Terpinen-4-ol
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChI: InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3
- IUPAC Standard InChIKey: WRYLYDPHFGVWKC-UHFFFAOYSA-N
- CAS Registry Number: 562-74-3
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: 3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-; p-Menth-1-en-4-ol; 1-Terpinen-4-ol; 4-Carvomenthenol; 4-Terpineol; 1-Methyl-4-isopropyl-1-cyclohexen-4-ol; 4-Terpinenol; Terpene-4-ol; Terpinene-4-ol; para-Menth-1-en-4-ol; 1-para-Menthen-4-ol; Terpinenol-4; Terpinenolu-4; 3-Cyclohexen-1-ol, 4-methyl-1-[methylethyl]-; 4-methyl-1-(1-methylethyl)-3-cyclohexen-1-ol; 4-methyl-1-isopropyl-3-cyclohexen-1-ol; 4-Methyl-1-(methylethyl)-3-cyclohexen-1-ol; Terpin-4-ol; Terpine-4-ol; Terpineol-4; (.+/-.)-p-Menth-1-en-4-ol; NSC 147749; 1-methyl-4-isopropyl-1-cyclohexen-4-ol (4-terpineol); (+)-Terpinen-4-ol; α-Terpinen-4-ol; Terpin-4-en-1-ol; Terpinen-4-ol [4S-(+), 4R-(-)]; 1-p-Menthen-4-ol; 4-Terpeneol; I-4-terpineol
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Kovats' 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 | Stabilwax | DB-Wax | HP-Wax | DB-Wax | Innowax |
| Column length (m) | 30. | 30. | 50. | 30. | 30. |
| Carrier gas | N2 | H2 | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.2 | 0.32 | 0.25 |
| Phase thickness (μm) | 1. | 0.25 | 0.4 | 0.25 | 0.25 |
| Tstart (C) | 50. | 40. | 60. | 40. | 50. |
| Tend (C) | 220. | 260. | 230. | 220. | 250. |
| Heat rate (K/min) | 2. | 4. | 4. | 3. | 0.5 |
| Initial hold (min) | 3. | 2. | 5. | 5. | |
| Final hold (min) | 15. | 15. | 30. | 10. | |
| I | 1613. | 1635. | 1624. | 1594. | 1590. |
| Reference | Hazzit, Baaliouamer, et al., 2006 | Avato, Raffo, et al., 2004 | Gauvin, Lecomte, et al., 2004 | Lopes, Strobl, et al., 2004 | Viña and Murillo, 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Supelcowax-10 | Carbowax 20M | Carbowax 20M | Carbowax 20M | Carbowax 20M |
| Column length (m) | 30. | 50. | 50. | 25. | 25. |
| Carrier gas | He | N2 | N2 | ||
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.25 | 0.5 |
| Phase thickness (μm) | 0.25 | 0.2 | 0.2 | ||
| Tstart (C) | 75. | 60. | 60. | 60. | 60. |
| Tend (C) | 230. | 260. | 260. | 200. | 200. |
| Heat rate (K/min) | 3. | 2. | 2. | 5. | 5. |
| Initial hold (min) | |||||
| Final hold (min) | |||||
| I | 1592. | 1609. | 1628. | 1600. | 1602. |
| Reference | Tzakou and Couladis, 2001 | Vera and Chane-Ming, 1999 | Vera and Chane-Ming, 1999 | Kulkarni, Mallavarapu, et al., 1998 | Mallavarapu, Rao, et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Supelcowax-10 | Supelcowax-10 | DB-Wax | Supelcowax-10 | Supelcowax-20M |
| Column length (m) | 30. | 30. | 60. | 60. | 23. |
| Carrier gas | He | He | H2 | ||
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.32 | ||
| Phase thickness (μm) | 0.30 | ||||
| Tstart (C) | 40. | 40. | 40. | 35. | 50. |
| Tend (C) | 210. | 210. | 200. | 200. | 200. |
| Heat rate (K/min) | 2. | 2. | 2. | 3. | 3. |
| Initial hold (min) | 2. | 2. | 2. | 5. | 1. |
| Final hold (min) | 120. | 120. | 20. | ||
| I | 1591. | 1589. | 1601. | 1612. | 1584. |
| Reference | Loayza, Abujder, et al., 1995 | Loayza, Abujder, et al., 1995 | Umano, Hagi, et al., 1994 | Wong and Tie, 1993 | Bicchi, Frattini, et al., 1988 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|
| Active phase | DB-Wax | BP-20 | Carbowax 20M | Carbowax 20M |
| Column length (m) | 60. | 25. | 50. | 50. |
| Carrier gas | He | He | ||
| Substrate | ||||
| Column diameter (mm) | 0.25 | 0.332 | 0.28 | 0.28 |
| Phase thickness (μm) | ||||
| Tstart (C) | 40. | 70. | 70. | 70. |
| Tend (C) | 220. | 200. | 190. | 190. |
| Heat rate (K/min) | 2. | 4. | 2. | 2. |
| Initial hold (min) | 10. | 2. | ||
| Final hold (min) | ||||
| I | 1600. | 1605. | 1587. | 1585. |
| Reference | Umano and Shibamoto, 1988 | Wyllie, Cook, et al., 1987 | Tressl, Friese, et al., 1978 | Tressl, Friese, et al., 1978, 2 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Kovats' 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.
Hazzit, Baaliouamer, et al., 2006
Hazzit, M.; Baaliouamer, A.; Faleiro, M.L.; Miguel, M.G.,
Composition of the Essential Oils of Thymus and Origanum Species from Algeria and Their Antioxidant and Antimicrobial Activities,
J. Agric. Food Chem., 2006, 54, 17, 6314-6321, https://doi.org/10.1021/jf0606104
. [all data]
Avato, Raffo, et al., 2004
Avato, P.; Raffo, F.; Aldouri, N.A.; Vartanian, S.T.,
Essential oils of varthemia iphionoides from Jordan,
Flavour Fragr. J., 2004, 19, 6, 559-561, https://doi.org/10.1002/ffj.1351
. [all data]
Gauvin, Lecomte, et al., 2004
Gauvin, A.; Lecomte, H.; Smadja, J.,
Comparative investigations of the essential oils of two scented geranium (Pelargonium spp.) cultivars grown on Reunion Island,
Flavour Fragr. J., 2004, 19, 5, 455-460, https://doi.org/10.1002/ffj.1354
. [all data]
Lopes, Strobl, et al., 2004
Lopes, D.; Strobl, H.; Kolodziejczyk, P.,
14-Methylpentadecano-15-lactone (Muscolide): a new macrocyclic lactone from the oil of Angelica archangelica L.,
Chemistry and Biodiversity, 2004, 1, 12, 1880-1887, https://doi.org/10.1002/cbdv.200490144
. [all data]
Viña and Murillo, 2003
Viña, A.; Murillo, E.,
Essential oil composition from twelve varieties of basil (Ocimum spp) grown in Columbia,
J. Braz. Chem. Soc., 2003, 14, 5, 744-749, https://doi.org/10.1590/S0103-50532003000500008
. [all data]
Tzakou and Couladis, 2001
Tzakou, O.; Couladis, M.,
The essential oil of Micromeria graeca (L.) Bentham et Reichenb. growing in Greece,
Flavour Fragr. J., 2001, 16, 2, 107-109, https://doi.org/10.1002/ffj.955
. [all data]
Vera and Chane-Ming, 1999
Vera, R.R.; Chane-Ming, J.,
Chemical composition of the essential oil of marjoram (Origanum majorana L.) from Reunion Island,
Food Chem., 1999, 66, 2, 143-145, https://doi.org/10.1016/S0308-8146(98)00018-1
. [all data]
Kulkarni, Mallavarapu, et al., 1998
Kulkarni, R.N.; Mallavarapu, G.R.; Baskaran, K.; Ramesch, S.; Kumar, S.,
Composition of the essential oils of two isomenthone-rich variants of geranium (Pelargonium sp.),
Flavour Fragr. J., 1998, 13, 6, 389-392, https://doi.org/10.1002/(SICI)1099-1026(199811/12)13:6<389::AID-FFJ757>3.0.CO;2-2
. [all data]
Mallavarapu, Rao, et al., 1998
Mallavarapu, G.R.; Rao, B.R.R.; Kaul, P.N.; Ramesh, S.; Bhattacharya, A.K.,
Volatile constituents of the essential oils of the seeds and the herb of palmarosa (Cymbopogon martinii (Roxb.) Wats. var. motia Burk.),
Flavour Fragr. J., 1998, 13, 3, 167-169, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<167::AID-FFJ719>3.0.CO;2-B
. [all data]
Loayza, Abujder, et al., 1995
Loayza, I.; Abujder, D.; Aranda, R.; Jakupovic, J.; Collin, G.; Deslauriers, H.; Jean, F.-I.,
Essential oils of Baccharis salicifolia, B. latifolia and B. dracunculifolia,
Phytochemistry, 1995, 38, 2, 381-389, https://doi.org/10.1016/0031-9422(94)00628-7
. [all data]
Umano, Hagi, et al., 1994
Umano, K.; Hagi, Y.; Tamura, T.; Shoji, A.; Shibamoto, T.,
Identification of volatile compounds isolated from round kumquat (Fortunella japonica Swingle),
J. Agric. Food Chem., 1994, 42, 9, 1888-1890, https://doi.org/10.1021/jf00045a011
. [all data]
Wong and Tie, 1993
Wong, K.C.; Tie, D.Y.,
The Essential Oil of the Leaves of Murraya koenigii Spreng.,
J. Essent. Oil Res., 1993, 5, 4, 371-374, https://doi.org/10.1080/10412905.1993.9698245
. [all data]
Bicchi, Frattini, et al., 1988
Bicchi, C.; Frattini, C.; Nano, G.M.; D'Amato, A.,
On column injection-dual channel analysis of essential oils,
J. Hi. Res. Chromatogr. Chromatogr. Comm., 1988, 11, 1, 56-60, https://doi.org/10.1002/jhrc.1240110115
. [all data]
Umano and Shibamoto, 1988
Umano, K.; Shibamoto, T.,
A new method of headspace sampling: grapefruit volatiles
in Flavors and Fragrances: A World Perspective. Proceedings of the 10th International Congress of Essential Oils, Fragrances and Flavors, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Elsevier, New York, 1988, 981-998. [all data]
Wyllie, Cook, et al., 1987
Wyllie, S.G.; Cook, D.; Brophy, J.J.; Richter, K.M.,
Volatile flavor components of Annona atemoya (custard apple),
J. Agric. Food Chem., 1987, 35, 5, 768-770, https://doi.org/10.1021/jf00077a029
. [all data]
Tressl, Friese, et al., 1978
Tressl, R.; Friese, L.; Fendesack, F.; Köppler, H.,
Gas chromatographic--mass spectrometric investigation of hop aroma constituents in beer,
J. Agric. Food Chem., 1978, 26, 6, 1422-1426, https://doi.org/10.1021/jf60220a037
. [all data]
Tressl, Friese, et al., 1978, 2
Tressl, R.; Friese, L.; Fendesack, F.; Köppler, H.,
Studies of the volatile composition of hops during storage,
J. Agric. Food Chem., 1978, 26, 6, 1426-1430, https://doi.org/10.1021/jf60220a036
. [all data]
Notes
Go To: Top, Kovats' 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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