1H-Cycloprop[e]azulene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1aα,7α,7aβ,7bα)]-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChI: InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10,12-14H,5-8H2,1-4H3/t10-,12-,13+,14+/m1/s1
- IUPAC Standard InChIKey: WGTRJVCFDUCKCM-ZZVYKPCYSA-N
- CAS Registry Number: 21747-46-6
- 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: (+)-Ledene; 1,1,4,7-Tetramethyl-1a,2,3,5,6,7,7a,7b-octahydro-1H-cyclopropa[e]azulene-, [1aR-(1aα,7α,7aβ,7bα)]-; Viridiflorene; Leden; Ledene; (1aR,7R,7aS,7bR)-1,1,4,7-Tetramethyl-1a,2,3,5,6,7,7a,7b-octahydro-1H-cyclopropa[e]azulene; Virdiflorene; Viridflorene; Viridiflorene (ledene); [1aR-(1aα,7α,7aβ,7bα)]-1a,2,3,5,6,7,7a,7b-octahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
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Van Den Dool and Kratz 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 | HP-20M | HP-20M | RTX-Wax | RTX-Wax | DB-Wax |
| Column length (m) | 50. | 50. | 60. | 60. | 30. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.2 | 0.22 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.2 | 0.2 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 70. | 70. | 60. | 60. | 40. |
| Tend (C) | 180. | 180. | 230. | 230. | 250. |
| Heat rate (K/min) | 4. | 4. | 2. | 2. | 3. |
| Initial hold (min) | 4. | 4. | 5. | ||
| Final hold (min) | 10. | 15. | 35. | 35. | 10. |
| I | 1656. | 1688. | 1686. | 1686. | 1698. |
| Reference | Maksimovic, Vidic, et al., 2007 | Maric, Jukic, et al., 2007 | Paolini J., Costa J., et al., 2007 | Paolini, Muselli, et al., 2007 | Aromdee and Sriubolmas, 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | RTX-Wax | DB-Wax | HP-Wax | HP-Wax |
| Column length (m) | 60. | 60. | 60. | 30. | 30. |
| Carrier gas | He | He | He | N2 | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.22 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 35. | 60. | 32. | 60. | 60. |
| Tend (C) | 220. | 230. | 220. | 240. | 240. |
| Heat rate (K/min) | 3. | 2. | 3. | 3. | 3. |
| Initial hold (min) | |||||
| Final hold (min) | 35. | ||||
| I | 1697. | 1686. | 1693. | 1704. | 1704. |
| Reference | Pala-Paul, Copeland, et al., 2006 | Paolini, Costa, et al., 2005 | Brophy, Goldsack, et al., 2004 | Flamini, Cioni, et al., 2004 | Flamini, Cioni, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-Wax | HP-Wax | RTX-Wax | HP-Innowax | DB-Wax |
| Column length (m) | 30. | 30. | 30. | 30. | 60. |
| Carrier gas | N2 | N2 | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.50 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.50 | 1.0 |
| Tstart (C) | 60. | 60. | 45. | 60. | 60. |
| Tend (C) | 220. | 220. | 250. | 260. | 225. |
| Heat rate (K/min) | 5. | 5. | 3. | 3. | 3. |
| Initial hold (min) | 10. | 10. | 6. | ||
| Final hold (min) | 10. | ||||
| I | 1695. | 1704. | 1695. | 1698. | 1695. |
| Reference | Bader, Caponi, et al., 2003 | Bader, Caponi, et al., 2003, 2 | Shellie, Marriott, et al., 2003 | Couladis, Baziou, et al., 2001 | Brophy, Goldsack, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | DB-Wax | DB-Wax | DB-Wax | DB-Wax |
| Column length (m) | 60. | 60. | 60. | 60. | 60. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.53 | 0.53 | 0.53 | 0.53 | 0.32 |
| Phase thickness (μm) | 1.0 | 1.0 | |||
| Tstart (C) | 50. | 50. | 50. | 50. | 35. |
| Tend (C) | 220. | 220. | 220. | 220. | 220. |
| Heat rate (K/min) | 3. | 3. | 3. | 3. | 3. |
| Initial hold (min) | |||||
| Final hold (min) | |||||
| I | 1695. | 1695. | 1695. | 1695. | 1699. |
| Reference | Brophy, Goldsack, et al., 2000, 2 | Brophy, Goldsack, et al., 2000, 3 | Brophy, Goldsack, et al., 1999 | Brophy, Goldsack, et al., 1999, 2 | Brophy, Forster, et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | SP-1000 | DB-Wax | DB-Wax | DB-Wax | SP-1000 |
| Column length (m) | 85. | 60. | 60. | 60. | 85. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.5 | 0.32 | 0.32 | 0.32 | 0.5 |
| Phase thickness (μm) | |||||
| Tstart (C) | 60. | 65. | 35. | 65. | 65. |
| Tend (C) | 225. | 225. | 220. | 225. | 225. |
| Heat rate (K/min) | 3. | 3. | 3. | 3. | 3. |
| Initial hold (min) | |||||
| Final hold (min) | |||||
| I | 1695. | 1695. | 1695. | 1695. | 1695. |
| Reference | Brophy, Forster, et al., 1998, 2 | Brophy, Goldsack, et al., 1998 | Brophy, Goldsack, et al., 1998, 2 | Brophy, Goldsack, et al., 1997 | Brophy, Goldsack, et al., 1997, 2 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|
| Active phase | BP-20 | BP-20 | Supelcowax-10 | Carbowax 20M |
| Column length (m) | 50. | 50. | 60. | 50. |
| Carrier gas | He | He | He | He |
| Substrate | ||||
| Column diameter (mm) | 0.22 | 0.22 | 0.25 | 0.2 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.2 |
| Tstart (C) | 60. | 60. | 60. | 30. |
| Tend (C) | 230. | 230. | 230. | 170. |
| Heat rate (K/min) | 2. | 2. | 5. | 4. |
| Initial hold (min) | 5. | 2. | ||
| Final hold (min) | 35. | 35. | 20. | 20. |
| I | 1690. | 1701. | 1707. | 1694. |
| Reference | Mariotti, Costa, et al., 1997 | Mariotti, Tomi, et al., 1997 | Granicher, Christen, et al., 1995 | Píry, Príbela, et al., 1995 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz 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.
Maksimovic, Vidic, et al., 2007
Maksimovic, M.; Vidic, D.; Milos, M.; Solic, M.E.; Abadzic, S.; Siljak-Yakovlev, S.,
Effect of the environmental conditions on essential oil profile in two Dinaric Salvia species: S. brachyodon Vandas and S. officinalis L.,
Biochem. Syst. Ecol., 2007, 35, 8, 473-478, https://doi.org/10.1016/j.bse.2007.02.005
. [all data]
Maric, Jukic, et al., 2007
Maric, S.; Jukic, M.; Katalinic, V.; Milos, M.,
Comparison of chemical composition and free radical scavenging ability of glycosidically bound and free volatiles from Bosnian pine (Pinus heldreichii Christ. var. leucodermis),
Molecules, 2007, 12, 3, 283-289, https://doi.org/10.3390/12030283
. [all data]
Paolini J., Costa J., et al., 2007
Paolini J.; Costa J.; Bernardini A.F.,
Analysis of the essential oil from the roots of Eupatorium cannabinum subsp corsicum (L.) by GC, GC-MS and C-13-NMR,
Phytochem. Anal., 2007, 18, 3, 235-244, https://doi.org/10.1002/pca.977
. [all data]
Paolini, Muselli, et al., 2007
Paolini, J.; Muselli, A.; Bernardini, A.-F.; Bighelli, A.; Casanova, J.; Costa, J.,
Thymol derivatives from essential oil of Doronicum corsicum L.,
Flavour Fragr. J., 2007, 22, 6, 479-487, https://doi.org/10.1002/ffj.1824
. [all data]
Aromdee and Sriubolmas, 2006
Aromdee, C.; Sriubolmas, N.,
Essential oil of the flowers of Azadirachta indica (Meliaceae),
Songklanakarin J. Sci. Technol., 2006, 28, 1, 115-119. [all data]
Pala-Paul, Copeland, et al., 2006
Pala-Paul, J.; Copeland, L.M.; Brophy, J.J.; Goldsack, R.J.,
Essential oil composition of two variants of Prostanthera lasianthos Labill. from Australia,
Biochem. Syst. Ecol., 2006, 34, 1, 48-55, https://doi.org/10.1016/j.bse.2005.04.003
. [all data]
Paolini, Costa, et al., 2005
Paolini, J.; Costa, J.; Bernardini, A.,
Analysis of the essential oil from aerial parts of Eupatorium cannabinum subsp. corsicum (L.) by gas chromatography with electron impact and chemical ionization mass spectrometry,
J. Chromatogr. A, 2005, 1076, 1-2, 170-178, https://doi.org/10.1016/j.chroma.2005.03.131
. [all data]
Brophy, Goldsack, et al., 2004
Brophy, J.J.; Goldsack, R.J.; O'Sullivan, W.,
Chemistry of the Australian gymnosperms. Part VII. The leaf oils of the genus Actinostrobus,
Biochem. Syst. Ecol., 2004, 32, 10, 867-873, https://doi.org/10.1016/j.bse.2004.05.001
. [all data]
Flamini, Cioni, et al., 2004
Flamini, G.; Cioni, P.L.; Morelli, I.; Maccioni, S.; Baldini, R.,
Phytochemical typologies in some populations of Myrtus communis L. on Caprione Promontory (East Liguria, Italy),
Food Chem., 2004, 85, 4, 599-604, https://doi.org/10.1016/j.foodchem.2003.08.005
. [all data]
Bader, Caponi, et al., 2003
Bader, A.; Caponi, C.; Cioni, P.L.; Flamini, G.; Morelli, I.,
Composition of the essential oil of Ballota undulata, B. nigra ssp. foetida and B. saxatilis,
Flavour Fragr. J., 2003, 18, 6, 502-504, https://doi.org/10.1002/ffj.1257
. [all data]
Bader, Caponi, et al., 2003, 2
Bader, A.; Caponi, C.; Cioni, P.L.; Flamini, G.; Morelli, I.,
Acorenone in the essential oil of flowering aerial parts of Seseli tortuosum L.,
Flavour Fragr. J., 2003, 18, 1, 57-58, https://doi.org/10.1002/ffj.1154
. [all data]
Shellie, Marriott, et al., 2003
Shellie, R.; Marriott, P.; Zappia, G.; Mondello, L.; Dugo, G.,
Interactive use of linear retention indices on polar and apolar columns with an MS-Library for reliable characterization of Australian tea tree and other Melaleuca sp. oils,
J. Essent. Oil Res., 2003, 15, 5, 305-312, https://doi.org/10.1080/10412905.2003.9698597
. [all data]
Couladis, Baziou, et al., 2001
Couladis, M.; Baziou, P.; Petrakis, P.V.; Harvala, C.,
Essential oil composition of Hypericum perfoliatum L. growing in different locations in Greece,
Flavour Fragr. J., 2001, 16, 3, 204-206, https://doi.org/10.1002/ffj.979
. [all data]
Brophy, Goldsack, et al., 2000
Brophy, J.J.; Goldsack, R.J.; Forster, P.I.,
Essential oils of the genus Lophostemon (Myrtaceae),
Flavour Fragr. J., 2000, 15, 1, 17-20, https://doi.org/10.1002/(SICI)1099-1026(200001/02)15:1<17::AID-FFJ859>3.0.CO;2-D
. [all data]
Brophy, Goldsack, et al., 2000, 2
Brophy, J.; Goldsack, R.J.; Bean, A.R.; Forster, P.I.; Lepschi, B.J.,
Leaf essential oils of the genus Leptospermum (Myrtaceae) in eastern Australia. Part 6. Leptospermum polygalifolium and allies,
Flavour Fragr. J., 2000, 15, 4, 271-277, https://doi.org/10.1002/1099-1026(200007/08)15:4<271::AID-FFJ910>3.0.CO;2-E
. [all data]
Brophy, Goldsack, et al., 2000, 3
Brophy, J.J.; Goldsack, R.J.; Punruckvong, A.; Bean, A.R.; Forster, P.I.; Lepschi, B.J.; Doran, J.C.; Rozefelds, A.C.,
Leaf essential oils of the genus Leptospermum (Myrtaceae) in eastern Australia. Part 7. Leptospermum petersonii, L. liversidgei and allies,
Flavour Fragr. J., 2000, 15, 5, 342-351, https://doi.org/10.1002/1099-1026(200009/10)15:5<342::AID-FFJ924>3.0.CO;2-V
. [all data]
Brophy, Goldsack, et al., 1999
Brophy, J.J.; Goldsack, R.J.; Punruckvong, A.; Forster, P.I.,
The leaf essential oils of Pilidiostigma (Myrtaceae),
Flavour Fragr. J., 1999, 14, 2, 143-146, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<143::AID-FFJ798>3.0.CO;2-P
. [all data]
Brophy, Goldsack, et al., 1999, 2
Brophy, J.J.; Goldsack, R.J.; Bean, A.R.; Forster, P.I.; Lepschi, B.J.,
Leaf essential oils of the genus Leptospermum (Myrtaceae) in eastern Australia. Part 5. Leptospermum continentale and allies,
Flavour Fragr. J., 1999, 14, 2, 98-104, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<98::AID-FFJ797>3.0.CO;2-V
. [all data]
Brophy, Forster, et al., 1998
Brophy, J.J.; Forster, P.I.; Goldsack, R.J.,
Esssential oils of some Australian monimiaceae,
Flavour Fragr. J., 1998, 13, 4, 273-276, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<273::AID-FFJ745>3.0.CO;2-O
. [all data]
Brophy, Forster, et al., 1998, 2
Brophy, J.J.; Forster, P.I.; Goldsack, R.J.,
The essential oils of three unusual Eucalypts: Eucalyptus curtisii, E. rubiginosa and E. tenuipes (Myrtaceae),
Flavour Fragr. J., 1998, 13, 2, 87-89, https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2<87::AID-FFJ699>3.0.CO;2-Y
. [all data]
Brophy, Goldsack, et al., 1998
Brophy, J.J.; Goldsack, R.J.; Forster, P.I.; Bean, A.R.; Clarkson, J.R.; Lepschi, B.J.,
Leaf essential oils of the genus Leptospermum (Myrtaceae) in Eastern Australia. Part 1. Leptospermum brachyandrum and Leptospermum pallidum groups,
Flavour Fragr. J., 1998, 13, 1, 19-25, https://doi.org/10.1002/(SICI)1099-1026(199801/02)13:1<19::AID-FFJ679>3.0.CO;2-9
. [all data]
Brophy, Goldsack, et al., 1998, 2
Brophy, J.J.; Goldsack, R.J.; Bean, A.R.; Forster, P.I.; Lepschi, B.J.,
Leaf essential oils of the genus Leptospermum (Myrtaceae) in eastern Australia. Part 2. Leptospermum blakelyi and allies,
Flavour Fragr. J., 1998, 13, 5, 353-358, https://doi.org/10.1002/(SICI)1099-1026(1998090)13:5<353::AID-FFJ759>3.0.CO;2-1
. [all data]
Brophy, Goldsack, et al., 1997
Brophy, J.J.; Goldsack, R.J.; Forster, P.I.,
The essential oils of the Australian species of Rhodomyrtus (Myrtaceae),
Flavour Fragr. J., 1997, 12, 2, 103-108, https://doi.org/10.1002/(SICI)1099-1026(199703)12:2<103::AID-FFJ621>3.0.CO;2-B
. [all data]
Brophy, Goldsack, et al., 1997, 2
Brophy, J.J.; Goldsack, R.J.; Forster, P.I.,
The leaf essential oils of the Australian species of Rhodamnia (Myrtaceae),
Flavour Fragr. J., 1997, 12, 5, 345-354, https://doi.org/10.1002/(SICI)1099-1026(199709/10)12:5<345::AID-FFJ658>3.0.CO;2-6
. [all data]
Mariotti, Costa, et al., 1997
Mariotti, J.P.; Costa, J.; Bianchini, A.; Bernardini, A.F.; Casanova, J.,
Composition and variability of the essential oil of Stachys glutinosa L. from Corsica (France),
Flavour Fragr. J., 1997, 12, 3, 205-209, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<205::AID-FFJ636>3.0.CO;2-I
. [all data]
Mariotti, Tomi, et al., 1997
Mariotti, J.P.; Tomi, F.; Casanova, J.; Costa, J.; Bernardini, A.F.,
Composition of the essential oil of Cistus Iadaniferus L. cultivated in corsica (France),
Flavour Fragr. J., 1997, 12, 3, 147-151, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<147::AID-FFJ631>3.0.CO;2-Q
. [all data]
Granicher, Christen, et al., 1995
Granicher, F.; Christen, P.; Kapetanidis, I.,
Essential oils from normal and hairy roots of valeriana officinalis var. sambucifolia,
Phytochemistry, 1995, 40, 5, 1421-1424, https://doi.org/10.1016/0031-9422(95)00492-P
. [all data]
Píry, Príbela, et al., 1995
Píry, J.; Príbela, A.; Durcanská, J.; Farkas, P.,
Fractionation of volatiles from blackcurrant (Ribes nigrum L.) by different extractive methods,
Food Chem., 1995, 54, 1, 73-77, https://doi.org/10.1016/0308-8146(95)92665-7
. [all data]
Notes
Go To: Top, Van Den Dool and Kratz 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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