2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, cis-

Formula: C₁₀H₁₈O
Molecular weight: 154.2493
IUPAC Standard InChI: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9-11H,4-5H2,1-3H3/t9-,10-/m1/s1
IUPAC Standard InChIKey: HPOHAUWWDDPHRS-NXEZZACHSA-N
CAS Registry Number: 16721-38-3
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.
Stereoisomers:
- 2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, trans-
- Piperitol
Other names: p-Menth-1-en-3-ol, cis-; cis-p-Menth-1-en-3-ol; cis-Piperitol; 6-Isopropyl-3-methyl-2-cyclohexen-1-ol-, cis-; (Z)-Piperitol; 2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, (1R,6S)-rel-; cis-6-(Isopropyl)-3-methylcyclohex-2-en-1-ol; cis-3-Methyl-6-isopropyl-2-cyclohexen-1-ol
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Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
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Normal alkane RI, 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	Stabilwax	DB-Wax	Innowax FSC	DB-Wax	NB-351
Column length (m)	30.	30.	60.	60.	25.
Carrier gas	H2	He	Helium	He	H2
Substrate
Column diameter (mm)	0.32	0.25	0.25	0.25	0.3
Phase thickness (μm)	0.5	0.25		0.25	0.5
T_start (C)	40.	90.	60.	45.	70.
T_end (C)	280.	220.	220.	240.	250.
Heat rate (K/min)	6.	7.	4.	3.	5.
Initial hold (min)	5.	2.	10.		2.
Final hold (min)	5.	5.
I	1738.	1770.	1758.	1744.	1747.
Reference	Jirovetz, Buchbauer, et al., 2005	Agnihotri, Thappa, et al., 2004	Lourens, Reddy, et al., 2004	Christoph, 2001	Onocha, Ekundayo, et al., 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	HP-Innowax FSC	Carbowax 20M	FFAP	Carbowax 20M
Column length (m)	60.	45.	50.	25.
Carrier gas	He	Hydrogen
Substrate
Column diameter (mm)	0.25	0.32		0.30
Phase thickness (μm)		1.0
T_start (C)	60.	60.	50.	40.
T_end (C)	240.	200.	180.	220.
Heat rate (K/min)	4.	2.	10.	2.
Initial hold (min)	10.	5.	1.	5.
Final hold (min)	10.
I	1758.	1741.	1771.	1741.
Reference	Baser, Kirimer, et al., 1997	Kollmannsberger, Nitz, et al., 1992	Brophy, Davies, et al., 1989	Nykanen, 1986
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

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

Jirovetz, Buchbauer, et al., 2005
Jirovetz, L.; Buchbauer, G.; Ngassoum, M.B.; Parmentier, M., Chemical composition and olfactory characterization of essential oils of fruits and seeds of African pear (Dacryodes edulis (G. Don) H. J. Lam) from Cameroon, Flavour Fragr. J., 2005, 20, 2, 215-218, https://doi.org/10.1002/ffj.1324 . [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]

Lourens, Reddy, et al., 2004
Lourens, A.C.U.; Reddy, D.; Baser, K.H.C.; Viljoen, A.M.; Van Vuuren, S.F., In vitro Biological Activity and Essential Oil Composition of Four Indigenous South Africal Helichrysum Species, J. Ethnopharmacol., 2004, 95, 2-3, 253-258, https://doi.org/10.1016/j.jep.2004.07.027 . [all data]

Christoph, 2001
Christoph, F., Chemische Zuzammensetzung und antimikrobielle Eigenschaften der ätherischen Öle von Leptospermum scoparium J. R. et G. Forst. und anderer Teebaumöle der Gattungen Kunzea, Leptospermum und Melaleuca unter besonderer Berücksichtigung von Handelsölen, Dissertation, University of Hamburg, Germany, 2001, 196. [all data]

Onocha, Ekundayo, et al., 1999
Onocha, P.A.; Ekundayo, O.; Oyelola, O.; Laakso, I., Essential oils of Dacryodes edulis (G. Don) H. J. Lam (African pear), Flavour Fragr. J., 1999, 14, 2, 135-139, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<135::AID-FFJ788>3.0.CO;2-L . [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]

Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F., UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok), Z. Lebensm. Unters Forsch., 1992, 194, 6, 545-551, https://doi.org/10.1007/BF01185481 . [all data]

Brophy, Davies, et al., 1989
Brophy, J.J.; Davies, N.W.; Southwell, I.A.; Stiff, I.A.; Williams, L.R., Gas chromatographic quality control for oil of Melaleuca terpinen-4-ol type (Australian tea tree), J. Agric. Food Chem., 1989, 37, 5, 1330-1335, https://doi.org/10.1021/jf00089a027 . [all data]

Nykanen, 1986
Nykanen, I., High Resolution Gas Chromatographic - Mass Spectrometric determination of the Flavour Composition of Wild Majoram (Origanum vulgare L.) Cultivated in Finland, Z. Lebensm Unters Forsch, 1986, 183, 4, 267-272, https://doi.org/10.1007/BF01087742 . [all data]

Notes

Go To: Top, Normal alkane RI, 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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