Cyclohexanone, 5-methyl-2-(1-methylethyl)-, cis-
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChIKey: NFLGAXVYCFJBMK-RKDXNWHRSA-N
- CAS Registry Number: 491-07-6
- 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. - Species with the same structure:
- Stereoisomers:
- Other names: p-Menthan-3-one, cis-; cis-p-Menthan-3-one; Isomenthone; p-Menthan-3-one, (Z)-; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (Z)-; 2-Isopropyl-5-methyl-cyclohexanone, cis; 5-Methyl-2-(1-methylethyl)cyclohexanone, (Z)-; α-Isomenthone; cis-5-Methyl-2-(1-methylethyl)-cyclohexanone; Isomenthon; cis-Menthone; cis-p-Menthone; (2R,5R)-2-isopropyl-5-methylcyclohexanone, rel-; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-; dl-Isomenthone
- 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 | Polydimethyl siloxane with 5 % Ph groups | Polydimethyl siloxane with 5 % Ph groups | Siloxane, 5 % Ph | Polydimethyl siloxane, 5 % phenyl |
Column length (m) | 30. | ||||
Carrier gas | Hydrogen | ||||
Substrate | |||||
Column diameter (mm) | 0.25 | ||||
Phase thickness (μm) | 0.25 | ||||
Program | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | not specified | not specified | not specified | not specified |
I | 1126. | 1165. | 1175. | 1164. | 1164. |
Reference | Albano, Lima, et al., 2012 | Robinson, Adams, et al., 2012 | Robinson, Adams, et al., 2012 | VOC BinBase, 2012 | Skogerson, Wohlgemuth, et al., 2011 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | HP-5 MS | DB-1 | DB-1 | DB-5 MS |
Column length (m) | 60. | 60. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Hydrogen | Hydrogen | 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 | 50 0C (5 min) 3 0C/min -> 120 0C 5 0C/min -> 250 0C (3 min) 15 0C/min -> 300 0C (20 min) | 60 0C ( 1 min) 5 0C/min -> 200 0C (1 min) 20 0C/min -> 280 0C (21 min) | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | not specified |
I | 1155. | 1174. | 1126. | 1126. | 1170. |
Reference | Delort and Jaquier, 2009 | Jalali-Heravi, Parastar, et al., 2009 | Mendes, Trindade, et al., 2009 | Mendes, Trindade, et al., 2009, 2 | Su, Wang, 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 MS | HP-5 | DB-1 | SE-52 | CP Sil 8 CB |
Column length (m) | 30. | 30. | 30. | 30. | 50. |
Carrier gas | Helium | Helium | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.32 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.15 | 0.25 |
Program | 40 0C (5 min) 2 0C/min -> 250 0C (15 min) 10 0C/min -> 270 0C | not specified | 45C => 3C/min => 175C => 15C/min => 300C (10min) | 45C => 1C/min => 100C => 5C/min => 250C (10min) | 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C (3min) |
I | 1163. | 1146. | 1126. | 1163. | 1163. |
Reference | Formisano, Rigano, et al., 2007 | Ristic, Krivokuca-Dokic, et al., 2007 | Figueiredo A.C., Barroso J.G., et al., 2006 | Tognolini, Barocelli, et al., 2006 | 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 | DB-5 | SE-30 | DB-1 | Polydimethyl siloxanes | OV-101 |
Column length (m) | 30. | 60. | |||
Carrier gas | He | ||||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | |||
Phase thickness (μm) | 0.25 | ||||
Program | not specified | not specified | 45C => 3C/min => 175C => 15C/min => 240C (10min) | not specified | not specified |
I | 1164. | 1150. | 1126. | 1151. | 1151. |
Reference | Vilaseca, Guy, et al., 2004 | Vinogradov, 2004 | Baratta, Dorman, et al., 1998 | Zenkevich, 1997 | Shibamoto, 1987 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Packed |
---|---|
Active phase | OV-101 |
Column length (m) | 2.5 |
Carrier gas | N2 |
Substrate | Chromosorb G 60-80mesh DMCS |
Column diameter (mm) | |
Phase thickness (μm) | |
Program | not specified |
I | 1151. |
Reference | Swigar and Silverstein, 1981 |
Comment | 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.
Albano, Lima, et al., 2012
Albano, S.M.; Lima, A.S.; Miguel, M.G.; Pedro, L.G.; Barroso, J.G.; Figueiredo, A.C.,
Antioxidant, anti-5-lipoxygenase and antiacetylcholinesterase activities of essential oils and decoction water of some aromatic plants,
Rec. Nat. Prod., 2012, 6, 1, 35-48. [all data]
Robinson, Adams, et al., 2012
Robinson, A.L.; Adams, D.O.; Boss, P.K.; Heymann, H.; Solomon, P.S.; Trengove, R.D.,
Influence of geographic origine on the sensory characteristics and wine composition of Vitus viniferas cv. Cabernet Sauvignon wines from Australia (Supplemental data),
Am. J. Enol. Vitic., 2012, 64, 4, 467-476, https://doi.org/10.5344/ajev.2012.12023
. [all data]
VOC BinBase, 2012
VOC BinBase,
The volatile compound BinBase (VOC BinBase), 2012, retrieved from http://fiehnlab.ucdavis.edu/projects/VocBinBase and http://binbase.sourceforge.net. [all data]
Skogerson, Wohlgemuth, et al., 2011
Skogerson, K.; Wohlgemuth, G.; Fiehn, O.,
VocBinNase, 2011, retrieved from http://fiehnlab.ucdavis.edu/projects//VocBinBase. [all data]
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]
Jalali-Heravi, Parastar, et al., 2009
Jalali-Heravi, M.; Parastar, H.; Ebrahimi-Najafabadi, H.,
Chracterization of volatile components of Iranian saffron using factorial-based response surface modeling of ultrasonic extraction combined with gas chromatography - mass spectrometry analysis,
J. Chromatogr. A, 2009, 1216, 33, 6088-6097, https://doi.org/10.1016/j.chroma.2009.06.067
. [all data]
Mendes, Trindade, et al., 2009
Mendes, M.D.; Trindade, H.; Figueiredo, A.C.; Pedro, L.G.; Barroso, J.G.,
Chaerophyllum azoricun Trel. grown in the Azores archipelago, Portugal: evaluation of the genetic diversity using molecular markers and comparison with volatile oils profiles,
Flavour Fragr. J., 2009, 24, 5, 259-265, https://doi.org/10.1002/ffj.1939
. [all data]
Mendes, Trindade, et al., 2009, 2
Mendes, M.D.; Trindade, H.; Figueiredo, A.C.; Barroso, J.G.; Fontinha, S.S.; Pedro, L.G.,
Volatile and molecular characterization of two Portuguese endemic species: Angelica lignescens and Melanoselinium decipiens,
Biochen. Systematics Ecol., 2009, 37, 2, 98-105, https://doi.org/10.1016/j.bse.2008.12.006
. [all data]
Su, Wang, et al., 2009
Su, Y.; Wang, C.; Yinlong, G.,
Analysis of volatile compounds from Mentha hapioealyx Briq. by GC-MS based on accurate mass measurements and retention indices,
Acta Chem. Sinica, 2009, 67, 6, 546-554. [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]
Ristic, Krivokuca-Dokic, et al., 2007
Ristic, M.; Krivokuca-Dokic, D.; Radanovic, D.; Nastovski, T.,
Etarsko ulje Arnica montata i Arnica chamissonis,
Hem. Ind., 2007, 61, 5, 272-277, https://doi.org/10.2298/HEMIND0704272R
. [all data]
Figueiredo A.C., Barroso J.G., et al., 2006
Figueiredo A.C.; Barroso J.G.; Pedro L.G.; Fontinha S.S.; Sim-Sim M.; Sergio C.; Luis L.; Scheffers J.J.C.,
Asterella africana (Mont.) A. Evans grown on Madeira and in mainland Portugal: morphological data and composition of the essential oil,
Flavour Fragr. J., 2006, 21, 3, 534-538, https://doi.org/10.1002/ffj.1611
. [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]
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]
Vilaseca, Guy, et al., 2004
Vilaseca, A.; Guy, I.; Charles, B.; Guinaudeau, H.; de Arias, A.R.; Fournet, A.,
Chemical composition and insecticidal activity of Hedeoma mandoniana essential oils,
J. Essent. Oil Res., 2004, 16, 4, 380-383, https://doi.org/10.1080/10412905.2004.9698749
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [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]
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]
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]
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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.