2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, cis-
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChI: InChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h4,6,8-9,11H,5,7H2,1-3H3/t9-,10+/m1/s1
- 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.
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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 | DB-5 | SPB-1 | DB-5 | DB-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.26 | 0.32 | 0.26 | 0.26 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 60. | 60. | 60. | 60. |
| Tend (C) | 240. | 246. | 240. | 246. | 246. |
| Heat rate (K/min) | 3. | 3. | 4. | 3. | 3. |
| Initial hold (min) | 3. | 4. | |||
| Final hold (min) | 2. | ||||
| I | 1139. | 1121. | 1122. | 1122. | 1121. |
| Reference | Kartal N., Sokmen M., et al., 2007 | Adams, González Elizondo, et al., 2006 | Walde, Jyothirmayi, et al., 2006 | Adams, Morris, et al., 2005 | Adams and Nguyen, 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5MS | BP-5 | DB-5 | SPB-5 | HP-5 |
| Column length (m) | 30. | 50. | 30. | 60. | 30. |
| Carrier gas | He | He | H2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 1. | 0.25 |
| Tstart (C) | 50. | 50. | 40. | 60. | 60. |
| Tend (C) | 250. | 260. | 280. | 200. | 260. |
| Heat rate (K/min) | 3. | 5. | 4. | 4. | 3. |
| Initial hold (min) | 10. | 2. | |||
| Final hold (min) | 5. | 5. | 30. | 30. | |
| I | 1123. | 1125. | 1129. | 1128. | 1124. |
| Reference | Asuming, Beauchamp, et al., 2005 | Baranauskiene, Venskutonis, et al., 2005 | Avato, Raffo, et al., 2004 | Gauvin, Lecomte, et al., 2004 | Lopes, Strobl, 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-5 | SE-30 | BP-1 | HP-5 |
| Column length (m) | 50. | 30. | 25. | 30. | 50. |
| Carrier gas | He | He | He | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.22 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 60. | 70. | 60. | 50. |
| Tend (C) | 280. | 220. | 220. | 250. | |
| Heat rate (K/min) | 5. | 3. | 4. | 5. | 2.5 |
| Initial hold (min) | 2. | 5. | |||
| Final hold (min) | 10. | 13. | |||
| I | 1131. | 1121. | 1114. | 1126. | 1124. |
| Reference | Baranauskiene, Venskutonis, et al., 2003 | Lucero, Estell, et al., 2003 | Palá-Paúl, Velasco-Negueruela, et al., 2002 | Shawl, Srivastava, et al., 2002 | Yáñez, Pinzón, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | SE-54 | DB-5 | SE-54 | DB-5 |
| Column length (m) | 25. | 30. | 30. | 30. | 30. |
| Carrier gas | N2 | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.55 | 0.26 | 0.26 | 0.26 | 0.26 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 220. | 246. | 240. | 246. | 246. |
| Heat rate (K/min) | 5. | 3. | 3. | 3. | 3. |
| Initial hold (min) | |||||
| Final hold (min) | 15. | ||||
| I | 1124. | 1121. | 1121. | 1121. | 1121. |
| Reference | Jain, Srivastava, et al., 2001 | Adams, 2000 | Adams, 2000, 2 | Adams, 2000, 3 | Adams, 2000, 4 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary |
|---|---|---|---|
| Active phase | DB-5 | BP-1 | BP-1 |
| Column length (m) | 30. | 50. | 50. |
| Carrier gas | He | ||
| Substrate | |||
| Column diameter (mm) | 0.26 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. |
| Tend (C) | 246. | 260. | 260. |
| Heat rate (K/min) | 3. | 2. | 2. |
| Initial hold (min) | |||
| Final hold (min) | |||
| I | 1121. | 1128. | 1130. |
| Reference | Adams, 1999 | Vera and Chane-Ming, 1999 | Vera and Chane-Ming, 1999 |
| Comment | MSDC-RI | MSDC-RI | 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.
Kartal N., Sokmen M., et al., 2007
Kartal N.; Sokmen M.; Tepe B.; Daferera D.; Polissiou M.; Sokmen A.,
Investigation of the antioxidant properties of Ferula orientalis L. using a suitable extraction procedure,
Food Chem., 2007, 100, 2, 584-589, https://doi.org/10.1016/j.foodchem.2005.09.084
. [all data]
Adams, González Elizondo, et al., 2006
Adams, R.P.; González Elizondo, M.S.; González Elizondo, M.; Slinkman, E.,
DNA fingerprinting and terpenoid analysis of Juniperus blancoi var. huehuentensis (Cupressaceae), a new subalpine variety from Durango, Mexico,
Biochem. Syst. Ecol., 2006, 34, 3, 205-211, https://doi.org/10.1016/j.bse.2005.11.004
. [all data]
Walde, Jyothirmayi, et al., 2006
Walde, S.G.; Jyothirmayi, T.; Prabhakara Rao, P.G.; Srinivas, P.,
Flavour volatiles of flowers and stalks of Murraya koenigii L.,
Flavour Fragr. J., 2006, 21, 4, 581-584, https://doi.org/10.1002/ffj.1737
. [all data]
Adams, Morris, et al., 2005
Adams, R.P.; Morris, J.A.; Pandey, R.N.; Schwarzbach, A.E.,
Cryptic speciation between Juniperus deltoides and Juniperus oxycedrus (Cupressaceae) in the Mediterranean,
Biochem. Syst. Ecol., 2005, 33, 8, 771-787, https://doi.org/10.1016/j.bse.2005.01.001
. [all data]
Adams and Nguyen, 2005
Adams, R.P.; Nguyen, S.,
Infra-specific variation in Juniperus deppeana and F. Sperryi in the Davis Mountains of Texas: variation in leaf essential oils and random amplified polymorphic DNAS (RAPDS),
Phytologia, 2005, 87, 2, 96-108. [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]
Baranauskiene, Venskutonis, et al., 2005
Baranauskiene, R.; Venskutonis, R.P.; Demyttenaere, J.C.R.,
Sensory and instrumental evaluation of sweet marjoram (Origanum majorana L.) aroma,
Flavour Fragr. J., 2005, 20, 5, 492-500, https://doi.org/10.1002/ffj.1478
. [all data]
Avato, Raffo, et al., 2004
Avato, P.; Raffo, F.; Aldouri, N.A.; Vartanian, S.T.,
Essential oils of varthemia iphionoides from Jordan,
Flavour Fragr. J., 2004, 19, 6, 559-561, https://doi.org/10.1002/ffj.1351
. [all data]
Gauvin, Lecomte, et al., 2004
Gauvin, A.; Lecomte, H.; Smadja, J.,
Comparative investigations of the essential oils of two scented geranium (Pelargonium spp.) cultivars grown on Reunion Island,
Flavour Fragr. J., 2004, 19, 5, 455-460, https://doi.org/10.1002/ffj.1354
. [all data]
Lopes, Strobl, et al., 2004
Lopes, D.; Strobl, H.; Kolodziejczyk, P.,
14-Methylpentadecano-15-lactone (Muscolide): a new macrocyclic lactone from the oil of Angelica archangelica L.,
Chemistry and Biodiversity, 2004, 1, 12, 1880-1887, https://doi.org/10.1002/cbdv.200490144
. [all data]
Baranauskiene, Venskutonis, et al., 2003
Baranauskiene, R.; Venskutonis, R.P.; Demyttenaere, J.C.R.,
Sensory and instrumental evaluation of catnip (Nepeta cataria L.) aroma,
J. Agric. Food Chem., 2003, 51, 13, 3840-3848, https://doi.org/10.1021/jf021187b
. [all data]
Lucero, Estell, et al., 2003
Lucero, M.E.; Estell, R.E.; Frederickson, E.L.,
The essential oil composition of Psorothamnus scoparius (A. Gray) Rydb.,
J. Essent. Oil Res., 2003, 15, 2, 108-111, https://doi.org/10.1080/10412905.2003.9712083
. [all data]
Palá-Paúl, Velasco-Negueruela, et al., 2002
Palá-Paúl, J.; Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Sanz, J.,
Essential oil composition of the aerial parts of Cachrys sicula L.,
Flavour Fragr. J., 2002, 17, 1, 64-68, https://doi.org/10.1002/ffj.1042
. [all data]
Shawl, Srivastava, et al., 2002
Shawl, A.S.; Srivastava, S.K.; Syamasundar, K.V.; Tripathi, S.; Raina, V.K.,
Essential oil composition of Achillea millefolium L. growing wild in Kashmir, India,
Flavour Fragr. J., 2002, 17, 3, 165-168, https://doi.org/10.1002/ffj.1074
. [all data]
Yáñez, Pinzón, et al., 2002
Yáñez, X.; Pinzón, M.L.; Solano, F.; Sánchez, L.R.,
Chemical composition of the essential oil of Psidium caudatum McVaugh,
Molecules, 2002, 7, 9, 712-716, https://doi.org/10.3390/70900712
. [all data]
Jain, Srivastava, et al., 2001
Jain, N.; Srivastava, S.K.; Aggarwal, K.K.; Ramesh, S.; Kumar, S.,
Essential oil composition of Zanthoxylum alatum seeds from northern India,
Flavour Fragr. J., 2001, 16, 6, 408-410, https://doi.org/10.1002/ffj.1024
. [all data]
Adams, 2000
Adams, R.P.,
Systematics of smooth leaf margin Juniperus of the western hemisphere based on leaf essential oils and RAPD DNA fingerprinting,
Biochem. Syst. Ecol., 2000, 28, 2, 149-162, https://doi.org/10.1016/S0305-1978(99)00047-2
. [all data]
Adams, 2000, 2
Adams, R.P.,
Systematics of Juniperus section Juniperus based on leaf essential oils and random amplified polymorphic DNAs (RAPDs),
Biochem. Syst. Ecol., 2000, 28, 6, 515-528, https://doi.org/10.1016/S0305-1978(99)00089-7
. [all data]
Adams, 2000, 3
Adams, R.P.,
Systematics of the one seeded Juniperus of the eastern hemisphere based on leaf essential oils and random amplified polymorphic DNAs (RAPDs),
Biochem. Syst. Ecol., 2000, 28, 6, 529-543, https://doi.org/10.1016/S0305-1978(99)00096-4
. [all data]
Adams, 2000, 4
Adams, R.P.,
The serrate leaf margined Juniperus (Section Sabina) of the western hemisphere: systematics and evolution based on leaf essential oils and Random Amplified Polymorphic DNAs (RAPDs),
Biochem. Syst. Ecol., 2000, 28, 10, 975-989, https://doi.org/10.1016/S0305-1978(00)00022-3
. [all data]
Adams, 1999
Adams, R.P.,
Systematics of multi-seeded eastern hemisphere Juniperus based on leaf essential oils and RAPD DNA fingerprinting,
Biochem. Syst. Ecol., 1999, 27, 7, 709-725, https://doi.org/10.1016/S0305-1978(99)00016-2
. [all data]
Vera and Chane-Ming, 1999
Vera, R.R.; Chane-Ming, J.,
Chemical composition of the essential oil of marjoram (Origanum majorana L.) from Reunion Island,
Food Chem., 1999, 66, 2, 143-145, https://doi.org/10.1016/S0308-8146(98)00018-1
. [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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