1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1aα,4α,4aβ,7bα)]-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChIKey: SPCXZDDGSGTVAW-UHFFFAOYSA-N
- CAS Registry Number: 489-40-7
- 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. - Species with the same structure:
- Stereoisomers:
- Other names: 1H-Cycloprop[e]azulene, 1aβ,2,3,4,4aα,5,6,7bβ-octahydro-1,1,4β,7-tetramethyl-; α-Gurjunene; (-)-α-Gurjunene; 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aα,4α,4aβ,7bα)-; α-Gurgujene; α-Gurjenene; α-gurjinene; [1aR-(1aα,4α,4aβ,7bα)]-1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulene
- 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 | VF-5 | VF-5 | 5 % Phenyl polydimethyl siloxane | HP-5 MS | |
Column length (m) | 30. | 30. | 30. | ||
Carrier gas | Helium | Helium | Helium | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | ||
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Program | 50 0C (2 min) 3 0C/min -> 200 0C (3 min) 10 0C/min -> 220 0C (8 min) | not specified | not specified | not specified | 70 0C (2 min) 10 0C/min -> 150 0C (15 min) 5 0C/min -> 240 0C |
I | 1436. | 1403. | 1406. | 1443. | 1383. |
Reference | Shivashankar, Roy, et al., 2012 | Shivashankar, Roy, et al., 2012 | Chaverri, Diaz, et al., 2011 | Karimi, Farmany, et al., 2011 | Bagci, Yazgin, et al., 2010 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | DB-1-MS | DB-5 | HP-5 | HP-5 |
Column length (m) | 30. | 60. | 30. | 25. | 25. |
Carrier gas | Hydrogen | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.32 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.17 | 0.17 |
Program | 35 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 280 0C | not specified | 50 0C m6 0C/min -> 140 0C 5 0C/min -> 160 0C (1 min) 10 0C/min -> 200 0C | 60 0C (5 min) 4 0C/min -> 220 0C 11 0C/min -> 280 0C (15 min) | 60 0C (5 min) 4 0C/min -> 220 0C 11 0C/min -> 280 0C (15 min) |
I | 1404. | 1408. | 1413. | 1401. | 1408. |
Reference | Pontes, Silva, et al., 2010 | Takeoka, Hobbs, et al., 2010 | Courtois, Paine, et al., 2009 | Custer, 2009 | Custer, 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | HP-5 | Optima-5MS | 5 % Phenyl methyl siloxane | DB-5 MS |
Column length (m) | 25. | 25. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.17 | 0.17 | 0.25 | 0.25 | 0.25 |
Program | not specified | not specified | 40 0C (5 min) 5 0C/min -> 230 0C 30 0C/min -> 280 0C (5 min) | 50 0C (2 min) 10 0C/min -> 150 0C 15 0C/min -> 300 0C (10 min) | not specified |
I | 1409. | 1409. | 1403. | 1422. | 1409. |
Reference | Custer, 2009 | Custer, 2009 | HEuskin, Godin, et al., 2009 | Huang, Qin, et al., 2009 | Su, Wang, et al., 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | DB-5 | DB-5 | DB-5 | DB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | 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 | 35 0C 1 0C/min -> 60 0C 3 0C/min -> 170 0C 8 0C/min -> 200 0C 15 0C/min -> 280 0C (5 min) | 35 0C 1 0C/min -> 60 0C 3 0C/min -> 170 0C 8 0C/min -> 200 0C 15 0C/min -> 280 0C (5 min) | not specified | not specified | 45C => 3C/min => 175C => 15C/min => 300C (10min) |
I | 1394. | 1396. | 1409. | 1409. | 1400. |
Reference | Gazim, Rezende, et al., 2008 | Gazim, Rezende, et al., 2008 | Gazim, Rezende, et al., 2008 | Gazim, Rezende, et al., 2008 | Nogueira, Marcelo-Curto, et al., 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | BPX-5 | RTX-5 | RTX-5 | HP-5MS | DB-1 |
Column length (m) | 7.5 | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | He | He |
Substrate | |||||
Column diameter (mm) | 0.10 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 10. | 0.25 | 0.25 | 0.25 | 0.25 |
Program | not specified | 60 0C (5 min) 5 0C/min -> 110 0C 3 0C/min -> 220 0C (5 min) | not specified | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 45C => 3C/min => 175C => 15C/min => 300C (10min) |
I | 1406. | 1403. | 1410. | 1411. | 1400. |
Reference | Shellie, 2008 | Zachariah, Leela, et al., 2008 | Zachariah, Leela, et al., 2008 | Cole, Haber, et al., 2007 | Ferreira, Meireles de Sousa, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | CP Sil 8 CB | CP-Sil | CP-Sil | HP-5 MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | H2 | He | Helium | Helium | Helium |
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 | |
Program | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | 50C(3min) => 3C/min => 100C => 2.7C/min => 140C => 2.4C/min => 180C => 6C/min => 250C | 50 0C (3 min) 3 0C/min -> 100 0C 2.7 0C/min -> 140 0C 2.4 0C/min -> 180 0C 6 0C/min -> 250 0C | 50 0C (3 min) 3 0C/min -> 100 0C 2.7 0C/min -> 140 0C 2.4 0C/min -> 180 0C 6 0C/min -> 250 0C | 40 0C (10 min) 3 oC/min -> 200 0C 2 0C/min -> 220 0C |
I | 1400. | 1406. | 1385. | 1402. | 1409. |
Reference | Kamatou, Viljoen, et al., 2007 | Meekijjaroenroj, Bessière, et al., 2007 | Proffit, 2007 | Proffit, 2007 | Setzer, Stokes, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SPB-5 | HP-5 MS | DB-5 | SE-52 | VF-5MS |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.32 | 0.25 |
Phase thickness (μm) | 0.10 | 0.25 | 0.25 | 0.15 | 0.25 |
Program | 40 0C (1 min) 10 0C/min -> 120 0C 0.5 0C/min -> 150 0C 20 0C/min -> 280 0C (5 min) | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 60C => 2C/min => 100C => 3C/min => 160C => 5C/min => 280C | 45C => 1C/min => 100C => 5C/min => 250C (10min) | 40C(1min) => 15C/min => 100C => 4C/min => 250C (1min) |
I | 1409. | 1409. | 1412. | 1410. | 1404. |
Reference | Navickiene, Morandim, et al., 2006 | Schmidt, Noletto, et al., 2006 | Srivastava, Mallavarapu, et al., 2006 | Tognolini, Barocelli, et al., 2006 | Xie, Sun, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | DB-5 | DB-5 | DB-1 | HP-5MS |
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 | 0.1 | 0.25 | 0.25 | 0.25 |
Program | 40C(5min) => 3C/min => 90C => 10C/min => 280C | 35C => 4C/min => 180C => 10C/min => 250C | 60C(4min) => 6C/min => 240 => 10C/min => 280C | 45C => 3C/min => 175C => 15C/min => 300C (10min) | 60C(1min) => 1.5C/min => 185C(1min) => 9C/min => 275C(2min) |
I | 1415. | 1378. | 1409. | 1400. | 1413. |
Reference | Novak, Draxler, et al., 2005 | Albuquerque, Silveira, et al., 2004 | Letchamo, Ward, et al., 2004 | Miguel, Simões, et al., 2004 | Singh, Marimuthu, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SE-30 | SE-30 | CP Sil 8 CB | DB-5 | HP-5 |
Column length (m) | 50. | 30. | 30. | ||
Carrier gas | He | He | |||
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.25 | ||
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Program | not specified | not specified | 60C(1min) => 5C/min => 160C => 10C/min => 250C(5min) | 35C => 4C/min => 180C => 20C/min => 280C | not specified |
I | 1410. | 1410. | 1409. | 1404. | 1402. |
Reference | Vinogradov, 2004 | Vinogradov, 2004 | Mockute, Nivinskiene, et al., 2003 | Viana, Andrade-Neto, et al., 2002 | Aparicio, Romero, et al., 2001 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | DB-5 | DB-5 | HP-1 | SE-30 |
Column length (m) | 30. | 30. | 12. | 30. | |
Carrier gas | He | He | Helium | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.20 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.33 | 0.20 | |
Program | 45 0C 3 K/min -> 175 0C 15 K/min -> 300 0C (10 min) | not specified | 40C => 2C/min => 60C => 4C/min => 260C | 40 0C 6.7 0C/min -> 87 0C (9 min) 10 0C/min -> 187 0C | not specified |
I | 1400. | 1406. | 1408. | 1402. | 1400. |
Reference | Figueiredo, Miguel, et al., 2001 | Petrakis, Tsitsimpikou, et al., 2001 | Andrade, Maia, et al., 2000 | Betts, 2000 | Prikhod'ko, Klyuev, et al., 1999 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|
Active phase | DB-1 | DB-1 | Methyl Silicone | DB-1 |
Column length (m) | 30. | 30. | 60. | |
Carrier gas | He | H2 | ||
Substrate | ||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | |
Phase thickness (μm) | 0.25 | 0.25 | ||
Program | 45C => 3C/min => 175C => 15C/min => 240C (10min) | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 240 0C (10 min) | not specified | not specified |
I | 1400. | 1400. | 1410. | 1408. |
Reference | Baratta, Dorman, et al., 1998 | Barroso, Figueiredo, et al., 1996 | Zenkevich, 1996 | Binder and Flath, 1989 |
Comment | 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.
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Chemical composition and larvicidal activity of the essential oils from Eupatorium betonicaeforme (D.C.) Baker (Asteraceae),
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Singh, Marimuthu, et al., 2004
Singh, G.; Marimuthu, P.; Catalan, C.; deLampasona, M.P.,
Chemical, antioxidant and antifungal activities of volatile oil of black pepper and its acetone extract,
J. Sci. Food Agric., 2004, 84, 14, 1878-1884, https://doi.org/10.1002/jsfa.1863
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Vinogradov, 2004
Vinogradov, B.A.,
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Mockute, Nivinskiene, et al., 2003
Mockute, D.; Nivinskiene, O.; Bernotiene, G.; Butkiene, R.,
The cis-thujone chemotype of Salvia officinalis L. essential oils,
Chemija, 2003, 14, 4, 216-220. [all data]
Viana, Andrade-Neto, et al., 2002
Viana, F.A.; Andrade-Neto, M.; Pouliquen, Y.B.M.; Uchoa, D.E.A.; Sobral, M.M.S.Z.; de Morais, S.M.,
Essential oil of Siparuna guianensis aublet from the Amazon region of Brazil,
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. [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,
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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,
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. [all data]
Petrakis, Tsitsimpikou, et al., 2001
Petrakis, P.V.; Tsitsimpikou, C.; Tzakou, O.; Couladis, M.; Vagias, C.; Roussis, V.,
Needle volatiles from five Pinus species growing in Greece,
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. [all data]
Andrade, Maia, et al., 2000
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Betts, 2000
Betts, T.J.,
Solid phase microextraction of volatile constituents from individual fresh Eucalyptis leaves of three species,
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. [all data]
Prikhod'ko, Klyuev, et al., 1999
Prikhod'ko, A.B.; Klyuev, N.A.; Volkovich, S.V.; Emets, T.I.; Petrenko, V.V.; Dolya, E.V.,
Component composition od the essential oil of Thymus dimorphus,
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. [all data]
Baratta, Dorman, et al., 1998
Baratta, M.T.; Dorman, H.J.; Deans, S.G.; Figueiredo, A.C.; Barroso, J.G.; Ruberto, G.,
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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]
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]
Zenkevich, 1996
Zenkevich, I.G.,
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Rastitelnye Resursy (Plant resources), 1996, 34, 1-2, 48-58. [all data]
Binder and Flath, 1989
Binder, R.G.; Flath, R.A.,
Volatile components of pineapple guava,
J. Agric. Food Chem., 1989, 37, 3, 734-736, https://doi.org/10.1021/jf00087a034
. [all data]
Notes
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