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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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 | HP-5 MS | SLB-5 MS | SLB-5 MS | DB-1 | HP-5 MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
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 |
Program | not specified | not specified | not specified | not specified | 40 0C (3 min) 3 0C/min -> 160 0C (2 min) 8 0C/min -> 220 0C (3 min) |
I | 1173. | 1184. | 1184. | 1150. | 1178. |
Reference | Kotowska, Zalikowski, et al., 2012 | Mondello, 2012 | Mondello, 2012 | Xu, Tang, et al., 2010 | Fan, Lu, et al., 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | HP-5 | HP-1 | SPB-1 | HP-5 MS |
Column length (m) | 30. | 30. | 50. | 50. | 30. |
Carrier gas | He | Helium | |||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.33 | 0.25 | 0.25 |
Program | 40 0C (2 min) 5 0C/min -> 80 0C 7 oC/min -> 160 0C 9 0C/min -> 200 0C 20 0C/min -> 280 0C (10 min) | not specified | 40C(2min) => 2C/min => 200C => 15C/min => 250C (30min) | 70C(3min) => 4C/min => 120C => 8C/min => 250C(5min) | 40 0C (5 min) 2 0C/min -> 250 0C (15 min) 10 0C/min -> 270 0C |
I | 1175. | 1172. | 1151. | 1160. | 1182. |
Reference | Zhao, Li, et al., 2008 | Zhao, Li, et al., 2008 | Barra, Baldovini, et al., 2007 | Díaz-Maroto, Castillo, et al., 2007 | Formisano, Rigano, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | SE-52 | CP Sil 8 CB | CP Sil 8 CB | HP-5 |
Column length (m) | 30. | 30. | 50. | 50. | |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.32 | |
Phase thickness (μm) | 0.25 | 0.15 | 0.25 | 0.25 | |
Program | 40C(5min) => 2C/min => 250C (15min) => 10C/min => 270C | 45C => 1C/min => 100C => 5C/min => 250C (10min) | 60C(1min) => 5C/min => 160C => 5C/min => 250C(3min) | 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C (3min) | not specified |
I | 1182. | 1172. | 1173. | 1172. | 1171. |
Reference | Senatore, Apostolides Arnold, et al., 2006 | Tognolini, Barocelli, et al., 2006 | Nivinskienë, Butkienë, et al., 2005 | Radudienë, Judpintienë, et al., 2005 | Riu-Aumatell, Lopez-Tamames, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SE-30 | DB-5 MS | DB-1 | CP Sil 5 CB | DB-5 |
Column length (m) | 30. | 30. | 50. | 15. | |
Carrier gas | Helium | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | |
Phase thickness (μm) | 1.0 | 0.25 | 1.2 | 0.25 | |
Program | not specified | not specified | 45C => 3C/min => 175C => 15C/min => 240C (10min) | 30C => 55C/min => 85C => 1C/min => 145C => 3C/min => 250C | 40C(5min) => 5C/min => 120C(10min) => 4C/min => 250C(4min) => 5C/min => 280C |
I | 1171. | 1182. | 1148. | 1166. | 1174. |
Reference | Vinogradov, 2004 | Luo and Agnew, 2001 | Baratta, Dorman, et al., 1998 | Guyot, Bouseta, et al., 1998 | Anitescu, Doneanu, et al., 1997 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Polydimethyl siloxanes | 5 % Phenyl methyl siloxane | Methyl Silicone | OV-101 | OV-101 |
Column length (m) | 60. | ||||
Carrier gas | |||||
Substrate | |||||
Column diameter (mm) | 0.25 | ||||
Phase thickness (μm) | |||||
Program | not specified | not specified | not specified | not specified | not specified |
I | 1165. | 1173. | 1160. | 1171. | 1171. |
Reference | Zenkevich, 1997 | Sagrero-Nieves and Bartley, 1995 | Grundschober, 1991 | Shibamoto, 1987 | Shibamoto, 1987 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Packed |
---|---|---|
Active phase | OV-101 | OV-101 |
Column length (m) | 50. | 2.5 |
Carrier gas | He | N2 |
Substrate | Chromosorb G 60-80mesh DMCS | |
Column diameter (mm) | 0.24 | |
Phase thickness (μm) | ||
Program | not specified | not specified |
I | 1171. | 1158. |
Reference | Zenkevich and Malamakhov, 1987 | Swigar and Silverstein, 1981 |
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.
Kotowska, Zalikowski, et al., 2012
Kotowska, U.; Zalikowski, M.; Isidorov, V.A.,
HS-SPME/GC-MS analysis of volatile and semi-volatile organic compounds emitted from municipal sewage sludge,
Environ. Monit. Asses., 2012, 184, 5, 2893-2907, https://doi.org/10.1007/s10661-011-2158-8
. [all data]
Mondello, 2012
Mondello, L.,
HS-SPME-GCxGC-MS analysis of Yerba Mate (Ilex paraguariensis)
in Shimadzu GC-GC application compendium of comprehensive 2D GC, Vol. 1-5, Shimadzu Corp., 2012, 1-29. [all data]
Xu, Tang, et al., 2010
Xu, X.; Tang, Z.; Liang, Y.,
Comparative analysis of plant essential oils by GC-MS coupled with integrated chemometric resolution methods,
Anal. Methods, 2010, 2, 4, 359-367, https://doi.org/10.1039/b9ay00213h
. [all data]
Fan, Lu, et al., 2009
Fan, G.; Lu, W.; Yao, X.; Zhang, Y.; Wang, K.; Pan, S.,
effect of fermentation on free and bound volatile compounds of orange juice,
Flavour Fragr. J., 2009, 24, 5, 219-229, https://doi.org/10.1002/ffj.1931
. [all data]
Zhao, Li, et al., 2008
Zhao, Y.; Li, J.; Xu, Y.; Duan, H.; Fan, W.; Zhao, G.,
EXtraction, preparation and identification of volatile compounds in Changyu XO brandy,
Chinese J. Chromatogr., 2008, 26, 2, 212-222, https://doi.org/10.1016/S1872-2059(08)60014-0
. [all data]
Barra, Baldovini, et al., 2007
Barra, A.; Baldovini, N.; Loiseau, A.-M.; Albino, L.; Lesecq, C.; Cuvelier, L.L.,
Chemical analysis of French beans (Phaseolus vulgaris L.) by headspace solid phase microextraction (HS-SPME) and simultaneous distillation/extraction (SDE),
Food Chem., 2007, 101, 3, 1279-1284, https://doi.org/10.1016/j.foodchem.2005.12.027
. [all data]
Díaz-Maroto, Castillo, et al., 2007
Díaz-Maroto, M.C.; Castillo, N.; Castro-Vázquez, L.; González-Viñas, M.A.; Pérez-Coello, M.S.,
Volatile composition and olfactory profile of pennyroyal (Mentha pulegium L.) plants,
Flavour Fragr. J., 2007, 22, 2, 114-118, https://doi.org/10.1002/ffj.1766
. [all data]
Formisano, Rigano, et al., 2007
Formisano, C.; Rigano, D.; Napolitano, F.; Senatore, F.; Arnold, N.A.; Piozzi, F.; Rosselli, S.,
Volatile constituents of Calamintha ariganifolia Boiss. growing wild in Lebanon,
Natural Product Communications, 2007, 2, 12, 1253-1256. [all data]
Senatore, Apostolides Arnold, et al., 2006
Senatore, F.; Apostolides Arnold, N.; Piozzi, F.; Formisano, C.,
Chemical composition of the essential oil of Salvia microstegia Boiss. et Balansa growing wild in Lebanon,
J. Chromatogr. A, 2006, 1108, 2, 276-278, https://doi.org/10.1016/j.chroma.2006.01.066
. [all data]
Tognolini, Barocelli, et al., 2006
Tognolini, M.; Barocelli, E.; Ballabeni, V.; Bruni, R.; Bianchi, A.; Chiavarini, M.; Impicciatore, M.,
Comparative screening of plant essential oils: Phenylpropanoid moiety as basic core for antiplatelet activity,
Life Sciences, 2006, 78, 13, 1419-1432, https://doi.org/10.1016/j.lfs.2005.07.020
. [all data]
Nivinskienë, Butkienë, et al., 2005
Nivinskienë, O.; Butkienë, R.; Mockutë, D.,
Chemical composition of seed (fruit) essential oils of Angelica archangelica L. growing wild in Lithuania,
Chemija, 2005, 16, 3-4, 51-54. [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]
Riu-Aumatell, Lopez-Tamames, et al., 2005
Riu-Aumatell, M.; Lopez-Tamames, E.; Buxaderas, S.,
Assessment of the Volatile Composition of Juices of Apricot, Peach, and Pear According to Two Pectolytic Treatments,
J. Agric. Food Chem., 2005, 53, 20, 7837-7843, https://doi.org/10.1021/jf051397z
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Luo and Agnew, 2001
Luo, J.; Agnew, M.P.,
Gas characteristics before and after biofiltration treating odorous emissions from animal rendering processes,
Environ. Technol., 2001, 22, 9, 1091-1103, https://doi.org/10.1080/09593332208618220
. [all data]
Baratta, Dorman, et al., 1998
Baratta, M.T.; Dorman, H.J.; Deans, S.G.; Figueiredo, A.C.; Barroso, J.G.; Ruberto, G.,
Antimicrobial and antioxidant properties of some commercial essential oils,
Flavour Fragr. J., 1998, 13, 4, 235-244, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<235::AID-FFJ733>3.0.CO;2-T
. [all data]
Guyot, Bouseta, et al., 1998
Guyot, C.; Bouseta, A.; Scheirman, V.; Collin, S.,
Floral origin markers of chestnut and lime tree honeys,
J. Agric. Food Chem., 1998, 46, 2, 625-633, https://doi.org/10.1021/jf970510l
. [all data]
Anitescu, Doneanu, et al., 1997
Anitescu, G.; Doneanu, C.; Radulescu, V.,
Isolation of Coriander oil: comparison between steam distillation and supercritical CO2 extraction,
Flavour Fragr. J., 1997, 12, 3, 173-176, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<173::AID-FFJ630>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]
Sagrero-Nieves and Bartley, 1995
Sagrero-Nieves, L.; Bartley, J.P.,
Volatile Constituents from the Leaves of Chenopodium ambrosioides L.,
J. Essent. Oil Res., 1995, 7, 2, 221-223, https://doi.org/10.1080/10412905.1995.9698506
. [all data]
Grundschober, 1991
Grundschober, F.,
The identification of individual components in flavourings and flavoured foods,
Z. Lebensm. Unters. Forsch., 1991, 192, 6, 530-534, https://doi.org/10.1007/BF01202508
. [all data]
Shibamoto, 1987
Shibamoto, T.,
Retention Indices in Essential Oil Analysis
in Capillary Gas Chromatography in Essential Oil Analysis, Sandra, P.; Bicchi, C., ed(s)., Hutchig Verlag, Heidelberg, New York, 1987, 259-274. [all data]
Zenkevich and Malamakhov, 1987
Zenkevich, I.G.; Malamakhov, A.C.,
Evaluation of Molecular Weights of Organic Compounds based on Retention Parameters at Chromato-Spectral Analysys. Additional Criterion of Molecular Ions' Identification,
Vestn. St. Petersb. Univ. Ser. 4: Fiz. Khim, 1987, 2, 101-106. [all data]
Swigar and Silverstein, 1981
Swigar, A.A.; Silverstein, R.M.,
Monoterpenes, Aldrich Chemical Company, Milwaukee, WI, USA, 1981, 130. [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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