2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, cis-
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChIKey: IZXYHAXVIZHGJV-ZJUUUORDSA-N
- CAS Registry Number: 29803-82-5
- 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,4R)-4-Isopropyl-1-methylcyclohex-2-enol; 4-Isopropyl-1-methyl-2-cyclohexen-1-ol, cis-; cis-2-Cyclohexene-1-ol-1-methyl-4(1-methylethyl); cis-2-p-Menthen-1-ol; cis-p-Menth-2-en-1-ol; cis-para-Menth-2-en-1-ol; cis-para-Menth-2-ene-1-ol; cis-p-Menth-2-ene-1-ol; cis-p-Mentha-2-en-1-ol; Menth-2-en-1-ol (cis-p); Menth-2-en-1-ol, cis-para; p-Menth-2-en-1-ol, cis; (Z)-p-Menth-2-en-1-ol; (Z)-p-Mentha-2-en-1-ol; cis-2-Menthenol; trans-p-Menth-2-en-1-ol; cis-Menth-2-en-1-ol; cis-p-Ment-2-en-1-ol; (Z)-p-Menthen-2-en-1-ol; cis-1-Methyl-4-(1-methylethyl)-2-cyclohexen-1-ol; cis-p-2- Menth-2-en-1-ol; cis-4-(isopropyl)-1-methylcyclohex-2-en-1-ol
- 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, custom temperature program
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-1 | HP-5 | SLB-5 MS | SLB-5 MS | HP-5MS |
Column length (m) | 60. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 50 0C (5 min) 3 0C/min -> 120 0C 5 0C/min -> 250 0C (3 min) 15 0C/min -> 300 0C (20 min) | not specified | 50 0C 3 0C/min -> 250 0C (1 min) 10 0C/min -> 300 0C (5 min) | not specified | 40 0C (2 min) 3 0C/min -> 180 0C (2 min) 15 0C -> 280 0C |
I | 1132. | 1121. | 1124. | 1118. | 1136. |
Reference | Delort and Jaquier, 2009 | Riahi, Pourbasheer, et al., 2009 | Costa, De Fina, et al., 2008 | Costa, De Fina, et al., 2008 | Ning, Zheng, et al., 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5MS | HP-5MS | BPX-5 | HP-5 MS | BPX-5 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | Helium | 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 | |
Program | 60C => 1C/min => 65C => 3C/min => 120C => 5C/min => 180C(5min) => 5C/min => 250C (20min) | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 50C => 3C/min => 150C(10min) => 10C/min => 250C | 40 0C (10 min) 3 oC/min -> 200 0C 2 0C/min -> 220 0C | 50C => 3C/min => 150C(10min) => 10C/min => 250C |
I | 1123. | 1121. | 1132. | 1119. | 1131. |
Reference | Barra A., Coroneo V., et al., 2007 | Cole, Haber, et al., 2007 | Salamci, Kordali, et al., 2007 | Setzer, Stokes, et al., 2007 | Baris, Güllüce, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | BPX-5 | HP-5 MS | DB-5MS | DB-1 | CP Sil 8 CB |
Column length (m) | 30. | 30. | 30. | 50. | |
Carrier gas | He | Helium | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 50C => 3C/min => 150C (10min) => 10C/min => 250C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 70C(2min) => 10C/min => 150C(15min) => 5C/min => 240C | not specified | 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C (3min) |
I | 1130. | 1119. | 1120. | 1120. | 1122. |
Reference | Ozer H., Kilic H., et al., 2006 | Schmidt, Noletto, et al., 2006 | Bagci and Baser, 2005 | Omidbaigi and Bastan, 2005 | Radudienë, Judpintienë, 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 | DB-5 | OV-1 | DB-1 | HP-5MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.1 | 0.25 | 0.25 | 0.25 | |
Program | 65C(1min) => 1C/min => 75C (2min) => 0.5C/min => 81C(2min) => 3C/min => 180C(7min) | 35C => 4C/min => 180C => 10C/min => 250C | 45 0C (4 min) 3 0C/min -> 75 0C 4 0C/min -> 115 0C 6 0C/min -> 312 0C | 45C => 3C/min => 175C => 15C/min => 300C (10min) | 50C(3min) => 3C/min => 150C(10min) => 10C/min => 250C |
I | 1124. | 1103. | 1101. | 1110. | 1122. |
Reference | Singh, Maurya, et al., 2005 | Albuquerque, Souza, et al., 2004 | Hafez and Abdel-Salam, 2004 | Miguel, Simões, et al., 2004 | Sahin, Gulluce, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | SE-30 | OV-101 | DB-1 | CP Sil 5 CB |
Column length (m) | 30. | 50. | 30. | 25. | |
Carrier gas | N2 | H2 | |||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.39 | |
Phase thickness (μm) | 0.25 | 0.25 | |||
Program | 60C(1min) => 1.5C/min => 185C(1min) => 9C/min => 275C(2min) | not specified | not specified | 40 0C 3 K/min -> 175 0C 15 K/min -> 240 0C (10 min) | not specified |
I | 1126. | 1101. | 1128. | 1107. | 1126. |
Reference | Singh, Marimuthu, et al., 2004 | Vinogradov, 2004 | Yang, 2001 | da Silva, Pedro, et al., 2000 | Weyerstahl, Marschall, et al., 1999 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary |
---|---|---|
Active phase | DB-5 | Polydimethyl siloxanes |
Column length (m) | 30. | |
Carrier gas | He | |
Substrate | ||
Column diameter (mm) | 0.25 | |
Phase thickness (μm) | 0.25 | |
Program | 60C => 3C/min => 240C => 30C/min => 300C | not specified |
I | 1127. | 1101. |
Reference | Yusuf, Begum, et al., 1998 | Zenkevich, 1997 |
Comment | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Delort and Jaquier, 2009
Delort, E.; Jaquier, A.,
Novel terpenyl esters from Australian finger lime (Citrus australasica) peel extract,
Flav. Fragr. J., 2009, 24, 3, 123-132, https://doi.org/10.1002/ffj.1922
. [all data]
Riahi, Pourbasheer, et al., 2009
Riahi, S.; Pourbasheer, E.; Ganjali, M.R.; Norouzi, P.,
Investigation of different linear and non-linear chemometric methods for modeling of retention index of essential oil components: Concerns to support vector mashine,
J. Hazard. Mat., 2009, 166, 2-3, 853-859, https://doi.org/10.1016/j.jhazmat.2008.11.097
. [all data]
Costa, De Fina, et al., 2008
Costa, R.; De Fina, M.R.; Valentino, M.R.; Rustaiyan, A.; Dugo, P.; Dugo, G.; Mondello, L.,
An investigation on the volatile composition of some Artemisia species from Iran,
Flavour Fragr. J., 2008, 24, 2, 75-82, https://doi.org/10.1002/ffj.1919
. [all data]
Ning, Zheng, et al., 2008
Ning, H.; Zheng, F.; Sun, B.; Xie, J.; Liu, Y.,
Solvent-free microwave extraction of essential oil from Zanthoxylum bungeanum Maxim.,
Food Environ. Ind. (Chinese), 2008, 34, 5, 179-184. [all data]
Barra A., Coroneo V., et al., 2007
Barra A.; Coroneo V.; Dessi S.; Cabras P.; Angioni A.,
Characterization of the volatile constituents in the essential oil of Pistacia lentiscus L. from different origins and its antifungal and antioxidant activity,
J. Agric. Food Chem., 2007, 55, 17, 7093-7098, https://doi.org/10.1021/jf071129w
. [all data]
Cole, Haber, et al., 2007
Cole, R.A.; Haber, W.A.; Setzer, W.N.,
Chemical composition of essential oils of seven species of Eugenia from Monteverde, Costa Rica,
Biochem. Syst. Ecol., 2007, 35, 12, 877-886, https://doi.org/10.1016/j.bse.2007.06.013
. [all data]
Salamci, Kordali, et al., 2007
Salamci, E.; Kordali, S.; Kotan, R.; Cakir, A.; Kaya, Y.,
Chemical compositions, antimicrobial and herbicidal effects of essential oils isolated from Turkish Tanacetum aucheranum and Tanacetum chiliophyllum var. chiliophyllum,
Biochem. Syst. Ecol., 2007, 35, 9, 569-581, https://doi.org/10.1016/j.bse.2007.03.012
. [all data]
Setzer, Stokes, et al., 2007
Setzer, W.N.; Stokes, S.L.; Penton, A.F.; Takaku, S.; Haber, W.A.; Hansell, E.; Caffrey, C.R.; McKerrow, J.H.,
Cruzain inhibitory activity of leaf essential oils of neotropical Lauraceae and essential oil components,
Natural Product Communications, 2007, 2, 12, 1203-1210. [all data]
Baris, Güllüce, et al., 2006
Baris, Ö.; Güllüce, M.; Sahin, F.; Özer, H.; Kilic, H.; Özkan, H.; Sökmen, M.; Özbek, T.,
Biological Activities of the Essential Oil and Methanol Extract of Achillea biebersteinii Afan. (Asteraceae),
Turk. J. Biol., 2006, 30, 65-73. [all data]
Ozer H., Kilic H., et al., 2006
Ozer H.; Kilic H.; Gulluce M.; Sahin F.,
Essential oil composition of Tanacetum sorbifolium (Boiss.) Grierson from Turkey,
Flavour Fragr. J., 2006, 21, 3, 543-545, https://doi.org/10.1002/ffj.1656
. [all data]
Schmidt, Noletto, et al., 2006
Schmidt, J.M.; Noletto, J.A.; Vogler, B.; Setzer, W.N.,
Abaco Bush Medicine: Chemical composition of the essential oils of four aromatic medicinal plants from Abaco Island, Bahamas,
J. Herbs, Spices Medicinal Plants, 2006, 12, 3, 43-65, https://doi.org/10.1300/J044v12n03_04
. [all data]
Bagci and Baser, 2005
Bagci, E.; Baser, K.H.C.,
Study of the essential oils of Thymus haussknechtii Velen and Thymus kotschyanus Boiss. et Hohen var. kotschyanus (Lamiaceae) taxa from the eastern Anatolian region in Turkey,
Flavour Fragr. J., 2005, 20, 2, 199-202, https://doi.org/10.1002/ffj.1397
. [all data]
Omidbaigi and Bastan, 2005
Omidbaigi, R.; Bastan, M.R.,
Essential oil content and composition of marjoram cultivated in north of Iran,
JEOBP, 2005, 8, 1, 56-60. [all data]
Radudienë, Judpintienë, et al., 2005
Radudienë, J.; Judpintienë, A.; Peèiulytë, D.; Janulis, V.,
Chemical composition of essential oil and antimicrobial activity of Origanum vulgare,
Biologija, 2005, 4, 53-58. [all data]
Singh, Maurya, et al., 2005
Singh, G.; Maurya, S.; Catalan, C.; de Lampasona, M.P.,
Studies on essential oils, Part 42: chemical, antifungal, antioxidant and sprout suppressant studies on ginger essential oil and its oleoresin,
Flavour Fragr. J., 2005, 20, 1, 1-6, https://doi.org/10.1002/ffj.1373
. [all data]
Albuquerque, Souza, et al., 2004
Albuquerque, M.R.J.R.; Souza, E.B.; Lins, M.U.D.S.; Nogueira, N.A.P.; Lemos, T.L.G.; Silveira, E.R.; Pessoa, O.D.L.,
Composition and antimicrobial activity of the essential oil from aerial parts of Baccharis trinervis (Lam.) Pers.,
Arkivoc, 2004, 6, 6, 59-65, https://doi.org/10.3998/ark.5550190.0005.608
. [all data]
Hafez and Abdel-Salam, 2004
Hafez, S.S.; Abdel-Salam, H.A.,
chemical composition and antimicrobial activity of the volatile constituents of thuja occidentalis L. growing in Egipt,
Alexandria J. Pharm. Sci., 2004, 18, 1, 41-47. [all data]
Miguel, Simões, et al., 2004
Miguel, G.; Simões, M.; Figueiredo, A.C.; Barroso, J.G.; Pedro, L.G.; Carvalho, L.,
Composition and antioxidant activities of the essential oils of Thymus caespititius, Thymus camphoratus and Thymus mastichina,
Food Chem., 2004, 86, 2, 183-188, https://doi.org/10.1016/j.foodchem.2003.08.031
. [all data]
Sahin, Gulluce, et al., 2004
Sahin, F.; Gulluce, M.; Daferera, D.; Sokmen, A.; Sokmen, M.; Polissiou, M.; Agar, G.; Ozer, H.,
Biological activities of the essential oils and methanol extract of Origanum vulgare ssp. vulgare in the Eastern Anatolia region of Turkey,
Food Control, 2004, 15, 7, 549-557, https://doi.org/10.1016/j.foodcont.2003.08.009
. [all data]
Singh, Marimuthu, et al., 2004
Singh, G.; Marimuthu, P.; Catalan, C.; deLampasona, M.P.,
Chemical, antioxidant and antifungal activities of volatile oil of black pepper and its acetone extract,
J. Sci. Food Agric., 2004, 84, 14, 1878-1884, https://doi.org/10.1002/jsfa.1863
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Yang, 2001
Yang, R.,
Analysis of the volatile components in peel oil of Yuzu by gas chromatography/mass spectrometry,
Chin. J. Anal. Chem., 2001, 29, 3, 313-316. [all data]
da Silva, Pedro, et al., 2000
da Silva, J.A.; Pedro, L.G.; Santos, P.A.G.; Figueiredo, A.C.; Barroso, J.G.; Tenreiro, R.P.; Ribeiro, C.A.; Deans, S.G.; Looman, A.; Scheffer, J.J.C.,
Essential oils from seven populations of Juniperus brevifolia (Seub.) Antoine, an endemic species of the Azores,
Flavour Fragr. J., 2000, 15, 1, 31-39, https://doi.org/10.1002/(SICI)1099-1026(200001/02)15:1<31::AID-FFJ862>3.0.CO;2-C
. [all data]
Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Splittgerber, U.; Son, P.T.; Giang, P.M.; Kaul, V.K.,
Constituents of the essential oil from the fruits of Zanthoxylum rhetsoides Drake from Vietnam and from the aerial parts of Zanthoxylum alatum Roxb. from India,
Flavour Fragr. J., 1999, 14, 4, 225-229, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<225::AID-FFJ818>3.0.CO;2-1
. [all data]
Yusuf, Begum, et al., 1998
Yusuf, M.; Begum, J.; Mondello, L.; Stagno d'Alcontres, I.S.,
Studies on the essential oil bearing plants of Bangladesh. Part VI. Composition of the oil of Ocimum gratissimum L.,
Flavour Fragr. J., 1998, 13, 3, 163-166, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<163::AID-FFJ714>3.0.CO;2-1
. [all data]
Zenkevich, 1997
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Spectral Identificaiton. Oxsigenated derivatives of Mono- and Sesquiterpene Hydrocarbons,
Rastit, Resursy (Rus.), 1997, 33, 1, 16-28. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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