Eucalyptol

Formula: C₁₀H₁₈O
Molecular weight: 154.2493
IUPAC Standard InChI: InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3
IUPAC Standard InChIKey: WEEGYLXZBRQIMU-UHFFFAOYSA-N
CAS Registry Number: 470-82-6
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Other names: Cineole; 2-Oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-; p-Menthane, 1,8-epoxy-; p-Cineole; Cajeputol; Cucalyptol; Eucapur; Terpan; Zineol; 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane; 1,8-Cineole; 1,8-Epoxy-p-menthane; 2-Oxa-1,3,3-trimethylbicyclo[2.2.2]octane; Cineol; Eucalyptole; NCI-C56575; 1,8-Cineol; 1,8-Oxido-p-menthane; Eukalyptol; NSC 6171; 1,8-Cineole (eucalyptol); Eucaliptol; 1,8-cineol (eucalyptol); 1,3,3-Trimethyl-2-oxabicyclo[2,2,2]octan
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Kovats' RI, non-polar column, custom temperature program

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5MS	BP-1	DB-5MS	HP-5	DB-5
Column length (m)	30.	25.	30.	30.	30.
Carrier gas	He	N2	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
Program	60C(5min) => 2C/min => 140C= 5C/min => 250C(5min)	60C => 5C/min => 220C(5min) => 3C/min => 245C(5min)	40C (3min) => 5C/min => 160C (2min) => 10C/min => 280C (10min)	40C(10min) => 3C/min => 200C => 2C/min => 220C	35C => 4C/min => 180C => 20C/min => 280C
I	1033.	1020.	1037.	1031.	1031.
Reference	Tuberoso, Kowalczyk, et al., 2005	Dwivedi, Khan, et al., 2004	Radulescu, Chiliment, et al., 2004	Sibanda, Chigwada, et al., 2004	Araújo, Silveira, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	BP-1	OV-1	HP-5	DB-5
Column length (m)	30.	30.	30.	30.
Carrier gas	He	N2	He	He
Substrate
Column diameter (mm)	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25
Program	40C (3min) => 3C/min => 180C => 30C/min => 270C (5min)	60C => 5.5C/min => 220C => 3.5C/min => 245C	44C(4min) => 3C/min => 74C => 6C/min => 134C => 12C/min => 312C	50 0C 5 K/min -> 140 0C 2 K/min -> 170 0C	not specified
I	1031.	1031.	1014.	1036.	1030.
Reference	Daferera, Ziogas, et al., 2003	Rao, Kaul, et al., 2003	El-Shazly, Dorai, et al., 2002	Novak, Zitterl-Eglseer, et al., 2001	Dickens J.C., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary
Active phase	AT-5	DB-5	SF-96
Column length (m)	60.	30.	150.
Carrier gas	He
Substrate
Column diameter (mm)	0.25	0.25	0.75
Phase thickness (μm)	0.25	0.25
Program	60 C (1 min) 4 K/min -> 200 C 10 K/min -> 280 C	50C(5min) => 2C/min => 250C (60min) => 2C/min => 270C => 1C/min => 290C	not specified
I	1040.	1032.	1025.
Reference	Rojas and Usubillaga, 2000	Roscigno, 1998	Malingré and Maarse, 1974
Comment	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Kovats' RI, non-polar column, custom temperature program, Notes

Tuberoso, Kowalczyk, et al., 2005
Tuberoso, C.I.G.; Kowalczyk, A.; Coroneo, V.; Russo, M.T.; Dessì, S.; Cabras, P., Chemical Composition and Antioxidant, Antimicrobial, and Antifungal Activities of the Essential Oil of Achillea ligustica All., J. Agric. Food Chem., 2005, 53, 26, 10148-10153, https://doi.org/10.1021/jf0518913 . [all data]

Dwivedi, Khan, et al., 2004
Dwivedi, S.; Khan, M.; Srivastava, S.K.; Syamasunnder, K.V.; Srivastava, A., Essential oil composition of different accessions of Mentha × piperita L. grown on the northern plains of India, Flavour Fragr. J., 2004, 19, 5, 437-440, https://doi.org/10.1002/ffj.1333 . [all data]

Radulescu, Chiliment, et al., 2004
Radulescu, V.; Chiliment, S.; Oprea, E., Capillary gas chromatography-mass spectrometry of volatile and semi-volatile compounds of Salvia officinalis, J. Chromatogr. A, 2004, 1027, 1-2, 121-126, https://doi.org/10.1016/j.chroma.2003.11.046 . [all data]

Sibanda, Chigwada, et al., 2004
Sibanda, S.; Chigwada, G.; Poole, M.; Gwebu, E.T.; Noletto, J.A.; Schmidt, J.M.; Rea, A.I.; Setzer, W.N., Composition and bioactivity of the leaf essential oil of Heteropyxis dehniae from Zimbabwe, J. Ethnopharmacol., 2004, 92, 1, 107-111, https://doi.org/10.1016/j.jep.2004.02.010 . [all data]

Araújo, Silveira, et al., 2003
Araújo, E.C.C.; Silveira, E.R.; Lima, M.A.S.; Neto, M.A.; de Andrade, I.L.; Lima, M.A.A.; Santiago, G.M.P.; Mesquita, A.L.M., Insecticidal activity and chemical composition of volatile oils from Hyptis martiusii Benth, J. Agric. Food Chem., 2003, 51, 13, 3760-3762, https://doi.org/10.1021/jf021074s . [all data]

Daferera, Ziogas, et al., 2003
Daferera, D.J.; Ziogas, B.N.; Polissiou, M.G., The effectiveness of plant essential oils on the growth of Botrytis cinerea, Fusarium sp. and Clavibacter michiganensis subsp. michiganensis, Crop Prot., 2003, 22, 1, 39-44, retrieved from http://www.elsevier.com/gej-ng/10/25/40/84/25/31/article.pdf, https://doi.org/10.1016/S0261-2194(02)00095-9 . [all data]

Rao, Kaul, et al., 2003
Rao, B.R.R.; Kaul, P.N.; Syamasundar, K.V.; Ramesh, S., Comparative composition of decanted and recovered essential oils of Eucalyptus citriodora Hook, Flavour Fragr. J., 2003, 18, 2, 133-135, https://doi.org/10.1002/ffj.1157 . [all data]

El-Shazly, Dorai, et al., 2002
El-Shazly, A.; Dorai, G.; Wink, M., Composition and antimicrobial activity of essential oil and hexane-ether extract of Tanacetum santolinoides (DC.) Feinbr. and Fertig, Z. Naturforsch., 2002, 57c, 620-623. [all data]

Novak, Zitterl-Eglseer, et al., 2001
Novak, J.; Zitterl-Eglseer, K.; Deans, S.G.; Franz, C.M., Essential oils of different cultivars of Cannabis sativa L. and their antimicrobial activity, Flavour Fragr. J., 2001, 16, 4, 259-262, https://doi.org/10.1002/ffj.993 . [all data]

Dickens J.C., 2000
Dickens J.C., Sexual maturation and temporal variation of neural responses in adult Colorado potato beetles to volatiles emitted by potato plants, J. Chem. Ecol., 2000, 26, 5, 1265-1279, https://doi.org/10.1023/A:1005492229377 . [all data]

Rojas and Usubillaga, 2000
Rojas, L.B.; Usubillaga, A., Composition of the essential oil fo Satureja brownei (SW.) Briq. from Venezuela, Flavour Fragr. J., 2000, 15, 1, 21-22, https://doi.org/10.1002/(SICI)1099-1026(200001/02)15:1<21::AID-FFJ861>3.0.CO;2-G . [all data]

Roscigno, 1998
Roscigno, G., Estrazione supercritica di principi farmaceutici e biopesticidi, Tesi di Laurea, Universita degli Studi di Salerno, Salerno, Italy, 1998, 121. [all data]

Malingré and Maarse, 1974
Malingré, T.M.; Maarse, H., Composition of the essential oil of Mentha aquatica, Phytochemistry, 1974, 13, 8, 1531-1535, https://doi.org/10.1016/0031-9422(74)80322-5 . [all data]

Notes

Go To: Top, Kovats' RI, non-polar column, custom temperature program, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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