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 InChI: InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3
- 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, 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-Innowax | DB-Wax | RTX-Wax | RTX-Wax | HP-Innowax |
| Column length (m) | 60. | 30. | 60. | 60. | 30. |
| Carrier gas | Helium | Hydrogen | Helium | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.22 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 30. | 60. | 60. | 60. |
| Tend (C) | 220. | 230. | 230. | 230. | 240. |
| Heat rate (K/min) | 5. | 8. | 2. | 2. | 2. |
| Initial hold (min) | 1. | 5. | |||
| Final hold (min) | 5. | 10. | 30. | 35. | 20. |
| I | 1535. | 1534. | 1507. | 1525. | 1519. |
| Reference | Feng, Cui, et al., 2011 | Karlsson, Birgersson, et al., 2009 | Museli, Pau, et al., 2009 | Paolini, Tomi, et al., 2008 | Hachicha, Skanji, et al., 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | CP-Wax 52CB | Supelcowax-10 | Supelcowax-10 | AT-Wax | CP-Wax 52CB |
| Column length (m) | 30. | 30. | 30. | 60. | 30. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.2 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 40. | 70. | 50. | 60. | 60. |
| Tend (C) | 220. | 220. | 250. | 200. | 220. |
| Heat rate (K/min) | 3. | 3. | 2. | 4. | 3.3 |
| Initial hold (min) | 1. | 7. | |||
| Final hold (min) | 2. | 15. | 20. | 3. | |
| I | 1518. | 1527. | 1520. | 1535. | 1538. |
| Reference | Hymete, Rohloff, et al., 2007 | Pinto, Salgueiro, et al., 2007 | Raal, Orav, et al., 2007 | Borges, Rojas, et al., 2006 | Hymete, Rohloff, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Supelcowax-10 | HP-Wax | Carbowax 20M | DB-Wax | DB-Wax |
| Column length (m) | 30. | 30. | 30. | 60. | 60. |
| Carrier gas | N2 | N2 | He | He | Helium |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.325 | 0.25 | 0.25 |
| Tstart (C) | 40. | 60. | 50. | 45. | 50. |
| Tend (C) | 230. | 220. | 215. | 240. | 230. |
| Heat rate (K/min) | 2. | 5. | 4. | 3. | 5. |
| Initial hold (min) | 10. | 2. | |||
| Final hold (min) | 20. | ||||
| I | 1525. | 1530. | 1529. | 1529. | 1527. |
| Reference | González, Guerra, et al., 2004 | Bertoli, Menichini, et al., 2003 | Kasali, Winterhalter, et al., 2002 | Christoph, 2001 | Paniandy, Chane-Ming, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | HP Innowax FSP | BP-20 | Supelcowax-10 | HP-Innowax |
| Column length (m) | 25. | 60. | 25. | 30. | 60. |
| Carrier gas | He | H2 | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.33 | 0.25 | 0.33 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.5 | 0.25 | 0.5 | 0.25 | |
| Tstart (C) | 80. | 60. | 80. | 60. | 50. |
| Tend (C) | 220. | 220. | 220. | 240. | 220. |
| Heat rate (K/min) | 5. | 5. | 4. | 5. | |
| Initial hold (min) | 10. | 5. | |||
| Final hold (min) | 10. | ||||
| I | 1545. | 1544. | 1545. | 1501. | 1529. |
| Reference | Dunlop, Bignell, et al., 1999 | Kaya, Baser, et al., 1999 | Bignell, Dunlop, et al., 1998 | Lamarque, Maestri, et al., 1998 | Stashenko, Cervantes, et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | BP-20 | BP-20 | BP-20 | BP-20 |
| Column length (m) | 25. | 25. | 25. | 25. | 25. |
| Carrier gas | H2 | H2 | H2 | H2 | |
| Substrate | |||||
| Column diameter (mm) | 0.33 | 0.33 | 0.33 | 0.33 | 0.33 |
| Phase thickness (μm) | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 |
| Tstart (C) | 80. | 80. | 80. | 80. | 80. |
| Tend (C) | 220. | 220. | 220. | 220. | 220. |
| Heat rate (K/min) | 5. | 5. | 5. | 5. | 5. |
| Initial hold (min) | |||||
| Final hold (min) | |||||
| I | 1545. | 1545. | 1545. | 1545. | 1545. |
| Reference | Bignell, Dunlop, et al., 1997 | Bignell, Dunlop, et al., 1997, 2 | Bignell, Dunlop, et al., 1997, 3 | Bignell, Dunlop, et al., 1997, 4 | Bignell, Dunlop, et al., 1997, 5 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | Supelcowax-10 | Supelcowax-10 | SP-1000 | DB-Wax |
| Column length (m) | 25. | 30. | 0. | 85. | 60. |
| Carrier gas | H2 | He | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.33 | 0.25 | 0.25 | 0.50 | 0.32 |
| Phase thickness (μm) | 0.5 | ||||
| Tstart (C) | 80. | 60. | 40. | 65. | 50. |
| Tend (C) | 220. | 240. | 240. | 225. | 230. |
| Heat rate (K/min) | 5. | 4. | 3. | 3. | 4. |
| Initial hold (min) | |||||
| Final hold (min) | 10. | ||||
| I | 1545. | 1525. | 1501. | 1527. | 1528. |
| Reference | Bignell, Dunlop, et al., 1997, 6 | Zunino, Novillo-Newton, et al., 1997 | Zygadlo, Ariza-Espinar, et al., 1997 | Brophy, Goldsack, et al., 1996 | Binder, Benson, et al., 1990 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | FFAP | Carbowax 20M | Supelcowax-10 | Supelcowax-10 |
| Column length (m) | 60. | 50. | 50. | 30. | 30. |
| Carrier gas | H2 | He | |||
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | |||
| Phase thickness (μm) | 0.15 | ||||
| Tstart (C) | 50. | 50. | 70. | 50. | 50. |
| Tend (C) | 250. | 180. | 210. | 240. | 240. |
| Heat rate (K/min) | 4. | 10. | 2. | 4. | 4. |
| Initial hold (min) | 0.1 | 1. | 2. | 2. | |
| Final hold (min) | 5. | 10. | 10. | ||
| I | 1526. | 1544. | 1527. | 1529. | 1529. |
| Reference | Binder and Flath, 1989 | Brophy, Davies, et al., 1989 | Gaydou, Faure, et al., 1989 | Ramaswami, Briscese, et al., 1988 | Ramaswami, Briscese, et al., 1986 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane 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.
Feng, Cui, et al., 2011
Feng, T.; Cui, J.-J.; Xiao, Z.-B.; Tian, H.-X.; Yi, F.-P.; Ma, X.,
Chemical composition od essential oil from the peel of Chinese Torreya grandis Frt,
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Karlsson, Birgersson, et al., 2009
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Museli, Pau, et al., 2009
Museli, A.; Pau, M.; Desjobert, J.-M.; Foddai, M.; Usai, M.; Costa, J.,
Volatile constituents of Achllea ligustica All. by HS-SPME/GC/GC-MS. Comparison with essential oils obtained by hydrodistillation from Corsica and Sardinia,
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Paolini, Tomi, et al., 2008
Paolini, J.; Tomi, P.; Bernardini, A.-F.; Bradesi, P.; Casanova, J.; Kaloustian, J.,
Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy,
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Hachicha, Skanji, et al., 2007
Hachicha, S.F.; Skanji, T.; Barrek, S.; Ghrabi, Z.G.; Zarrouk, H.,
Composition of the essential oil of Teucrium ramosissimum Desf. (Lamiaceae) from Tunisia,
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Hymete, Rohloff, et al., 2007
Hymete, A.; Rohloff, J.; Iversen, T.-H.; Kjosen, H.,
Volatile constituents of the roots of Echinops kebericho Mesfin,
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Pinto, Salgueiro, et al., 2007
Pinto, E.; Salgueiro, L.R.; Cavaleiro, C.; Palmeira, A.; Goncalves, M.J.,
In vitro susceptibility of some species of yeasts and filamentous fungi to essential oils of Salvia of?cinalis,
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Raal, Orav, et al., 2007
Raal, A.; Orav, A.; Arak, E.; Kailas, T.; Müürisepp, M.,
Variation in the composition of the essential oil of Valeriana officinalis L. roots from Estonia,
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Borges, Rojas, et al., 2006
Borges, R.; Rojas, L.B.; Cegarra, J.A.; Usubillaga, A.,
Study of the essential oils from the leaves and flowers of Lepechinia conferta (Benth) Epl.,
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Hymete, Rohloff, et al., 2006
Hymete, A.; Rohloff, J.; Iversen, T.-H.,
Essential oil from seeds and husks of Aframomum corrorima from Ethiopia,
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González, Guerra, et al., 2004
González, S.; Guerra, P.E.; Bottaro, H.; Molares, S.; Demo, M.S.; Oliva, M.M.; Zunino, M.P.; Zygadlo, J.A.,
Aromatic plants from Patagonia. Part I. Antimicrobial activity and chemical composition of Schinus polygamus (Cav.) Cabrera essential oil,
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Bertoli, Menichini, et al., 2003
Bertoli, A.; Menichini, F.; Mazzetti, M.; Spinelli, G.; Morelli, I.,
Volatile constituents of the leaves and flowers of Hypericum triquetrifolium Turra,
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Kasali, Winterhalter, et al., 2002
Kasali, A.A.; Winterhalter, P.; Adio, A.M.; Knapp, H.; Bonnlander, B.,
Chromenes in Ageratum conyzoides L.,
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Christoph, 2001
Christoph, F.,
Chemische Zuzammensetzung und antimikrobielle Eigenschaften der ätherischen Öle von Leptospermum scoparium J. R. et G. Forst. und anderer Teebaumöle der Gattungen Kunzea, Leptospermum und Melaleuca unter besonderer Berücksichtigung von Handelsölen, Dissertation, University of Hamburg, Germany, 2001, 196. [all data]
Paniandy, Chane-Ming, et al., 2000
Paniandy, J.-C.; Chane-Ming, J.; Pierbattesti, J.-C.,
Chemical Composition of the Essential Oil and Headspace Solid-Phase Microextraction of the Guava Fruit (Psidium guajava L.),
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Dunlop, Bignell, et al., 1999
Dunlop, P.J.; Bignell, C.M.; Brooker, M.I.H.; Brophy, J.J.; Hibbert, D.B.,
Use of gas chromatograms of essential leaf oils to compare eight taxa of genus Angophora (Myrtaceae): possible relationships to the genus Eucalyptus,
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Kaya, Baser, et al., 1999
Kaya, A.; Baser, K.H.C.; Koca, F.,
Essential oils of Acinos troodi (Post) Leblebici subsp. vardaranus Leblebici and subsp. grandiflorus Hartvig Strid,
Flavour Fragr. J., 1999, 14, 1, 50-54, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<50::AID-FFJ783>3.0.CO;2-7
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Bignell, Dunlop, et al., 1998
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series 1). Part XIX,
Flavour Fragr. J., 1998, 13, 2, 131-139, https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2<131::AID-FFJ710>3.0.CO;2-X
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Lamarque, Maestri, et al., 1998
Lamarque, A.L.; Maestri, D.M.; Zygadlo, J.A.; Grosso, N.R.,
Volatile constituents from flowers of Acacia caven (Mol.) Mol. var. caven, Acacia aroma Gill. ex Hook., Erythrina crista-galli L. and Calliandra tweedii Benth.,
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Stashenko, Cervantes, et al., 1998
Stashenko, E.E.; Cervantes, M.; Combariza, Y.; Martínez, J.R.,
HRGC-FID-MSD Analysis of the Secondary Metabolites Obtained by Different Extraction Methods from Lepechinia schiedeana, and Evaluation of its Antioxidant Activity in vitro
in 20th International Symposium on Capillary Chromatography, 1998, 1-11. [all data]
Bignell, Dunlop, et al., 1997
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.; Fookes, C.J.R.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XIV: Subgenus Monocalyptus,
Flavour Fragr. J., 1997, 12, 3, 177-183, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<177::AID-FFJ626>3.0.CO;2-9
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Bignell, Dunlop, et al., 1997, 2
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XV: Subgenus symphyomyrtus, section bisectaria, series levispermae,
Flavour Fragr. J., 1997, 12, 3, 185-193, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<185::AID-FFJ627>3.0.CO;2-B
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Bignell, Dunlop, et al., 1997, 3
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XVI: Subgenus symphyomyrtus, section bisectaria, series cneorifoliae, series porantherae and series falcatae,
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Bignell, Dunlop, et al., 1997, 4
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XVII: Subgenus symphyomyrtus (i) section bisectaria, series calycogonae and (ii) section dumaria, series dumosae, series rigentes and series ovulares,
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Bignell, Dunlop, et al., 1997, 5
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some Queensland and Norther Australian species of the genus Eucalyptus (Series II) Part II. Subgenera (a) Blakella, (b) Corymbia, (c) Unnamed, (d) Idiogenes, (e) Monocalyptus and (f) Symphyomyrtus,
Flavour Fragr. J., 1997, 12, 4, 277-284, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<277::AID-FFJ642>3.0.CO;2-B
. [all data]
Bignell, Dunlop, et al., 1997, 6
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some south-western and southern Australian speices of the genus Eucalyptus (Series I). Part XVIII. A. Subgenus monocalyptus. B. Subgenus Symphyomyrtus: (i) section Guilfoyleanae; (ii) section bisectaria, series accedentes, series occidentales, series levispermae, series loxophlebae, series macrocarpae, series orbifoliae, series calycogonae; (iii) section dumaria, series incrassatae and series ovulares,
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Zunino, Novillo-Newton, et al., 1997
Zunino, M.P.; Novillo-Newton, M.; Maestri, D.M.; Zygadlo, J.A.,
Composition of the essential oil of Baccharis crispa Spreng. and Baccharis salicifolia Pers. grown in Cordoba (Argentina),
Flavour Fragr. J., 1997, 12, 6, 405-407, https://doi.org/10.1002/(SICI)1099-1026(199711/12)12:6<405::AID-FFJ667>3.0.CO;2-R
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Zygadlo, Ariza-Espinar, et al., 1997
Zygadlo, J.A.; Ariza-Espinar, L.; Velasco-Negueruela, A.; Perez-Alonso, M.J.,
Volatile constituents of Stevia achalensis hieronymus,
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. [all data]
Brophy, Goldsack, et al., 1996
Brophy, J.J.; Goldsack, R.J.; Bean, A.R.; Forster, P.I.; Fookes, C.J.R.,
The leaf essential oils of the genus Syncarpia ten. (Myrtaceae),
Flavour Fragr. J., 1996, 11, 6, 361-366, https://doi.org/10.1002/(SICI)1099-1026(199611)11:6<361::AID-FFJ591>3.0.CO;2-T
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Binder, Benson, et al., 1990
Binder, R.G.; Benson, M.E.; Flath, R.A.,
Volatile Components of Safflower,
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Binder and Flath, 1989
Binder, R.G.; Flath, R.A.,
Volatile components of pineapple guava,
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Brophy, Davies, et al., 1989
Brophy, J.J.; Davies, N.W.; Southwell, I.A.; Stiff, I.A.; Williams, L.R.,
Gas chromatographic quality control for oil of Melaleuca terpinen-4-ol type (Australian tea tree),
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Gaydou, Faure, et al., 1989
Gaydou, E.M.; Faure, R.; Bianchini, J.-P.; Lamaty, G.; Rakotonirainy, O.; Randriamiharisoa, R.,
Sesquiterpene composition of basil oil. Assignment of the 1H and 13C NMR spectra of β-elemene with two-dimensional NMR,
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. [all data]
Ramaswami, Briscese, et al., 1988
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
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, 951-980. [all data]
Ramaswami, Briscese, et al., 1986
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
in Flavors and Fragrances: A World Perspective, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Proceedings of the 10th International Congress of Essential Oils, Fragrances, and Flavors, Washington, DC, 1986, 951-959. [all data]
Notes
Go To: Top, Normal alkane 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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