(1S,2E,6E,10R)-3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChIKey: VPDZRSSKICPUEY-BFPRWLMKSA-N
- CAS Registry Number: 24703-35-3
- 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[8.1.0]undeca-2,6-diene, 3,7,11,11-tetramethyl-, (1S,2E,6E,10R)-; Bicyclo[8.1.0]undeca-2,6-diene, 3,7,11,11-tetramethyl-, (E,E)-(1S,10R)-(+)-; Bicyclo[8.1.0]undeca-2,6-diene, 3,7,11,11-tetramethyl-, [1S-(1R*,2E,6E,10S*)]-; (+)-Bicyclogermacrene; Bicyclogermacren; Bicyclogermacrene; β-Cyclogermacrane; Bicylogermacrene
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Van Den Dool and Kratz 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 | HP-5MS | SE-52 | BP-5 | CBP-5 | BPX-5 |
Column length (m) | 30. | 30. | 25. | 30. | 30. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.22 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.15 | 0.25 | 0.25 | 0.25 |
Program | 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min) | 45C => 1C/min => 100C => 5C/min => 250C(10min) | 30C(1min) => 50C/min => 105C => 1.5C/min => 150C => 30C/min => 280C (10min) | 60C => 3C/min => 246C => 10C/min => 270C (5min) | 35C(5min) => 3C/min => 210C => 40C/min => 240C (4min) |
I | 1500.8 | 1501. | 1490. | 1497. | 1513. |
Reference | Andriamaharavo, 2014 | Bruni, Bianchi, et al., 2007 | Sant'Anna, Fontes, et al., 2007 | Silva, Oliveira, et al., 2007 | Cardeal, da Silva, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SE-52 | SE-52 | CBP-5 | SE-52 | SE-52 |
Column length (m) | 30. | 25. | 30. | 25. | 30. |
Carrier gas | He | H2 | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.25 | 0.32 | 0.52 |
Phase thickness (μm) | 0.15 | 0.43 | 0.25 | 0.4 | 0.15 |
Program | 45C => 1C/min => 100C => 5C/min => 250C (10min) | 60C(8min) => 3C/min => 180C => 20C/min => 250C(10min) | 60C => 3C/min => 240C => 10C/min => 280C(10min) | 60C(8min) => 3C/min => 180C => 20C/min => 250C(10min) | 45C => 1C/min => 100C => 5C/min => 250C (10min) |
I | 1532. | 1488. | 1494. | 1495. | 1500. |
Reference | Guerrini, Sacchetti, et al., 2006 | Lorenzo, Paz, et al., 2005 | Oliveira, Campos, et al., 2005 | Lorenzo, Paz, et al., 2004 | Sacchetti, Medici, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5MS | CP Sil 8 CB | CBP-5 | BP-1 | BP-1 |
Column length (m) | 30. | 50. | 50. | 50. | |
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.22 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Program | 40C(5min) => 4C/min => 160C => 8C/min => 240C (15min) | 60C (2min) => 5C/min => 160C (1min) => 10C/min => 250C (2min) | 60C(2min) => 3C/min => 240C => 10C/min => 280C(10min) | not specified | not specified |
I | 1501. | 1494. | 1488. | 1494. | 1494. |
Reference | Kim, Lee, et al., 2003 | Mockute and Judzentiene, 2003 | Azevedo, Campos, et al., 2002 | Cavalli, Ranarivelo, et al., 2001 | Filippini, Tomi, et al., 2000 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz 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.
Andriamaharavo, 2014
Andriamaharavo, N.R.,
Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]
Bruni, Bianchi, et al., 2007
Bruni, R.; Bianchi, A.; Bellardi, M.G.,
Essential oil composition of Agastache anethiodora Britton (Lamiaceae) infected by cucumber mosaic virus (CMV),
Flavour Fragr. J., 2007, 22, 1, 66-70, https://doi.org/10.1002/ffj.1760
. [all data]
Sant'Anna, Fontes, et al., 2007
Sant'Anna, B.M.P.; Fontes, S.P.; Pinto, A.C.; Rezende, C.M.,
Characterization of woody odorant contributors in copaiba oil (Copaifera multijuga Hayne),
J. Braz. Chem. Soc., 2007, 18, 5, 984-989, https://doi.org/10.1590/S0103-50532007000500016
. [all data]
Silva, Oliveira, et al., 2007
Silva, F.G.; Oliveira, C.B.A.; Pinto, J.E.B.P.; Nascimento, V.E.; Santos, S.C.; Seraphin, J.C.; Ferri, P.H.,
Seasonal Variability in the Essential Oils of Wild and Cultivated Baccharis trimera,
J. Braz. Chem. Soc., 2007, 18, 5, 990-997, https://doi.org/10.1590/S0103-50532007000500017
. [all data]
Cardeal, da Silva, et al., 2006
Cardeal, Z.L.; da Silva, M.D.R.G.; Marriott, P.J.,
Comprehensive two-dimensional gas chromatography/mass spectrometric analysis of pepper volatiles,
Rapid Commun. Mass Spectrom., 2006, 20, 19, 2823-2836, https://doi.org/10.1002/rcm.2665
. [all data]
Guerrini, Sacchetti, et al., 2006
Guerrini, A.; Sacchetti, G.; Muzzoli, M.; Rueda, G.M.; Medici, A.; Besco, E.; Bruni, R.,
Composition of the Volatile Fraction of Ocotea bofo Kunth (Lauraceae) Calyces by GC-MS and NMR Fingerprinting and Its Antimicrobial and Antioxidant Activity,
J. Agric. Food Chem., 2006, 54, 20, 7778-7788, https://doi.org/10.1021/jf0605493
. [all data]
Lorenzo, Paz, et al., 2005
Lorenzo, D.; Paz, D.; Davies, P.; Villamil, J.; Vila, R.; Canigueral, S.; Dellacassa, E.,
Application of Multidimensional Gas Chromatography to the Enantioselective Characterisation of the Essential Oil of Eupatorium buniifolium Hooker et Arnott,
Phytochem. Anal., 2005, 16, 1, 39-44, https://doi.org/10.1002/pca.808
. [all data]
Oliveira, Campos, et al., 2005
Oliveira, M.J.; Campos, I.F.P.; Oliveira, C.B.A.; Santos, M.R.; Souza, P.S.; Santos, S.C.; Seraphin, J.C.; Ferri, P.H.,
Influence of growth phase on the essential oil composition of Hyptis suaveolens,
Biochem. Syst. Ecol., 2005, 33, 3, 275-285, https://doi.org/10.1016/j.bse.2004.10.001
. [all data]
Lorenzo, Paz, et al., 2004
Lorenzo, D.; Paz, D.; Davies, P.; Villamil, J.; Vila, R.; Cañigueral, S.; Dellacassa, E.,
Characterization and enantiomeric distribution of some terpenes in the essential oil of a Uruguayan biotype of Salvia sclarea L.,
Flavour Fragr. J., 2004, 19, 4, 303-307, https://doi.org/10.1002/ffj.1282
. [all data]
Sacchetti, Medici, et al., 2004
Sacchetti, G.; Medici, A.; Maietti, S.; Radice, M.; Muzzoli, M.; Manfredini, S.; Braccioli, E.; Bruni, R.,
Composition and functional properties of the essential oil of Amazonian basil, Ocimum micranthum Willd., Labiatae in comparison with commercial essential oils,
J. Agric. Food Chem., 2004, 52, 11, 3486-3491, https://doi.org/10.1021/jf035145e
. [all data]
Kim, Lee, et al., 2003
Kim, T.H.; Lee, S.M.; Kim, Y.-S.; Kim, K.H.; Oh, S.; Lee, H.J.,
Aroma dilution method using GC injector split ratio for volatile compounds extracted by headspace solid phase microextraction,
Food Chem., 2003, 83, 1, 151-158, https://doi.org/10.1016/S0308-8146(03)00221-8
. [all data]
Mockute and Judzentiene, 2003
Mockute, D.; Judzentiene, A.,
Variability of the essential oils composition of Achillea millefolium ssp. millefolium growing wild in Lithuania,
Biochem. Syst. Ecol., 2003, 31, 9, 1033-1045, https://doi.org/10.1016/S0305-1978(03)00066-8
. [all data]
Azevedo, Campos, et al., 2002
Azevedo, N.R.; Campos, I.F.P.; Ferreira, H.D.; Portes, T.A.; Seraphin, J.C.; de Paula, J.R.; Santos, S.C.; Ferri, P.H.,
Essential oil chemotypes in Hyptis suaveolens from Brazilian Cerrado,
Biochem. Syst. Ecol., 2002, 30, 3, 205-216, https://doi.org/10.1016/S0305-1978(01)00075-8
. [all data]
Cavalli, Ranarivelo, et al., 2001
Cavalli, J.-F.; Ranarivelo, L.; Ratsimbason, M.; Bernardini, A.-F.; Casanova, J.,
Constituents of the essential oil of six Helichrysum species from Madagascar,
Flavour Fragr. J., 2001, 16, 4, 253-256, https://doi.org/10.1002/ffj.994
. [all data]
Filippini, Tomi, et al., 2000
Filippini, M.-H.; Tomi, F.; Casanova, J.,
Composition of the leaf oil of Ferula arrigonii Bocchieri,
Flavour Fragr. J., 2000, 15, 3, 195-198, https://doi.org/10.1002/1099-1026(200005/06)15:3<195::AID-FFJ891>3.0.CO;2-6
. [all data]
Notes
Go To: Top, Van Den Dool and Kratz RI, non-polar column, custom temperature program, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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