α-Terpineol
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChI: InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1
- IUPAC Standard InChIKey: WUOACPNHFRMFPN-SECBINFHSA-N
- CAS Registry Number: 98-55-5
- 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:
- Other names: 3-Cyclohexene-1-methanol, α,α4-trimethyl-; p-Menth-1-en-8-ol; Terpineol schlechthin; Terpineol, α; α-Terpinol; α,α,4-Trimethyl-3-Cyclohexene-1-methanol; alpha-Terpineol; 2-(4-methylcyclohex-3-enyl)propan-2-ol; Menth-1-en-8-ol; dl-α-Terpineol; 1-p-Menthen-8-ol; (.+/-.)-α-Terpineol; 2-(4-Methyl-3-cyclohexenyl)-2-propanol; 8-Hydroxy-p-menth-1-ene; NSC 21449; PC 593; Terpineol 350; 4-(2-Hydroxy-2-propyl)-1-methylcyclohexene; Terpineol; (+)-α-Terpineol; 1-α-terpineol; α-terpineole; Terpenol; 2-(4-methylcyclohex-3-enyl)propan-2-ol (α-terpineol); α-terpinenol
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Kovats' 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-5MS | HP-5MS | DB-5MS | BP-1 | DB-5MS |
| Column length (m) | 30. | 30. | 30. | 25. | 30. |
| Carrier gas | He | He | He | 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 |
| Program | 40C(3min) => 3C/min => 160C => 10C/min => 200C | 50C(2min) => 2C/min => 160C(5min) => 50C/min => 270C (6min) | 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) |
| I | 1195. | 1187. | 1190. | 1174. | 1199. |
| Reference | Alissandrakis E., Tarantilis P.A., et al., 2007 | Mevy, Bousquet-Melou, et al., 2006 | Tuberoso, Kowalczyk, et al., 2005 | Dwivedi, Khan, et al., 2004 | Radulescu, Chiliment, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | SPB-1 | HP-5 | HP-5 | BP-1 | BP-1 |
| Column length (m) | 30. | 30. | 30. | 25. | 25. |
| Carrier gas | He | He | N2 | N2 | |
| 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 |
| Program | not specified | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 40C (3min) => 3C/min => 180C => 30C/min => 270C (5min) | 60C => 5C/min => 220C (5min) => 3C/min => 245 C (5min) | 60C => 5C/min => 220C(5min) => 3C/min => 245C(5min) |
| I | 1166. | 1191. | 1189. | 1179. | 1187. |
| Reference | Riu-Aumatell, Castellari, et al., 2004 | Sibanda, Chigwada, et al., 2004 | Daferera, Ziogas, et al., 2003 | Khan, Srivastava, et al., 2003 | Raina, Srivastava, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | HP-5 | HP-1 | SPB-1 | OV-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 15. |
| Carrier gas | N2 | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.32 | 0.317 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Program | 60C => 5.5C/min => 220C => 3.5C/min => 245C | not specified | 35C => 2C/min => 100C => 5C/min => 230C(2min) | 40C(3min) => 2C/min => 100C => 4C/min => 220C (7min) | 50C(4min) => (4C/min) => 90C => (10C/min)=300C(10min) |
| I | 1180. | 1189. | 1208. | 1173. | 1170. |
| Reference | Rao, Kaul, et al., 2003 | Shellie and Marriott, 2003 | Wongpornchai, Sriseadka, et al., 2003 | Borse, Jagan Mohan Rao, et al., 2002 | El-Shazly, Dorai, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | OV-1 | BP-1 | HP-5 | HP-5 | AT-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 60. |
| Carrier gas | He | N2 | H2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Program | 44C(4min) => 3C/min => 74C => 6C/min => 134C => 12C/min => 312C | 60 C 5 C/min -> 220 C (5 min) 3 C/min -> 245 C (5 min) | 60 0C (8 min) 3 K/min -> 180 0C 20 K/min (20 min) | 50 0C 5 K/min -> 140 0C 2 K/min -> 170 0C | 60 C 4K/min -> 200 C 10 K/min -> 280 C |
| I | 1170. | 1179. | 1189. | 1193. | 1188. |
| Reference | El-Shazly, Dorai, et al., 2002, 2 | Khan, Srivastava, et al., 2002 | Frizzo, Serafini, et al., 2001 | Novak, Zitterl-Eglseer, et al., 2001 | Khouri, Usubillaga, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | AT-5 | DB-5 | DB-5 | DB-5 |
| Column length (m) | 30. | 60. | 30. | 30. | 30. |
| Carrier gas | He | He | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.26 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Program | not specified | 60 C (1 min) 4 K/min -> 200 C 10 K/min -> 280 C | not specified | 40C => 2C/min => 60C => 4C/min => 260C | 50C(5min) => 2C/min => 250C (60min) => 2C/min => 270C => 1C/min => 290C |
| I | 1189. | 1199. | 1189. | 1182. | 1163. |
| Reference | Rao, Rout, et al., 2000 | Rojas and Usubillaga, 2000 | Adams, 1998 | Andrade, Santos, et al., 1998 | Roscigno, 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Packed |
|---|---|---|---|---|
| Active phase | DB-5 | BP-1 | SF-96 | SE-30 |
| Column length (m) | 30. | 25. | 127. | 1.5 |
| Carrier gas | He | He | ||
| Substrate | Chromosorb G HP (80-100 mesh) | |||
| Column diameter (mm) | 0.25 | 0.2 | 0.75 | |
| Phase thickness (μm) | 0.25 | |||
| Program | 40C => 2C/min => 60C => 4C/min => 240C | not specified | not specified | not specified |
| I | 1184. | 1177. | 1200. | 1170. |
| Reference | Santos, Andrade, et al., 1998 | MacLeod, MacLeod, et al., 1988 | Okamoto, Ellison, et al., 1981 | Ramsey, Lee, et al., 1980 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Kovats' 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.
Alissandrakis E., Tarantilis P.A., et al., 2007
Alissandrakis E.; Tarantilis P.A.; Harizanis P.C.; Polissiou M.,
Comparison of the volatile composition in thyme honeys from several origins in Greece,
J. Agric. Food Chem., 2007, 55, 20, 8152-8157, https://doi.org/10.1021/jf071442y
. [all data]
Mevy, Bousquet-Melou, et al., 2006
Mevy, J.P.; Bousquet-Melou, A.; Greff, S.; Millogo, J.; Fernandez, C.,
Chemical composition of the volatile oil of Laggera aurita Schulz from Burkina-Faso,
Biochem. Syst. Ecol., 2006, 34, 11, 815-818, https://doi.org/10.1016/j.bse.2006.06.005
. [all data]
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
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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
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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
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Riu-Aumatell, Castellari, et al., 2004
Riu-Aumatell, M.; Castellari, M.; López-Tamames, E.; Galassi, S.; Buxaderas, S.,
Characterisation of volatile compounds of fruit juices and nectars by HS/SPME and GC/MS,
Food Chem., 2004, 87, 4, 627-637, https://doi.org/10.1016/j.foodchem.2003.12.033
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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
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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
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Khan, Srivastava, et al., 2003
Khan, M.; Srivastava, S.K.; Jain, N.; Syamasundar, K.V.; Yadav, A.K.,
Chemical composition of fruit and stem essential oils of Lantana camara from northern India,
Flavour Fragr. J., 2003, 18, 5, 376-379, https://doi.org/10.1002/ffj.1197
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Raina, Srivastava, et al., 2003
Raina, V.K.; Srivastava, S.K.; Aggarwal, K.K.; Syamasunder, K.V.; Khanuja, S.P.S.,
Essential oil composition of Cymbopogon martinii from different places in India,
Flavour Fragr. J., 2003, 18, 4, 312-315, https://doi.org/10.1002/ffj.1222
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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
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Shellie and Marriott, 2003
Shellie, R.A.; Marriott, P.J.,
Comprehensive two-dimensional gas chromatography-mass spectrometry analysis of Pelargonium graveolens essential oil using rapid scanning quadrupole mass spectrometry,
Analyst, 2003, 128, 7, 879-883, https://doi.org/10.1039/b304371a
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Wongpornchai, Sriseadka, et al., 2003
Wongpornchai, S.; Sriseadka, T.; Choonvisase, S.,
Identification and quantitation of the rice aroma compound, 2-acetyl-1-pyrroline, in bread flowers (Vallaris glabra Ktze),
J. Agric. Food Chem., 2003, 51, 2, 457-462, https://doi.org/10.1021/jf025856x
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Borse, Jagan Mohan Rao, et al., 2002
Borse, B.B.; Jagan Mohan Rao, L.; Nagalakshmi, S.; Krishnamurthy, N.,
Fingerprint of black teas from India: identification of the regio-specific characteristics,
Food Chem., 2002, 79, 4, 419-424, https://doi.org/10.1016/S0308-8146(02)00191-7
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El-Shazly, Dorai, et al., 2002
El-Shazly, A.; Dorai, G.; Wink, M.,
Chemical composition and biological activity of the essential oils of Senecio aegyptus var. discoideus Boiss.,
Z. Naturforsch., 2002, 57c, 434-439. [all data]
El-Shazly, Dorai, et al., 2002, 2
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]
Khan, Srivastava, et al., 2002
Khan, M.; Srivastava, S.K.; Syamasundar, K.V.; Singh, M.; Naqvi, A.A.,
Chemical composition of leaf and flower essential oil of Lantana camara from India,
Flavour Fragr. J., 2002, 17, 1, 75-77, https://doi.org/10.1002/ffj.1047
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Frizzo, Serafini, et al., 2001
Frizzo, C.D.; Serafini, L.A.; Dellacassa, E.; Lorenzo, D.; Moyna, P.,
Essential oil of Baccharis uncinella DC. from Southern Brazil,
Flavour Fragr. J., 2001, 16, 4, 286-288, https://doi.org/10.1002/ffj.998
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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
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Khouri, Usubillaga, et al., 2000
Khouri, N.; Usubillaga, A.; Rojas, L.B.; Galarraga, F.,
The essential oil of Espeletia weddellii Sch. Bip. ex Wedd.,
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Rao, Rout, et al., 2000
Rao, Y.R.; Rout, P.K.; Jena, K.S.; Sahu, S.B.,
Composition of essential oil of citronella (Cymbopogon winterianus jowitt) grown in coastal Orissa,
Fafai J., 2000, 2, 4, 29-31. [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
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Adams, 1998
Adams, R.P.,
The essential oils and chemotaxonomy of Juniperus sect. Juniperus,
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Andrade, Santos, et al., 1998
Andrade, E.H.A.; Santos, A.S.; Zoghbi, M.G.B.; Maia, J.G.S.,
Volatile constituents of fruits of Astrocarium vulgare Mart. and Bactris gasipaes H.B.K. (Arecaceae),
Flavour Fragr. J., 1998, 13, 3, 151-153, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<151::AID-FFJ712>3.0.CO;2-E
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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]
Santos, Andrade, et al., 1998
Santos, A.S.; Andrade, E.H.A.; Zoghbi, M.G.B.; Maia, J.G.S.,
Volatile constituents of fruits of Annona glabra L. from Brazil,
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MacLeod, MacLeod, et al., 1988
MacLeod, A.J.; MacLeod, G.; Subramanian, G.,
Volatile aroma constituents of orange,
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Okamoto, Ellison, et al., 1981
Okamoto, R.A.; Ellison, B.O.; Kepner, R.E.,
Volatile terpenes in Sequoia sempervirens foliage. Changes in composition during maturation,
J. Agric. Food Chem., 1981, 29, 2, 324-326, https://doi.org/10.1021/jf00104a026
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Ramsey, Lee, et al., 1980
Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses,
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. [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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