cis-Verbenol
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChI: InChI=1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3
- IUPAC Standard InChIKey: WONIGEXYPVIKFS-UHFFFAOYSA-N
- CAS Registry Number: 1845-30-3
- 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:
- Other names: Bicyclo[3.1.1]hept-3-en-2-ol, 4,6,6-trimethyl-, (1α,2β,5α)-; Bicyclo(3.1.1)hept-3-en-2-ol, 4,6,6-trimethyl-, (1R,2R,5R)-rel-; (.+/-.)-cis-Verbenol; cis-2-Pinen-4-ol; (Z)-Verbenol; (S)-cis-verbenol; δ-Verbenol
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Normal alkane 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 | DB-1 | HP-5 MS | BPX-5 | OV-1 | HP-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | Hydrogen | Helium | He | Helium | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Program | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | 40 0C (5 min) 2 0C/min -> 250 0C (15 min) 10 0C/min -> 270 0C | 50C => 3C/min => 150C(10min) => 10C/min => 250C | 40 0C (2 min) 6 0C/min -> 130 0C 10 0C/min -> 300 0C | 60C(4min) => 1C/min => 64C => 2.5C/min => 155C => 5C/min => 250C |
| I | 1110. | 1145. | 1145. | 1144. | 1188. |
| Reference | Mendes, Trindade, et al., 2009 | Formisano, Rigano, et al., 2007 | Ozer H., Sokmen M., et al., 2007 | Suschke, Sporer, et al., 2007 | Jordan, Martinez, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | HP-5MS | DB-5 | BPX-5 | CP Sil 8 CB |
| Column length (m) | 30. | 30. | 30. | 30. | 50. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.5 | 0.25 |
| Program | not specified | 40C(5min) => 2C/min => 250C (15min) => 10C/min => 270C | 40C(1min) => 9C/min => 130C => 2C/min => 230C | 60C(1min) => 3.5C/min => 180C => 20C/min => 280C(2min) | 60C(1min) => 5C/min => 160C => 5C/min => 250C(3min) |
| I | 1188. | 1144. | 1131. | 1100. | 1141. |
| Reference | Martinez, Madrid, et al., 2006 | Senatore, Apostolides Arnold, et al., 2006 | Hamm, Bleton, et al., 2005 | Koutsoudaki, Krsek, et al., 2005 | Nivinskienë, Butkienë, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | HP-5 | DB-5 | HP-5 | DB-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Program | 40C(1min) => 9C/min => 130C => 2C/min => 230C | 60C(4min) => 1C/min => 64C => 2.5C/min => 155C => 5C/min => 250C | 40C (1min) => 9C/min => 130C => 2C/min => 230C | not specified | 45 0C 3 K/min -> 175 0C 15 K/min -> 300 0C (10 min) |
| I | 1131. | 1188. | 1131. | 1139. | 1110. |
| Reference | Hamm, Bleton, et al., 2004 | Sotomayor, Martínez, et al., 2004 | Hamm, Lesellier, et al., 2003 | Aparicio, Romero, et al., 2001 | Figueiredo, Miguel, et al., 2001 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Packed |
|---|---|---|---|---|---|
| Active phase | DB-1 | DB-1 | Polydimethyl siloxanes | DB-1 | OV-101 |
| Column length (m) | 30. | 30. | 30. | 2.5 | |
| Carrier gas | He | He | H2 | N2 | |
| Substrate | Chromosorb G 60-80mesh DMCS | ||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | ||
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
| Program | 45C => 3C/min => 175C => 15C/min => 240C (10min) | 45C => 3C/min => 175C => 15C/min => 280C | not specified | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 240 0C (10 min) | not specified |
| I | 1110. | 1110. | 1135. | 1110. | 1165. |
| Reference | Baratta, Dorman, et al., 1998 | Gaspar, Palma, et al., 1997 | Zenkevich, 1997 | Barroso, Figueiredo, et al., 1996 | Swigar and Silverstein, 1981 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane 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.
Mendes, Trindade, et al., 2009
Mendes, M.D.; Trindade, H.; Figueiredo, A.C.; Pedro, L.G.; Barroso, J.G.,
Chaerophyllum azoricun Trel. grown in the Azores archipelago, Portugal: evaluation of the genetic diversity using molecular markers and comparison with volatile oils profiles,
Flavour Fragr. J., 2009, 24, 5, 259-265, https://doi.org/10.1002/ffj.1939
. [all data]
Formisano, Rigano, et al., 2007
Formisano, C.; Rigano, D.; Napolitano, F.; Senatore, F.; Arnold, N.A.; Piozzi, F.; Rosselli, S.,
Volatile constituents of Calamintha ariganifolia Boiss. growing wild in Lebanon,
Natural Product Communications, 2007, 2, 12, 1253-1256. [all data]
Ozer H., Sokmen M., et al., 2007
Ozer H.; Sokmen M.; Gulluce M.; Adiguzel A.; Sahin F.; Sokmen A.; Kilic H.; Baris O.,
Chemical Composition and Antimicrobial and Antioxidant Activities of the Essential Oil and Methanol Extract of Hippomarathrum microcarpum (Bieb.) from Turkey,
J. Agric. Food Chem., 2007, 55, 3, 937-942, https://doi.org/10.1021/jf0624244
. [all data]
Suschke, Sporer, et al., 2007
Suschke, U.; Sporer, F.; Schneele, J.; Geiss, H.K.; Reichling, J.,
Antibacterial and Cytotoxic activity of Nepeta cataria L., Nepeta cataria var. citriodora (Beck.) Balb. and Melissa officinalis L. essential oils,
Natural Product Communications, 2007, 2, 12, 1277-1286. [all data]
Jordan, Martinez, et al., 2006
Jordan, M.J.; Martinez, R.M.; Goodner, K.L.; Baldwin, E.A.; Sotomayor, J.A.,
Seasonal variation of Thymus hyemalis Lange and Spanish Thymus vulgaris L. essential oils composition,
Ind. Crops Prod., 2006, 24, 3, 253-263, https://doi.org/10.1016/j.indcrop.2006.06.011
. [all data]
Martinez, Madrid, et al., 2006
Martinez, S.; Madrid, J.; Hernández, F.; Megias, M.D.; Sotomayor, J.A.; Jordan, M.J.,
Effect of thyme essential oils (Thymus hyemalis and Thymus zygis) and Monensin on in Vitro Ruminal degradation and volatile fatty acid production,
J. Agric. Food Chem., 2006, 54, 18, 6598-6602, https://doi.org/10.1021/jf060985p
. [all data]
Senatore, Apostolides Arnold, et al., 2006
Senatore, F.; Apostolides Arnold, N.; Piozzi, F.; Formisano, C.,
Chemical composition of the essential oil of Salvia microstegia Boiss. et Balansa growing wild in Lebanon,
J. Chromatogr. A, 2006, 1108, 2, 276-278, https://doi.org/10.1016/j.chroma.2006.01.066
. [all data]
Hamm, Bleton, et al., 2005
Hamm, S.; Bleton, J.; Connan, J.; Tchapla, A.,
A chemical investigation by headspace SPME and GC-MS of volatile and semi-volatile terpenes in various olibanum samples,
Phytochemistry, 2005, 66, 12, 1499-1514, https://doi.org/10.1016/j.phytochem.2005.04.025
. [all data]
Koutsoudaki, Krsek, et al., 2005
Koutsoudaki, C.; Krsek, M.; Rodger, A.,
Chemical composition and antibacterial activity of the essential oil and the gum of pistacia lentiscus Var. chia,
J. Agric. Food Chem., 2005, 53, 20, 7681-7685, https://doi.org/10.1021/jf050639s
. [all data]
Nivinskienë, Butkienë, et al., 2005
Nivinskienë, O.; Butkienë, R.; Mockutë, D.,
Chemical composition of seed (fruit) essential oils of Angelica archangelica L. growing wild in Lithuania,
Chemija, 2005, 16, 3-4, 51-54. [all data]
Hamm, Bleton, et al., 2004
Hamm, S.; Bleton, J.; Tchapla, A.,
Headspace solid phase microextraction for screening for the presence of resins in Egyptian archaeological samples,
J. Sep. Sci., 2004, 27, 3, 235-243, https://doi.org/10.1002/jssc.200301611
. [all data]
Sotomayor, Martínez, et al., 2004
Sotomayor, J.A.; Martínez, R.M.; García, A.J.; Jordán, M.J.,
Thymus zygis Subsp. Gracilis: watering level effect on phytomass production and essential oil quality,
J. Agric. Food Chem., 2004, 52, 17, 5418-5424, https://doi.org/10.1021/jf0496245
. [all data]
Hamm, Lesellier, et al., 2003
Hamm, S.; Lesellier, E.; Bleton, J.; Tchapla, A.,
Optimization of headspace solid phase microextraction for gas chromatography/mass spectrometry analysis of widely different volatility and polarity terpenoids in olibanum,
J. Chromatogr. A, 2003, 1018, 1, 73-83, https://doi.org/10.1016/j.chroma.2003.08.027
. [all data]
Aparicio, Romero, et al., 2001
Aparicio, R.; Romero, M.; Rojas, L.B.; Khouri, N.; Usubillaga, A.,
Composition of the essential oil of four species of Ruilopezia from the Venezuelan Andes,
Flavour Fragr. J., 2001, 16, 3, 172-174, https://doi.org/10.1002/ffj.973
. [all data]
Figueiredo, Miguel, et al., 2001
Figueiredo, A.C.; Miguel, M.G.; Duarte, A.M.F.; Barroso, J.G.; Pedro, L.G.,
Essential oil composition of Thymus lotocephallus G. López R. Morales, collected during flowering and vegetative phases,
Flavour Fragr. J., 2001, 16, 6, 417-421, https://doi.org/10.1002/ffj.1028
. [all data]
Baratta, Dorman, et al., 1998
Baratta, M.T.; Dorman, H.J.; Deans, S.G.; Figueiredo, A.C.; Barroso, J.G.; Ruberto, G.,
Antimicrobial and antioxidant properties of some commercial essential oils,
Flavour Fragr. J., 1998, 13, 4, 235-244, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<235::AID-FFJ733>3.0.CO;2-T
. [all data]
Gaspar, Palma, et al., 1997
Gaspar, H.; Palma, F.M.S.B.; de la Torre, M.C.; Rodríguez, B.; Barroso, J.G.; Figueiredo, A.C.,
Composition of the essential oil of Teucrium haenseleri Boiss.,
Flavour Fragr. J., 1997, 12, 5, 355-357, https://doi.org/10.1002/(SICI)1099-1026(199709/10)12:5<355::AID-FFJ656>3.0.CO;2-B
. [all data]
Zenkevich, 1997
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Spectral Identificaiton. Oxsigenated derivatives of Mono- and Sesquiterpene Hydrocarbons,
Rastit, Resursy (Rus.), 1997, 33, 1, 16-28. [all data]
Barroso, Figueiredo, et al., 1996
Barroso, J.G.; Figueiredo, A.C.; Pedro, L.G.; Antunes, T.; Sevinate-Pinto, I.; Fontinha, S.S.; Scheffer, J.J.C.,
Composition of the essential oil of teucrium heterophyllum L'Her. Grown on Madiera,
Flavour Fragr. J., 1996, 11, 2, 129-132, https://doi.org/10.1002/(SICI)1099-1026(199603)11:2<129::AID-FFJ550>3.0.CO;2-Z
. [all data]
Swigar and Silverstein, 1981
Swigar, A.A.; Silverstein, R.M.,
Monoterpenes, Aldrich Chemical Company, Milwaukee, WI, USA, 1981, 130. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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