Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2β,5α)-
- Formula: C10H20O
- Molecular weight: 156.2652
- IUPAC Standard InChIKey: NOOLISFMXDJSKH-KXUCPTDWSA-N
- CAS Registry Number: 89-78-1
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Stereoisomers:
- Cyclohexanol, 5-methyl-2-(1-methylethyl)-
- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1α,2α,5β)]-
- Levomenthol
- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1α,2α,5β)]-
- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1α,2β,5β)]-
- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2β,5β)-
- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2α,5β)-
- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2α,5α)-
- Other names: Menthol, cis-1,3,trans-1,4-; Hexahydrothymol; Menthacamphor; Menthol; Menthomenthol; Peppermint camphor; dl-Menthol; p-Menthan-3-ol; Cyclohexanol, 2-isopropyl-5-methyl-; NCI-C50000; 5-Methyl-2-(1-methylethyl)cyclohexanol; 2-Isopropyl-5-methylcyclohexanol; l-Menthol; 3-p-Menthanol; 5α-Methyl-2β-(1α-methylethyl)cyclohexanol; component of Dermoplast; Fancol menthol; Fisherman's friend lozenges; Menthol terpine hydrate; component of Minut-rub; Racemic menthol; component of Robitussin cough drops; component of Sarna; component of Theragesic; Therapeutic mineral ice; Cyclohexanol, 2-isopropyl-5-methyl-, (1α,2β,5α)-; 2-Isopropyl-5-methylcyclohexanol, (1α,2β,5α)-; 5-Methyl-2-(1-methylethyl)cyclohexanol, (1α,2β,5α)-; (.+/-.)-Menthol; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-; NSC 2603; Racementhol; rac-Menthol; Diterpene
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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-5 | DB-5 | DB-5 | DB-5 | DB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.32 | 0.32 |
Phase thickness (μm) | 0.25 | 0.5 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 40. | 40. | 40. | 40. | 50. |
Tend (C) | 250. | 265. | 250. | 250. | 250. |
Heat rate (K/min) | 5. | 7. | 5. | 5. | 2. |
Initial hold (min) | 1. | 2. | 2. | 8. | |
Final hold (min) | 10. | 5. | 5. | 5. | |
I | 1173. | 1178. | 1160. | 1160. | 1160. |
Reference | Benzo, Gilardoni, et al., 2007 | Mahattanatawee K., Perez-Cacho P.R., et al., 2007 | Wu, Zorn, et al., 2007 | Wu, Zorn, et al., 2007 | Dob, Dahmane, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | HP-5MS | SPB-1 | HP-5 | DB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | He | 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) | 40. | 60. | 70. | 50. | 40. |
Tend (C) | 260. | 250. | 220. | 290. | 325. |
Heat rate (K/min) | 2. | 4. | 3. | 4. | 3. |
Initial hold (min) | 5. | 2. | |||
Final hold (min) | 20. | 20. | 15. | ||
I | 1141. | 1173. | 1165. | 1170. | 1150.2 |
Reference | de Feo, Urrunaga Soria, et al., 2005 | Pino, Mesa, et al., 2005 | Antunes, Sevinate-Pinto, et al., 2004 | Flach A., Dondon R.C., et al., 2004 | Sun and Stremple, 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | HP-5MS | SE-52 | HP-5 | SE-54 |
Column length (m) | 30. | 30. | 25. | 30. | 25. |
Carrier gas | He | N2 | N2 | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.31 |
Phase thickness (μm) | 0.25 | 0.25 | 0.15 | 0.25 | |
Tstart (C) | 60. | 50. | 45. | 60. | 35. |
Tend (C) | 240. | 280. | 200. | 220. | 230. |
Heat rate (K/min) | 3. | 3. | 3. | 5. | 4. |
Initial hold (min) | 5. | 5. | 10. | 3. | |
Final hold (min) | 20. | 10. | |||
I | 1175. | 1173. | 1140. | 1181. | 1180.78 |
Reference | Tampieri, Galuppi, et al., 2003 | Demetzos, Angelopoulou, et al., 2002 | Duru, Cakir, et al., 2002 | Flamini, Cioni, et al., 2002 | Yin, Xiu, et al., 2001 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SE-54 | BP-1 | Methyl Silicone | Ultra-1 | Ultra-1 |
Column length (m) | 25. | 50. | 25. | 50. | 50. |
Carrier gas | He | H2 | H2 | ||
Substrate | |||||
Column diameter (mm) | 0.31 | 0.22 | 0.2 | 0.32 | 0.32 |
Phase thickness (μm) | 0.25 | 0.3 | 0.52 | 0.52 | |
Tstart (C) | 35. | 60. | 40. | 35. | 35. |
Tend (C) | 230. | 220. | 200. | 259. | 259. |
Heat rate (K/min) | 4. | 2. | 2. | 2. | 2. |
Initial hold (min) | 3. | ||||
Final hold (min) | 10. | 20. | |||
I | 1180.91 | 1156. | 1167. | 1153.3 | 1153.3 |
Reference | Yin, Xiu, et al., 2001 | Baldovini, Ristorcelli, et al., 2000 | Píry, Príbela, et al., 1995 | Farkas, Le Quere, et al., 1994 | Farkas, Le Quere, et al., 1994 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary |
---|---|
Active phase | Ultra-1 |
Column length (m) | 50. |
Carrier gas | H2 |
Substrate | |
Column diameter (mm) | 0.32 |
Phase thickness (μm) | 0.52 |
Tstart (C) | 35. |
Tend (C) | 259. |
Heat rate (K/min) | 2. |
Initial hold (min) | |
Final hold (min) | |
I | 1153.3 |
Reference | Farkas, Le Quere, et al., 1994 |
Comment | 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.
Benzo, Gilardoni, et al., 2007
Benzo, M.; Gilardoni, G.; Gandini, C.; Caccialanza, G.; Finzi, P.V.; Vidari, G.; Abdo, S.; Layedra, P.,
Determination of the threshold odor concentration of main odorants in essential oils using gas chromatography-olfactometry incremental dilution technique,
J. Chromatogr. A, 2007, 1150, 1-2, 131-135, https://doi.org/10.1016/j.chroma.2007.02.031
. [all data]
Mahattanatawee K., Perez-Cacho P.R., et al., 2007
Mahattanatawee K.; Perez-Cacho P.R.; Davenport T.; Rouseff R.,
Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection,
J. Agric. Food Chem., 2007, 55, 5, 1939-1944, https://doi.org/10.1021/jf062925p
. [all data]
Wu, Zorn, et al., 2007
Wu, S.; Zorn, H.; Krings, U.; Berger, R.G.,
Volatiles from submerged and surface-cultured beefsteak fungus, Fistulina hepatica,
Flavour Fragr. J., 2007, 22, 1, 53-60, https://doi.org/10.1002/ffj.1758
. [all data]
Dob, Dahmane, et al., 2005
Dob, T.; Dahmane, D.; Berramdane, T.; Chelghoum, C.,
Chemical composition of the essential oil of Artemisia campestris L. from Algeria,
Pharm. Biol., 2005, 43, 6, 512-514, https://doi.org/10.1080/13880200500220664
. [all data]
de Feo, Urrunaga Soria, et al., 2005
de Feo, V.; Urrunaga Soria, E.; Urrunaga Soria, R.; Pizza, C.,
Composition and in vitro toxicity of the essential oil of Tagetes terniflora HBK. (Asteraceae),
Flavour Fragr. J., 2005, 20, 1, 89-92, https://doi.org/10.1002/ffj.1379
. [all data]
Pino, Mesa, et al., 2005
Pino, J.A.; Mesa, J.; Muñoz, Y.; Martí, M.P.; Marbot, R.,
Volatile components from mango (Mangifera indica L.) cultivars,
J. Agric. Food Chem., 2005, 53, 6, 2213-2223, https://doi.org/10.1021/jf0402633
. [all data]
Antunes, Sevinate-Pinto, et al., 2004
Antunes, T.; Sevinate-Pinto, I.; Barroso, J.G.; Cavaleiro, C.; Salgueiro, L.R.,
Micromorphology of trichomes and composition of essential oil of Teucrium capitatum,
Flavour Fragr. J., 2004, 19, 4, 336-340, https://doi.org/10.1002/ffj.1310
. [all data]
Flach A., Dondon R.C., et al., 2004
Flach A.; Dondon R.C.; Singer R.B.; Koehler S.; Amaral M.D.E.; Marsaioli A.J.,
The chemistry of pollination in selected Brazilian maxillariinae orchids: Floral rewards and fragrance,
J. Chem. Ecol., 2004, 30, 5, 1045-1056, https://doi.org/10.1023/B:JOEC.0000028466.50392.ed
. [all data]
Sun and Stremple, 2003
Sun, G.; Stremple, P.,
Retention index characterization of flavor, fragrance, and many other compounds on DB-1 and DB-XLB, 2003, retrieved from http://www.chem.agilent.com/cag/cabu/pdf/b-0279.pdf. [all data]
Tampieri, Galuppi, et al., 2003
Tampieri, M.P.; Galuppi, R.; Carelle, M.S.; Macchioni, F.; Cioni, P.L.; Morelli, I.,
Effect of selected essential oils and pure compounds on Saprolegnia parasitica,
Pharm. Biol., 2003, 41, 8, 584-591, https://doi.org/10.1080/13880200390501839
. [all data]
Demetzos, Angelopoulou, et al., 2002
Demetzos, C.; Angelopoulou, D.; Perdetzoglou, D.,
A comparative study of the essential oils of Cistus salviifolius in several populations of Crete (Greece),
Biochem. Syst. Ecol., 2002, 30, 7, 651-665, https://doi.org/10.1016/S0305-1978(01)00145-4
. [all data]
Duru, Cakir, et al., 2002
Duru, M.E.; Cakir, A.; Harmandar, M.,
Composition of the volatile oils isolated from the leaves of Liquidambar orientalis Mill. var. orientalis and L. orientalis var. integriloba from Turkey,
Flavour Fragr. J., 2002, 17, 2, 95-98, https://doi.org/10.1002/ffj.1050
. [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]
Yin, Xiu, et al., 2001
Yin, W.; Xiu, Z.; Aijin, H.,
Analysis of the volatile components in trogopterorum feces by capillary gas chromatography and gas chromatography/mass spectrometry,
Fenxi Huaxue, 2001, 29, 2, 195-198. [all data]
Baldovini, Ristorcelli, et al., 2000
Baldovini, N.; Ristorcelli, D.; Tomi, F.; Casanova, J.,
Infraspecific variability of the essential oil of Calamintha nepeta from Corsica (France),
Flavour Fragr. J., 2000, 15, 1, 50-54, https://doi.org/10.1002/(SICI)1099-1026(200001/02)15:1<50::AID-FFJ871>3.0.CO;2-F
. [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]
Farkas, Le Quere, et al., 1994
Farkas, P.; Le Quere, J.M.; Maarse, H.; Kovac, M.,
The standard GC retention index library of flavour compounds
in Trends in flavour research. Proceedings of the 7th Weurman Flavour Research Symposium, Maarse,H.; van der Heij,D.G., ed(s)., Weurman Flavour Research Symposium, Noordwijkerhout, Netherlands, 1994, 145-149. [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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