Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChI: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m0/s1
- IUPAC Standard InChIKey: NFLGAXVYCFJBMK-DTWKUNHWSA-N
- CAS Registry Number: 89-80-5
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: (2R,5S)-2-Isopropyl-5-methylcyclohexanone; p-Menthan-3-one, trans-; p-Menthone; trans-p-Menthan-3-one; trans-Menthan-3-one; Menthone; trans-Menthone; Menthon; 2-Isopropyl-5-methylcyclohexanone, trans; Menthone racemic; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-(.+./.-.)-; Menthan-3-one, trans; DL-Menthone; Menthone G; Neomenthone; trans-p-Menthone; trans-5-Methyl-2-(1-methylethyl)cyclohexanone
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Normal alkane RI, 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-Innowax | Carbowax | DB-Wax | Carbowax 20M | CP-Wax |
| Column length (m) | 30. | 60. | 60. | 60. | 30. |
| Carrier gas | Helium | He | N2 | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 40. | 40. | 70. | 40. | 40. |
| Tend (C) | 250. | 180. | 230. | 190. | 180. |
| Heat rate (K/min) | 2. | 5. | 2. | 10. | 5. |
| Initial hold (min) | 5. | 2. | 2. | 2. | |
| Final hold (min) | 20. | 15. | |||
| I | 1475. | 1450. | 1473. | 1444. | 1448. |
| Reference | Formisano, Rigano, et al., 2007 | Singh, Kumar, et al., 2007 | Choi, 2006 | Babu and Kaul, 2005 | Ka, Choi, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | PE-Wax | DB-Wax | DB-Wax | DB-Wax | PEG-20M |
| Column length (m) | 50. | 30. | 60. | 60. | 50. |
| Carrier gas | H2 | He | N2 | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.25 | 0.2 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 40. | 70. | 70. | 70. |
| Tend (C) | 220. | 250. | 230. | 230. | 220. |
| Heat rate (K/min) | 4. | 4. | 2. | 2. | 2. |
| Initial hold (min) | 2. | ||||
| Final hold (min) | 2. | 10. | 20. | ||
| I | 1455. | 1445. | 1476. | 1475. | 1464. |
| Reference | Ram, Kumar, et al., 2005 | Salehi, Sonboli, et al., 2005 | Choi, 2004 | Tu, Thanh, et al., 2002 | Orav and Kann, 2001 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP Innowax FSP | Innowax | HP-Innowax | HP-Innowax | HP-Innowax |
| Column length (m) | 60. | 60. | 60. | 60. | 60. |
| 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) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 220. | 220. | 220. | 220. | 220. |
| Heat rate (K/min) | |||||
| Initial hold (min) | 10. | 10. | 10. | 10. | 10. |
| Final hold (min) | 10. | ||||
| I | 1474. | 1474. | 1474. | 1474. | 1474. |
| Reference | Kaya, Baser, et al., 1999 | Kaya, Baser, et al., 1999, 2 | Kaya, Baser, et al., 1999, 3 | Kaya, Baser, et al., 1999, 3 | Kaya, Baser, et al., 1999, 3 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Carbowax | BP-20 | DB-Wax | HP-Innowax FSC | DB-Wax |
| Column length (m) | 50. | 25. | 60. | 60. | 60. |
| Carrier gas | N2 | N2 | H2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.5 | 0.32 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.50 | |||
| Tstart (C) | 80. | 60. | 60. | 60. | 50. |
| Tend (C) | 200. | 200. | 220. | 240. | 250. |
| Heat rate (K/min) | 1. | 5. | 3. | 4. | 8. |
| Initial hold (min) | 10. | 1. | |||
| Final hold (min) | 20. | 10. | 6. | ||
| I | 1478. | 1444. | 1449. | 1476. | 1478. |
| Reference | Menon, Chacko, et al., 1999 | Rao, Bhattacharya, et al., 1999 | Werkhoff, Güntert, et al., 1998 | Baser, Kirimer, et al., 1997 | Sagrero-Nieves and Bartley, 1996 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Packed |
|---|---|---|---|
| Active phase | TC-Wax | Carbowax 20M | Carbowax 20M |
| Column length (m) | 60. | 50. | 2. |
| Carrier gas | Hydrogen | ||
| Substrate | Gas-Chrom Z (80-100 mesh) | ||
| Column diameter (mm) | 0.25 | 0.25 | |
| Phase thickness (μm) | |||
| Tstart (C) | 80. | 80. | 65. |
| Tend (C) | 240. | 200. | 220. |
| Heat rate (K/min) | 3. | 2. | 4. |
| Initial hold (min) | 5. | ||
| Final hold (min) | |||
| I | 1468. | 1444. | 1502. |
| Reference | Shuichi, Masazumi, et al., 1996 | Shibamoto, 1987 | Stancher and Pertoldi, 1967 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, 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.
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]
Singh, Kumar, et al., 2007
Singh, B.; Kumar, R.; Bhandari, S.; Pathania, S.; Lal, B.,
Volatile constituents of natural Boswellia serrata oleo-gum-resin and commercial samples,
Flavour Fragr. J., 2007, 22, 2, 145-147, https://doi.org/10.1002/ffj.1772
. [all data]
Choi, 2006
Choi, H.-S.,
Headspace analyses of fresh leaves and stems of Angelica gigas Nakai, a Korean medicinal herb,
Flavour Fragr. J., 2006, 21, 4, 604-608, https://doi.org/10.1002/ffj.1602
. [all data]
Babu and Kaul, 2005
Babu, K.G.D.; Kaul, V.K.,
Variation in essential oil composition of rose-scented geranium (Pelargonium sp.) distilled by different distillation techniques,
Flavour Fragr. J., 2005, 20, 2, 222-231, https://doi.org/10.1002/ffj.1414
. [all data]
Ka, Choi, et al., 2005
Ka, M.-H.; Choi, E.H.; Chun, H.-S.; Lee, K.-G.,
Antioxidative Activity of Volatile Extracts Isolated from Angelica tenuissimae Roots, Peppermint Leaves, Pine Needles, and Sweet Flag Leaves,
J. Agric. Food Chem., 2005, 53, 10, 4124-4129, https://doi.org/10.1021/jf047932x
. [all data]
Ram, Kumar, et al., 2005
Ram, P.; Kumar, B.; Naqvi, A.A.; Verma, R.S.; Patra, N.K.,
Post-harvest storage effect on quantity and quality of rose-scented geranium (Pelargonium sp. cv. 'Bourbon') oil in Uttaranchal,
Flavour Fragr. J., 2005, 20, 6, 666-668, https://doi.org/10.1002/ffj.1544
. [all data]
Salehi, Sonboli, et al., 2005
Salehi, P.; Sonboli, A.; Eftekhar, F.; Nejad-Ebrahimi, S.; Yousefzadi, M.,
Essential Oil Composition, Antibacterial and Antioxidant Activity of the Oil and Various Extracts of Ziziphora clinopodioides subsp. rigida (BOISS.) RECH. f. from Iran,
Biol. Pharm. Bull., 2005, 28, 10, 1892-1896, https://doi.org/10.1248/bpb.28.1892
. [all data]
Choi, 2004
Choi, H.-S.,
Volatile constituents of satsuma mandarins growing in Korea,
Flavour Fragr. J., 2004, 19, 5, 406-412, https://doi.org/10.1002/ffj.1283
. [all data]
Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M.,
Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils,
Flavour Fragr. J., 2002, 17, 3, 169-174, https://doi.org/10.1002/ffj.1076
. [all data]
Orav and Kann, 2001
Orav, A.; Kann, J.,
Determination of peppermint and orange aroma compounds in food and beverages,
Proc. Est. Acad. Sci. Chem., 2001, 50, 4, 217-225. [all data]
Kaya, Baser, et al., 1999
Kaya, A.; Baser, K.H.C.; Koca, F.,
Essential oils of Acinos troodi (Post) Leblebici subsp. vardaranus Leblebici and subsp. grandiflorus Hartvig Strid,
Flavour Fragr. J., 1999, 14, 1, 50-54, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<50::AID-FFJ783>3.0.CO;2-7
. [all data]
Kaya, Baser, et al., 1999, 2
Kaya, A.; Baser, K.H.C.; Demirci, B.; Koca, F.,
The essential oil of Acinos alpinus (L.) Moench growing in Turkey,
Flavour Fragr. J., 1999, 14, 1, 55-59, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<55::AID-FFJ784>3.0.CO;2-Q
. [all data]
Kaya, Baser, et al., 1999, 3
Kaya, A.; Baser, K.H.C.; Tümen, G.; Koca, F.,
The essential oil of Acinos suaveolens (Sm.) G. Don fil. Acinos arvensis (Lam.) Dandy and Acinos rotundifolius Pers. growing wild in Turkey,
Flavour Fragr. J., 1999, 14, 1, 60-64, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<60::AID-FFJ785>3.0.CO;2-0
. [all data]
Menon, Chacko, et al., 1999
Menon, A.N.; Chacko, S.; Narayanan, C.S.,
Free and glycosidically bound volatiles of cardamom (Eletteria cardamomum Maton var. miniscula Burkill),
Flavour Fragr. J., 1999, 14, 1, 65-68, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<65::AID-FFJ789>3.0.CO;2-A
. [all data]
Rao, Bhattacharya, et al., 1999
Rao, B.R.R.; Bhattacharya, A.K.; Mallavarapu, G.R.; Ramesh, S.,
Volatile constituents of different parts of cornmint (Mentha arvensis L.),
Flavour Fragr. J., 1999, 14, 5, 262-264, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<262::AID-FFJ766>3.0.CO;2-6
. [all data]
Werkhoff, Güntert, et al., 1998
Werkhoff, P.; Güntert, M.; Krammer, G.; Sommer, H.; Kaulen, J.,
Vacuum headspace method in aroma research: flavor chemistry of yellow passion fruits,
J. Agric. Food Chem., 1998, 46, 3, 1076-1093, https://doi.org/10.1021/jf970655s
. [all data]
Baser, Kirimer, et al., 1997
Baser, K.H.C.; Kirimer, N.; Duman, H.,
Composition of the essential oil of Micromeria dolichodontha P. H. Davis,
Flavour Fragr. J., 1997, 12, 4, 289-291, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<289::AID-FFJ640>3.0.CO;2-A
. [all data]
Sagrero-Nieves and Bartley, 1996
Sagrero-Nieves, L.; Bartley, J.P.,
Volatile components from the leaves of heterotheca inuloides Cass.,
Flavour Fragr. J., 1996, 11, 1, 49-51, https://doi.org/10.1002/(SICI)1099-1026(199601)11:1<49::AID-FFJ538>3.0.CO;2-J
. [all data]
Shuichi, Masazumi, et al., 1996
Shuichi, H.; Masazumi, N.; Hiromu, K.; Kiyoshi, F.,
Comparison of volatile compounds berween the crude drugs, Onji-tsutsu and Onji-niki,
Nippon nogei kagaku kaishi, 1996, 70, 2, 151-160. [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]
Stancher and Pertoldi, 1967
Stancher, B.; Pertoldi, M.G.,
Characterization of commercial materials used in synthetic essential oil production. Identification and gas-chromatographic determination of impurities,
Rassegna chimica, 1967, 19, 3, 99-109. [all data]
Notes
Go To: Top, Normal alkane RI, 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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