Geijerene

Formula: C₁₂H₁₈
Molecular weight: 162.2713
IUPAC Standard InChI: InChI=1S/C12H18/c1-5-12(4)9-7-6-8-11(12)10(2)3/h5-6,8,11H,1-2,7,9H2,3-4H3
IUPAC Standard InChIKey: BGDQCKOAZKTOFV-UHFFFAOYSA-N
CAS Registry Number: 6902-73-4
Chemical structure:
This structure is also available as a 2d Mol file
Species with the same structure:
Stereoisomers:
- Isogeijerene
Other names: (3S,4S)-4-Ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexene; Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-, (3S,4S)-; Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-, (3S-trans)-; o-Mentha-3,8-diene, 1-vinyl-, (1S,2S)-; Geijeren; 2-Isopropenyl-1-methyl-1-vinyl-3-cyclohexane
Information on this page:
Other data available:
- Phase change data
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Gas Chromatography

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, temperature ramp

Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1126.	Tepe, Askin Akpulat, et al., 2006	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 50. C; T_end: 240. C
Capillary	DB-5MS	1143.	Angioni, Barra, et al., 2004	30. m/0.25 mm/0.25 μm, He, 60. C @ 15. min, 3. K/min; T_end: 180. C

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1150.	Benkaci-Ali, Baaliouamer, et al., 2007	30. m/0.25 mm/0.25 μm, He, 60. C @ 8. min, 2. K/min, 250. C @ 30. min
Capillary	SPB-1	1151.	Radulovic, Lazarevic, et al., 2007	30. m/0.25 mm/0.25 μm, He, 50. C @ 3. min, 5. K/min, 250. C @ 15. min
Capillary	HP-5MS	1139.	Radulovic, Lazarevic, et al., 2007	30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; T_end: 280. C
Capillary	CP Sil 5 CB	1139.	Heinrich, Pfeifhofer, et al., 2002	50. m/0.25 mm/0.15 μm, H2, 40. C @ 3. min, 4. K/min; T_end: 300. C
Capillary	DB-1	1135.	Stashenko, Villa, et al., 1995	60. m/0.25 mm/0.25 μm, H2, 50. C @ 5. min, 2.5 K/min; T_end: 250. C

Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1147.1	Andriamaharavo, 2014	30. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min)

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	BP-1	1143.	Kiran, Devi, et al., 2007	He, 5. K/min, 220. C @ 6. min; T_start: 60. C
Capillary	DB-5	1143.	Askari and Sefidkon, 2006	30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 4. K/min; T_end: 260. C
Capillary	BP-1	1143.	Kiran, Bhavani, et al., 2006	Helium, 5. K/min, 220. C @ 6. min; T_start: 60. C
Capillary	DB-1	1120.	Khanavi, Ghasemian, et al., 2005	30. m/0.25 mm/0.25 μm, He, 50. C @ 1. min, 2.5 K/min, 265. C @ 20. min
Capillary	HP-5MS	1140.	Sajjadi, 2005	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 60. C; T_end: 280. C
Capillary	DB-1	1136.	Velasco-Negueruela, Pérez-Alonso, et al., 2005	50. m/0.25 mm/0.25 μm, N2, 4. K/min; T_start: 90. C; T_end: 240. C
Capillary	DB-1	1131.	Velasco-Negueruela, Pérez-Alonso, et al., 2002	50. m/0.25 mm/0.25 μm, N2, 4. K/min; T_start: 95. C; T_end: 240. C

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-Innowax FSC	1338.	Tabanca N., Demirci B., et al., 2007	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C
Capillary	HP-Innowax FSC	1338.	Tabanca, Demirci, et al., 2006	60. m/0.25 mm/0.25 μm; Program: 60C(10min) => 4C/min => 220C (10min) => 1C/min => 240C
Capillary	HP-Innowax FSC	1338.	Tabanca, Demirci, et al., 2005	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C

References

Go To: Top, Gas Chromatography, Notes

Tepe, Askin Akpulat, et al., 2006
Tepe, B.; Askin Akpulat, H.; Sokmen, M.; Daferera, D.; Yumrutas, O.; Aydin, E.; Polissiou, M.; Sokmen, A., Screening of the antioxidative and antimicrobial properties of the essential oils of Pimpinella anisetum and Pimpinella flabellifolia from Turkey, Food Chem., 2006, 97, 4, 719-724, https://doi.org/10.1016/j.foodchem.2005.05.045 . [all data]

Angioni, Barra, et al., 2004
Angioni, A.; Barra, A.; Cereti, E.; Barile, D.; Coïsson, J.D.; Arlorio, M.; Dessi, S.; Coroneo, V.; Cabras, P., Chemical composition, plant genetic differences, antimicrobial and antifungal activity investigation of the essential oil of Rosmarinus officinalis L., J. Agric. Food Chem., 2004, 52, 11, 3530-3535, https://doi.org/10.1021/jf049913t . [all data]

Benkaci-Ali, Baaliouamer, et al., 2007
Benkaci-Ali, F.; Baaliouamer, A.; Meklati, B.Y.; Chemat, F., Chemical composition of seed essential oils from Algerian Nigella sativa extracted by microwave and hydrodistillation, Flavour Fragr. J., 2007, 22, 2, 148-153, https://doi.org/10.1002/ffj.1773 . [all data]

Radulovic, Lazarevic, et al., 2007
Radulovic, N.; Lazarevic, J.; Ristic, N.; Palic, R., Chemotaxonomic significance of the volatiles in the genus Stachys (Lamiaceae): Essential oil composition of four Balkan Stachys species, Biochem. Syst. Ecol., 2007, 35, 4, 196-208, https://doi.org/10.1016/j.bse.2006.10.010 . [all data]

Heinrich, Pfeifhofer, et al., 2002
Heinrich, G.; Pfeifhofer, H.W.; Stabentheiner, E.; Sawidis, T., Glandular hairs of Sigesbeckia jorullensis Kunth (Asteraceae): morphology, histochemistry and composition of essential oil, Ann. Bot. Rome, 2002, 89, 4, 459-469, retrieved from http://www.aob.oupjournals.org, https://doi.org/10.1093/aob/mcf062 . [all data]

Stashenko, Villa, et al., 1995
Stashenko, E.E.; Villa, H.S.; Combariza, M.Y., Comparative study of Colombian rue oils by high resolution gas chromatography using different detection systems, J. Microcolumn Sep., 1995, 7, 2, 117-122, https://doi.org/10.1002/mcs.1220070204 . [all data]

Andriamaharavo, 2014
Andriamaharavo, N.R., Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]

Kiran, Devi, et al., 2007
Kiran, S.R.; Devi, P.S.; Reddy, K.J., Bioactivity of essential oils and sesquiterpenes of Chloroxylon swietenia DC against Helicoverpa armigera, Current Science, 2007, 93, 4, 544-548. [all data]

Askari and Sefidkon, 2006
Askari, F.; Sefidkon, F., Essential oil composition of Pimpinella affinis Ledeb. from two localities in Iran, Flavour Fragr. J., 2006, 21, 5, 754-756, https://doi.org/10.1002/ffj.1619 . [all data]

Kiran, Bhavani, et al., 2006
Kiran, S.R.; Bhavani, K.; Devi, P.S.; Rao, B.R.R.; Reddy, K.J., Composition and alrvicidal activity of leaves and stem essential oils of Chloroxylon swietenia DC against Aedes aegypti and Anopheles stephensi, Biores. Technol., 2006, 97, 18, 2481-2484, https://doi.org/10.1016/j.biortech.2005.10.003 . [all data]

Khanavi, Ghasemian, et al., 2005
Khanavi, M.; Ghasemian, L.; Motlagh, E.H.; Hadjiakhoondi, A.; Shafiee, A., Chemical composition of the essential oils of Marrubium parviflorum Fisch. C.A. Mey. and Marrubium vulgare L. from Iran, Flavour Fragr. J., 2005, 20, 3, 324-326, https://doi.org/10.1002/ffj.1425 . [all data]

Sajjadi, 2005
Sajjadi, S.E., Analysis of the essential oil of Nepeta sintenisii Bornm. from Iran, DARU, 2005, 13, 2, 61-64. [all data]

Velasco-Negueruela, Pérez-Alonso, et al., 2005
Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Pérez de Paz, P.L.; Palá-Paúl, J.; Sanz, J., Analysis by gas chromatography-mass spectrometry of the essential oils from the aerial parts of Pimpinella anagodendron Bolle and Pimpinella rupicola Svent., two endemic species to the Canary Islands, Spain, J. Chromatogr. A, 2005, 1095, 1-2, 180-184, https://doi.org/10.1016/j.chroma.2005.09.074 . [all data]

Velasco-Negueruela, Pérez-Alonso, et al., 2002
Velasco-Negueruela, A.; Pérez-Alonso, M.J.; de Paz, P.L.P.; Vallejo, C.G.; Palá-Paúl, J.; Iñigo, A., Chemical composition of the essential oils from the roots, fruits, leaves and stems of Pimpinella cumbrae link growing in the Canary Islands (Spain), Flavour Fragr. J., 2002, 17, 6, 468-471, https://doi.org/10.1002/ffj.1131 . [all data]

Tabanca N., Demirci B., et al., 2007
Tabanca N.; Demirci B.; Baser K.H.C.; Mincsovics E.; Khan S.I.; Jacob M.R.; Wedge D.E., Characterization of volatile constituents of Scaligeria tripartita and studies on the antifungal activity against phytopathogenic fungi, J. Chromatogr. B, 2007, 850, 1-2, 221-229, https://doi.org/10.1016/j.jchromb.2006.11.041 . [all data]

Tabanca, Demirci, et al., 2006
Tabanca, N.; Demirci, B.; Ozek, T.; Kirimer, N.; Can Baser, K.H.; Bedir, E.; Khan, I.A.; Wedge, D.E., Gas chromatographic-mass spectrometric analysis of essential oils from Pimpinella species gathered from Central and Northern Turkey, J. Chromatogr. A, 2006, 1117, 2, 194-205, https://doi.org/10.1016/j.chroma.2006.03.075 . [all data]

Tabanca, Demirci, et al., 2005
Tabanca, N.; Demirci, B.; Kirimer, N.; Baser, K.H.C.; Bedir, E.; Khand, I.A.; Wedge, D.E., Gas chromatographic-mass spectrometric analysis of essential oils from Pimpinella aurea, Pimpinella corymbosa, Pimpinella peregrina and Pimpinella puberula gathered from Eastern and Southern Turkey, J. Chromatogr. A, 2005, 1097, 1-2, 192-198, https://doi.org/10.1016/j.chroma.2005.10.047 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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