J., 2007, 22, 5, 401-406, https://doi.org/10.1002/ffj.1812
. [all data]
Andrianoelisoa H.S., Menut C., et al., 2006
Andrianoelisoa H.S.; Menut C.; de Chatelperron P.C.; Saracco J.; Ramanoelina P.; Danthu P.,
Intraspecific chemical variability and highlighting of chemotypes of leaf essential oils from Ravensara aromatica Sonnerat a tree endemic to Madagascar,
Flavour Fragr. J., 2006, 21, 5, 833-838, https://doi.org/10.1002/ffj.1735
. [all data]
Gonny, Cavaleiro, et al., 2006
Gonny, M.; Cavaleiro, C.; Salgueiro, L.; Casanova, J.,
Analysis of Juniperus communis subsp. alpina needle, berry, wood and root oils by combination of GC, GC/MS and 13C-NMR,
Flavour Fragr. J., 2006, 21, 1, 99-106, https://doi.org/10.1002/ffj.1527
. [all data]
Pavlovic, Kovacevic, et al., 2006
Pavlovic, M.; Kovacevic, N.; Tzakou, O.; Couladis, M.,
Essential oil composition of Anthemis triumfetti (L.) DC.,
Flavour Fragr. J., 2006, 21, 2, 297-299, https://doi.org/10.1002/ffj.1592
. [all data]
Paolini, Costa, et al., 2005
Paolini, J.; Costa, J.; Bernardini, A.,
Analysis of the essential oil from aerial parts of Eupatorium cannabinum subsp. corsicum (L.) by gas chromatography with electron impact and chemical ionization mass spectrometry,
J. Chromatogr. A, 2005, 1076, 1-2, 170-178, https://doi.org/10.1016/j.chroma.2005.03.131
. [all data]
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),
J. Essent. Oil Res., 2004, 16, 4, 328-333, https://doi.org/10.1080/10412905.2004.9698734
. [all data]
Flamini, Cioni, et al., 2004
Flamini, G.; Cioni, P.L.; Morelli, I.; Maccioni, S.; Baldini, R.,
Phytochemical typologies in some populations of Myrtus communis L. on Caprione Promontory (East Liguria, Italy),
Food Chem., 2004, 85, 4, 599-604, https://doi.org/10.1016/j.foodchem.2003.08.005
. [all data]
Javidnia, Miri, et al., 2004
Javidnia, K.; Miri, R.; Jafari, A.; Rezai, H.,
Analysis of the volatile constituents of Nepeta macrosiphon Boiss. grown in Iran,
Flavour Fragr. J., 2004, 19, 2, 156-158, https://doi.org/10.1002/ffj.1287
. [all data]
Mardarowicz, Wianowska, et al., 2004
Mardarowicz, M.; Wianowska, D.; Dawidowicz, A.L.; Sawicki, R.,
The influence of sample treatment on SPME extracts from conifers. I. Comparison of terpene composition in Engelmann Spruce (Picea engelmanii) using hydrodistillation, SPME and PLE,
Annales Universitatis Mariae Curie-Sklodowska Lublin - Polonia, 2004, 59, 3, 25-42. [all data]
Salido, Valenzuela, et al., 2004
Salido, S.; Valenzuela, L.R.; Altarejos, J.; Nogueras, M.; Sánchez, A.; Cano, E.,
Composition and infraspecific variability of Artemisia herba-alba from southern Spain,
Biochem. Syst. Ecol., 2004, 32, 3, 265-277, https://doi.org/10.1016/j.bse.2003.09.002
. [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]
Stashenko, Jaramillo, et al., 2004
Stashenko, E.E.; Jaramillo, B.E.; Martínez, J.R.,
Analysis of volatile secondary metabolites from Colombian Xylopia aromatica (Lamarck) by different extraction and headspace methods and gas chromatography,
J. Chromatogr. A, 2004, 1025, 1, 105-113, https://doi.org/10.1016/j.chroma.2003.10.059
. [all data]
Bader, Flamini, et al., 2003
Bader, A.; Flamini, G.; Cioni, P.L.; Morelli, I.,
Essential oil composition of Achillea santolina L. and Achillea biebersteinii Afan. collected in Jordan,
Flavour Fragr. J., 2003, 18, 1, 36-38, https://doi.org/10.1002/ffj.1147
. [all data]
Shellie, Marriott, et al., 2003
Shellie, R.; Marriott, P.; Zappia, G.; Mondello, L.; Dugo, G.,
Interactive use of linear retention indices on polar and apolar columns with an MS-Library for reliable characterization of Australian tea tree and other Melaleuca sp. oils,
J. Essent. Oil Res., 2003, 15, 5, 305-312, https://doi.org/10.1080/10412905.2003.9698597
. [all data]
Tsiri, Kretsi, et al., 2003
Tsiri, D.; Kretsi, O.; Chinou, I.B.; Spyropoulos, C.G.,
Composition of fruit volatiles and annual changes in the volatiles of leaves of Eucalyptus camaldulensis Dehn. growing in Greece,
Flavour Fragr. J., 2003, 18, 3, 244-247, https://doi.org/10.1002/ffj.1220
. [all data]
Flamini, Cioni, et al., 2002
Flamini, G.; Cioni, P.L.; Morelli, I.,
Differences in the fragrances of pollen and different floral parts of male and female flowers of Laurus nobilis,
J. Agric. Food Chem., 2002, 50, 16, 4647-4652, https://doi.org/10.1021/jf020269x
. [all data]
Pino, Marbot, et al., 2002
Pino, J.A.; Marbot, R.; Bello, A.,
Volatile compounds of Psidium salutare (H.B.K.) Berg. fruit,
J. Agric. Food Chem., 2002, 50, 18, 5146-5148, https://doi.org/10.1021/jf0116303
. [all data]
Aligiannis, Kalpoutzakis, et al., 2001
Aligiannis, N.; Kalpoutzakis, E.; Mitaku, S.; Chinou, I.B.,
Composition and antimicrobial activity of the essential oils of two Origanum species,
J. Agric. Food Chem., 2001, 49, 9, 4168-4170, https://doi.org/10.1021/jf001494m
. [all data]
Rezzi, Cavaleiro, et al., 2001
Rezzi, S.; Cavaleiro, C.; Bighelli, A.; Salgueiro, L.; da Cunha, A.P.; Casanova, J.,
Intraspecific chemical variability of the leaf essential oil of Juniperus phoenicea subsp. turbinata from Corsica,
Biochem. Syst. Ecol., 2001, 29, 2, 179-188, https://doi.org/10.1016/S0305-1978(00)00044-2
. [all data]
Salido, Altarejos, et al., 2001
Salido, S.; Altarejos, J.; Nogueras, M.; Sánchez, A.,
Chemical composition of the essential oil of Artemisia herba-alba Asso ssp. valentina (Lam.) Marcl.,
J. Essent. Oil Res., 2001, 13, 4, 221-224, https://doi.org/10.1080/10412905.2001.9699675
. [all data]
Alonzo, Bosco, et al., 2000
Alonzo, G.; Bosco, S.F.D.; Palazzolo, E.; Saiano, F.; Tusa, N.,
Citrus somatic hybrid leaf essential oil,
Flavour Fragr. J., 2000, 15, 4, 258-262, https://doi.org/10.1002/1099-1026(200007/08)15:4<258::AID-FFJ906>3.0.CO;2-F
. [all data]
Bicchi, Rubiolo, et al., 1998
Bicchi, C.; Rubiolo, P.; Marschall, H.; Weyerstahl, P.; Laurent, R.,
Constituents of Artemisia roxburghiana Besser essential oil,
Flavour Fragr. J., 1998, 13, 1, 40-46, https://doi.org/10.1002/(SICI)1099-1026(199801/02)13:1<40::AID-FFJ688>3.0.CO;2-Z
. [all data]
Mariotti, Costa, et al., 1997
Mariotti, J.P.; Costa, J.; Bianchini, A.; Bernardini, A.F.; Casanova, J.,
Composition and variability of the essential oil of Stachys glutinosa L. from Corsica (France),
Flavour Fragr. J., 1997, 12, 3, 205-209, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<205::AID-FFJ636>3.0.CO;2-I
. [all data]
Píry, Príbela, et al., 1995
Píry, J.; Príbela, A.; Durcanská, J.; Farkas, P.,
Fractionation of volatiles from blackcurrant (Ribes nigrum L.) by different extractive methods,
Food Chem., 1995, 54, 1, 73-77, https://doi.org/10.1016/0308-8146(95)92665-7
. [all data]
Chung, Eiserich, et al., 1993
Chung, T.Y.; Eiserich, J.P.; Shibamoto, T.,
Volatile compounds isolated from edible Korean chamchwi (Aster scaber Thunb),
J. Agric. Food Chem., 1993, 41, 10, 1693-1697, https://doi.org/10.1021/jf00034a033
. [all data]
Le Quere and Latrasse, 1990
Le Quere, J.-L.; Latrasse, A.,
Composition of the Essential Oils of Blackcurrant Buds (Ribes nigrum L.),
J. Agric. Food Chem., 1990, 38, 1, 3-10, https://doi.org/10.1021/jf00091a001
. [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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