2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChIKey: YSTPAHQEHQSRJD-UHFFFAOYSA-N
- CAS Registry Number: 89-81-6
- 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-Menth-1-en-3-one; Piperitone; 3-Carvomenthenone; 1-Methyl-4-isopropyl-1-cyclohexen-3-one; 6-Isopropyl-3-methyl-2-cyclohexen-1-one; 3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one; 3-Methyl-6-isopropyl-2-cyclohexen-1-one; 6-isopropyl-3-methylcyclohex-2-enone
- 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 | HP-5 MS | 5 % Phenyl polydimethyl siloxane | ZB-5 | ZB-5 | DB-1-MS |
Column length (m) | 30. | 30. | 30. | 60. | |
Carrier gas | Helium | Nitrogen | Nitrogen | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 60 0C (1 min) 10 0C/min -> 180 0C (1 min) 20 0C/min -> 280 0C (15 min) | not specified | not specified | not specified | not specified |
I | 1250. | 1256. | 1282. | 1282. | 1224. |
Reference | Bai, Liu, et al., 2011 | Chaverri, Diaz, et al., 2011 | Vazques, Aimar, et al., 2011 | Vazquez, Demmel, et al., 2011 | Takeoka, Hobbs, et al., 2010 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | HP-5 | DB-5 | SLB-5 MS | SLB-5 MS |
Column length (m) | 60. | 30. | 25. | 30. | 30. |
Carrier gas | Helium | Nitrogen | Helium | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.22 | 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 | not specified | 50 0C 3 0C/min -> 250 0C (1 min) 10 0C/min -> 300 0C (5 min) | not specified |
I | 1237. | 1253. | 1245. | 1254. | 1249. |
Reference | Delort and Jaquier, 2009 | Riahi, Pourbasheer, et al., 2009 | Chieng, Assim, et al., 2008 | Costa, De Fina, et al., 2008 | Costa, De Fina, et al., 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CB-1 | CB-1 | SLB-5 MS | HP-5MS | HP-5MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | 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 |
Program | 40 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 220 0C (1 min) | not specified | not specified | 40 0C (2 min) 3 0C/min -> 180 0C (2 min) 15 0C -> 280 0C | 40C(10min) => 3C/min => 200C => 2C/min => 220C |
I | 1236. | 1226. | 1253. | 1275. | 1251. |
Reference | Kannaste, Vongvanich, et al., 2008 | Kannaste, Vongvanich, et al., 2008 | Lo Presti, Sciarrone, et al., 2008 | Ning, Zheng, et al., 2008 | Cole, Haber, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SPB-1 | BP-5 | HP-5MS | BPX-5 | BPX-5 |
Column length (m) | 50. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | He | 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 | 0.25 |
Program | 70C(3min) => 4C/min => 120C => 8C/min => 250C(5min) | 60C => 4C/min => 150C => 10C/min => 220C | 40C(3min) => 8C/min => 160C => 15C/min => 300C (10min) | 50C => 3C/min => 150C(10min) => 10C/min => 250C | 50C => 3C/min => 150C(10min) => 10C/min => 250C |
I | 1232. | 1251. | 1245. | 1221. | 1221. |
Reference | Díaz-Maroto, Castillo, et al., 2007 | Hashemi, Abolghasemi, et al., 2007 | Liu, Song, et al., 2007 | Ozer H., Sokmen M., et al., 2007 | Salamci, Kordali, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | BPX-5 | BPX-5 | HP-5 MS | SE-52 | BPX-5 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | Helium | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.15 | 0.25 |
Program | 50C => 3C/min => 150C(10min) => 10C/min => 250C | 50C => 3C/min => 150C (10min) => 10C/min => 250C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 45C => 1C/min => 100C => 5C/min => 250C (10min) | 50C => 3C/min => 150C(10min) => 10C/min => 250C |
I | 1223. | 1221. | 1250. | 1253. | 1219. |
Reference | Baris, Güllüce, et al., 2006 | Ozer H., Kilic H., et al., 2006 | Schmidt, Noletto, et al., 2006 | Tognolini, Barocelli, et al., 2006 | Özer, Sahín, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | Methyl Silicone | BPX-5 | HP-5MS | HP-5 | SE-30 |
Column length (m) | 30. | 30. | 30. | ||
Carrier gas | H2 | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | ||
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Program | not specified | 50 0C (1 min) 3 0C/min -> 150 0C 5 0C/min -> 250 0C (5 min) | 50C(3min) => 3C/min => 150C(10min) => 10C/min => 250C | 50C (3min) => 3C/min => 150C (10min) => 10C/min => 250C | not specified |
I | 1249. | 1253. | 1253. | 1253. | 1235. |
Reference | Couladis, Özcan, et al., 2004 | Koba, Sanda, et al., 2004 | Sahin, Gulluce, et al., 2004 | Tepe, Donmez, et al., 2004 | Vinogradov, 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | OV-101 | CP Sil 5 CB | CP Sil 5 CB | DB-5 | Polydimethyl siloxanes |
Column length (m) | 50. | 25. | 25. | ||
Carrier gas | N2 | He | |||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.39 | |||
Phase thickness (μm) | 0.39 | ||||
Program | not specified | not specified | not specified | not specified | not specified |
I | 1236. | 1230. | 1223. | 1252. | 1235. |
Reference | Yang, 2001 | Weyerstahl, Marschall, et al., 1999 | Weyerstahl, Marschall, et al., 1998 | Isidorov, Zenkevich, et al., 1997 | Zenkevich, 1997 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Packed |
---|---|---|---|
Active phase | DB-1 | OV-1 | OV-101 |
Column length (m) | 60. | 35. | 2.5 |
Carrier gas | He | N2 | |
Substrate | Chromosorb G 60-80mesh DMCS | ||
Column diameter (mm) | 0.32 | 0.50 | |
Phase thickness (μm) | 0.25 | 1.5 | |
Program | not specified | not specified | not specified |
I | 1243. | 1225. | 1231. |
Reference | Nishimura, 1995 | De Pooter and Schamp, 1987 | Swigar and Silverstein, 1981 |
Comment | MSDC-RI | 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.
Bai, Liu, et al., 2011
Bai, C.Q.; Liu, Z.L.; Liu, Q.Z.,
Nematicidal constituents from the essential oil of Chenopodium ambrosioides aerial parts,
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Chaverri, Diaz, et al., 2011
Chaverri, C.; Diaz, C.; Cicco, J.F.,
Chemical analysis of essential oils from Ocotea gomezii W.C. Burger and Ocotea morae Gomez-Laur. (Lauraceae) collected at Reserva biologica Alberto M. Brenes in Costa Rica and their cytotoxic activity on Tumor cell lines,
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Vazques, Aimar, et al., 2011
Vazques, A.M.; Aimar, M.L.; Demmel, G.I.; Criado, S.G.; Ruiz, G.M.; Cantero, J.J.; Rossi, L.I.; Velasco, M.I.,
Determination of volatile organic compounds of Tagetes argentina Cabrera (asteraceae) using HS-SPME analysis,
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Vazquez, Demmel, et al., 2011
Vazquez, A.M.; Demmel, G.I.; Criado, S.G.; Aimar, M.L.; Cantero, J.; Rossi, L.I.; Velasco, M.I.,
Phytochemistry of TAgetes minuta L. (Asteraceae) from Cordoba, Argentina: comparative study between essential oil and HS-SPME analyses,
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Takeoka, Hobbs, et al., 2010
Takeoka, G.R.; Hobbs, C.; Byeoung-Soo, P.,
Volatile constituents of the aerial parts of Salvia apiana Jepson,
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Delort and Jaquier, 2009
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Novel terpenyl esters from Australian finger lime (Citrus australasica) peel extract,
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Riahi, Pourbasheer, et al., 2009
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Investigation of different linear and non-linear chemometric methods for modeling of retention index of essential oil components: Concerns to support vector mashine,
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Chieng, Assim, et al., 2008
Chieng, T.C.; Assim, Z.B.; Fasihuddin, B.A.,
Toxicity and antitermite activities of the essential oils from Piper sarmentosum,
The Malaysian J. Anal. Sci., 2008, 12, 1, 234-239. [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,
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Kannaste, Vongvanich, et al., 2008
Kannaste, A.; Vongvanich, N.; Borg-Karlson, A.-K.,
Infestation by a Nalepella species induces emissions of alpha- and beta-farnesenes, (-)-linalool and aromatic compounds in Norway spruce clones of different susceptibility to the large pine weevil,
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Lo Presti, Sciarrone, et al., 2008
Lo Presti, M.; Sciarrone, D.; Crupi, M.C.; Costa, R.; Ragusa, S.; Dugo, G.; Mondello, L.,
Evaliation of the volatile and chiral composition in Pistacia lentiscus L. essential oil,
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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.,
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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,
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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,
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Hashemi, Abolghasemi, et al., 2007
Hashemi, P.; Abolghasemi, M.M.; Fakhari, A.R.; Ebrahimi, S.N.; Ahmadi, S.,
Hydrodistillation-Solvent Microextraction and GC-MS Identification of Volatile Components of Artemisia aucheri,
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Liu, Song, et al., 2007
Liu, L.; Song, G.; Hu, Y.,
GC?MS Analysis of the Essential Oils of Piper nigrum L. and Piper longum L.,
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Ozer H., Sokmen M., et al., 2007
Ozer H.; Sokmen M.; Gulluce M.; Adiguzel A.; Sahin F.; Sokmen A.; Kilic H.; Baris O.,
Chemical Composition and Antimicrobial and Antioxidant Activities of the Essential Oil and Methanol Extract of Hippomarathrum microcarpum (Bieb.) from Turkey,
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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,
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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,
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Schmidt, Noletto, et al., 2006
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Abaco Bush Medicine: Chemical composition of the essential oils of four aromatic medicinal plants from Abaco Island, Bahamas,
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Tognolini, Barocelli, et al., 2006
Tognolini, M.; Barocelli, E.; Ballabeni, V.; Bruni, R.; Bianchi, A.; Chiavarini, M.; Impicciatore, M.,
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Özer, Sahín, et al., 2005
Özer, H.; Sahín, F.; Kilic, H.; Güllüce, M.,
Essential oil composition of Hyssopus officinalis L. subsp. angustifolius (Bieb.) Arcangeli from Turkey,
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Couladis, Özcan, et al., 2004
Couladis, M.; Özcan, M.; Tzakou, O.; Akgül, A.,
Menengic (Pistacia terebinthus L.) agacinin degisik organlarinda ucucu yag bilesimi, Bitkisel Ilac Hammaddeleri Toplantisi, Bildiriler, 29-31 Mayis 2002, 2004, 6. [all data]
Koba, Sanda, et al., 2004
Koba, K.; Sanda, K.; Raynaud, C.; Nenonene, Y.A.; Millet, J.; Chaumont, J.P.,
Activités antimicrobiennes d'huiles essentielles de trois Cymbopogon sp. africains vis-àvis de germes pathogènes d'animaux de compagnie,
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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,
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Tepe, Donmez, et al., 2004
Tepe, B.; Donmez, E.; Unlu, M.; Candan, F.; Daferera, D.; Vardar-Unlu, G.; Polissiou, M.; Sokmen, A.,
Antimicrobial and antioxidative activities of the essential oils and methanol extracts of Salvia cryptantha (Montbret et Aucher ex Benth.) and Salvia multicaulis (Vahl),
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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]
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
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Weyerstahl, Marschall, et al., 1998
Weyerstahl, P.; Marschall, H.; Weirauch, M.; Thefeld, K.; Surburg, H.,
Constituents of commercial Labdanum oil,
Flavour Fragr. J., 1998, 13, 5, 295-318, https://doi.org/10.1002/(SICI)1099-1026(1998090)13:5<295::AID-FFJ751>3.0.CO;2-I
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Isidorov, Zenkevich, et al., 1997
Isidorov, V.; Zenkevich, I.; Sacharevich, T.,
Calculation of Gas Chromatographic Retention Indices for Monoterpenes and Terpenoids from Their Physico-Chemical Constants,
Chem. Anal. (Warsaw), 1997, 42, 627-634. [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]
Nishimura, 1995
Nishimura, O.,
Application of a thermal desorption cold trap injector to multidimensional GC and GC-MS,
J. Hi. Res. Chromatogr., 1995, 18, 11, 699-704, https://doi.org/10.1002/jhrc.1240181105
. [all data]
De Pooter and Schamp, 1987
De Pooter, H.L.; Schamp, N.M.,
The Essential Oil of Mentha X villosa nm. alopecuroides,
Flavour Fragr. J., 1987, 2, 4, 163-165, https://doi.org/10.1002/ffj.2730020405
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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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