trans-Carveyl acetate

Formula: C₁₂H₁₈O₂
Molecular weight: 194.2701
IUPAC Standard InChI: InChI=1S/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5,11-12H,1,6-7H2,2-4H3/t11-,12+/m1/s1
IUPAC Standard InChIKey: YTHRBOFHFYZBRJ-NEPJUHHUSA-N
CAS Registry Number: 1134-95-8
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Stereoisomers:
- 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate, cis-
- 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate
Other names: Carvyl acetate E; 5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate-, trans-; (E)-Carvyl acetate; t-Carvyl acetate; trans-Carvyl acetate; trans-L-Carvyl acetate; trans-Carveol, O-(acetyl)-
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Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
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Normal alkane RI, non-polar column, temperature ramp

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5 MS	RTX-1	RTX-1	DB-5 MS	HP-5 MS
Column length (m)	60.	60.	60.	30.	30.
Carrier gas	Helium	Helium	Helium	Helium	Helium
Substrate
Column diameter (mm)	0.25	0.22	0.22	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	60.	60.	40.	50.
T_end (C)	250.	230.	230.	250.	280.
Heat rate (K/min)	5.	2.	2.	4.	4.
Initial hold (min)	15.			2.
Final hold (min)	15.	30.	30.	2.
I	1328.	1340.	1345.	1337.	1364.
Reference	Mesa-Arango, Betancur-Galvis, et al., 2010	Museli, Pau, et al., 2009	Museli, Pau, et al., 2009	Su, Wang, et al., 2009	Zhao, Zeng, 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-5MS	HP-1	DB-5	BPX-5
Column length (m)	30.	30.	50.	30.	25.
Carrier gas	Helium	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.2	0.25	0.22
Phase thickness (μm)	0.25	0.25	0.33	0.25	1.
T_start (C)	60.	50.	60.	90.	60.
T_end (C)	280.	250.	250.	220.	250.
Heat rate (K/min)	3.	2.	2.	7.	3.
Initial hold (min)				2.	5.
Final hold (min)			40.	5.	10.
I	1342.	1337.	1314.	1332.	1343.
Reference	Vagionas, Graikou, et al., 2007	Farah, Afifi, et al., 2006	Filippi, Lanfranchi, et al., 2006	Agnihotri, Thappa, et al., 2004	Vilaseca, Guy, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5HT	CP Sil 5 CB	DB-1	SE-54	HP-5
Column length (m)	27.	25.	50.	30.	30.
Carrier gas	He	He	N2	H2	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.32	0.25
Phase thickness (μm)			0.25	0.25	0.25
T_start (C)	50.	60.	80.	40.	60.
T_end (C)	250.	220.	225.	240.	220.
Heat rate (K/min)	2.	5.	4.	5.	5.
Initial hold (min)	2.				10.
Final hold (min)	20.
I	1339.	1326.	1331.	1339.	1338.
Reference	Yusufoglu, Celik, et al., 2004	Monfared, Davarani, et al., 2002	Palá-Paúl, Pérez-Alonso, et al., 2002	Silva A.D., Patitucci M.L., et al., 2002	Gallori, Flamini, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	RTX-1	OV-101	SPB-5
Column length (m)	30.	30.	25.	50.
Carrier gas	H2	N2	Nitrogen	He
Substrate
Column diameter (mm)	0.25	0.25	0.20	0.32
Phase thickness (μm)	0.25	0.25		0.25
T_start (C)	60.	60.	60.	60.
T_end (C)	285.	300.	220.	240.
Heat rate (K/min)	3.	4.	4.	3.
Initial hold (min)			0.
Final hold (min)			0.	20.
I	1337.	1322.	1327.	1337.
Reference	Santos-Gomes and Fernandes-Ferreira, 2001	Kalemba, 1999	Tropnikova, Zenkevich, et al., 1999	Doneanu and Anitescu, 1998
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes

Mesa-Arango, Betancur-Galvis, et al., 2010
Mesa-Arango, A.C.; Betancur-Galvis, L.; Montiel, J.; Bueno, J.G.; Baena, A.; Duran, D.C.; Martinez, J.R.; Stashenko, E.E., Antifungal activity and chemical composition of the essential oils of Lippia alba (Miller) N.E. Brown grown in different regions of Colombia, J. Essential Oil Res., 2010, 22, 6, 568-574, https://doi.org/10.1080/10412905.2010.9700402 . [all data]

Museli, Pau, et al., 2009
Museli, A.; Pau, M.; Desjobert, J.-M.; Foddai, M.; Usai, M.; Costa, J., Volatile constituents of Achllea ligustica All. by HS-SPME/GC/GC-MS. Comparison with essential oils obtained by hydrodistillation from Corsica and Sardinia, Chromatographia, 2009, 69, 5/6, 575-585, https://doi.org/10.1365/s10337-008-0939-1 . [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]

Zhao, Zeng, et al., 2009
Zhao, C.; Zeng, Y.; Wan, M.; Li, R.; Liang, Y.; Li, C.; Zeng, Z.; Chau, F.-T., Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods, J. Sep. Sci., 2009, 32, 4, 660-670, https://doi.org/10.1002/jssc.200800484 . [all data]

Vagionas, Graikou, et al., 2007
Vagionas, K.; Graikou, K.; Ngassapa, O.; Runyoro, D.; Chinou, I., Composition and antimicrobial activity of the essential oils of three Satureja species growing in Tansania, Food Chem., 2007, 103, 2, 319-324, https://doi.org/10.1016/j.foodchem.2006.07.051 . [all data]

Farah, Afifi, et al., 2006
Farah, A.; Afifi, A.; Fechtal, M.; Chhen, A.; Satrani, B.; Talbi, M.; Chaouch, A., Fractional distillation effect on the chemical composition of Moroccan myrtle (Myrtus communis L.) essential oils, Flavour Fragr. J., 2006, 21, 2, 351-354, https://doi.org/10.1002/ffj.1651 . [all data]

Filippi, Lanfranchi, et al., 2006
Filippi, J.-J.; Lanfranchi, D.-A.; Prado, S.; Baldovini, N.; Meierhenrich, U.J., Composition, Enantiomeric Distribution, and Antibacterial Activity of the Essential Oil of Achillea ligustica All. from Corsica, J. Agric. Food Chem., 2006, 54, 17, 6308-6313, https://doi.org/10.1021/jf060752y . [all data]

Agnihotri, Thappa, et al., 2004
Agnihotri, V.K.; Thappa, R.K.; Meena, B.; Kapahi, B.K.; Saxena, R.K.; Qazi, G.N.; Agarwal, S.G., Essential oil composition of aerial parts of Angelica glauca growing wild in North-West Himalaya (India), Phytochemistry, 2004, 65, 16, 2411-2413, https://doi.org/10.1016/j.phytochem.2004.07.004 . [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]

Yusufoglu, Celik, et al., 2004
Yusufoglu, A.; Celik, H.; Kirbaslar, G., Utilization of Lavandula angustifolia Miller extracts as natural repellents, pharmaceutical and industrial auxiliaries, J. Serb. Chem. Soc., 2004, 69, 1, 1-7, https://doi.org/10.2298/JSC0401001Y . [all data]

Monfared, Davarani, et al., 2002
Monfared, A.; Davarani, S.S.H.; Rustaiyan, A.; Masoudi, S., Composition of the essential oil of Tanacetum balsamita L. ssp. balsamitoides (Schultz Bip.) Grierson from Iran, J. Essent. Oil Res., 2002, 14, 1, 1-2, https://doi.org/10.1080/10412905.2002.9699741 . [all data]

Palá-Paúl, Pérez-Alonso, et al., 2002
Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A.; Sanz, J., Analysis by gas chromatography-mass spectrometry of the volatile components of Ageratina adenophora Spreng., growing in the Canary Islands, J. Chromatogr. A, 2002, 947, 2, 327-331, https://doi.org/10.1016/S0021-9673(02)00016-X . [all data]

Silva A.D., Patitucci M.L., et al., 2002
Silva A.D.; Patitucci M.L.; Bizzo H.R.; D'Elia E.; Antunes O.A.C., Wacker PdCl2-CuCl2 catalytic oxidation process: Oxidation of limonene, Catalysis Communications, 2002, 3, 9, 435-440, https://doi.org/10.1016/S1566-7367(02)00174-7 . [all data]

Gallori, Flamini, et al., 2001
Gallori, S.; Flamini, G.; Bilia, A.R.; Morelli, I.; Landini, A.; Vincieri, F.F., Chemical composition of some traditional herbal drug preparations: essential oil and aromatic water of costmary (Balsamita suaveolens Pers.), J. Agric. Food Chem., 2001, 49, 12, 5907-5910, https://doi.org/10.1021/jf0107656 . [all data]

Santos-Gomes and Fernandes-Ferreira, 2001
Santos-Gomes, P.C.; Fernandes-Ferreira, M., Organ- and season-dependent variation in the essential oil composition of Salvia officinalis L. cultivated at two different sites, J. Agric. Food Chem., 2001, 49, 6, 2908-2916, https://doi.org/10.1021/jf001102b . [all data]

Kalemba, 1999
Kalemba, D., Constituents of the essential oil of Artemisia asiatica Nakai, Flavour Fragr. J., 1999, 14, 3, 173-176, https://doi.org/10.1002/(SICI)1099-1026(199905/06)14:3<173::AID-FFJ805>3.0.CO;2-Q . [all data]

Tropnikova, Zenkevich, et al., 1999
Tropnikova, I.V.; Zenkevich, I.G.; Budantsev, A.L., Composition of Essential Oil Nepeta cataria L. var. Citriodora Beck and Features of its Determination, Rastit. Resursy (Rus.), 1999, 2, 64-69. [all data]

Doneanu and Anitescu, 1998
Doneanu, C.; Anitescu, G., Supercritical carbon dioxide extraction of Angelica archangelica L. root oil, J. Supercrit. Fluids, 1998, 12, 1, 59-67, https://doi.org/10.1016/S0896-8446(97)00040-5 . [all data]

Notes

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start Initial temperature
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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