1H-Benzocycloheptene, 2,4a,5,6,7,8,9,9a-octahydro-3,5,5-trimethyl-9-methylene-, (4aS-cis)-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChI: InChI=1S/C15H24/c1-11-7-8-13-12(2)6-5-9-15(3,4)14(13)10-11/h10,13-14H,2,5-9H2,1,3-4H3
- IUPAC Standard InChIKey: ZJSIKVDEOWWVEH-UHFFFAOYSA-N
- CAS Registry Number: 3853-83-6
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 1H-Benzocycloheptene, 2,4aα,5,6,7,8,9,9aα-octahydro-3,5,5-trimethyl-9-methylene-; α-Himachalene; 1H-Benzocycloheptene, 2,4a,5,6,7,8,9,9a-octahydro-3,5,5-trimethyl-9-methylene-, cis-; (4aS,9aR)-3,5,5-Trimethyl-9-methylene-2,4a,5,6,7,8,9,9a-octahydro-1H-benzo[7]annulene; 3,5,5-Trimethyl-9-methylene-2,4a,5,6,7,8,9,9a-octahydro-1H-benzo[a]cycloheptene; (+)-α-himachalene
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Gas Chromatography
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
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | SF-96 | 170. | 1475.3 | Andersen, Bissonette, et al., 1977 | Column length: 7.3 m |
| Packed | SE-30 | 130. | 1444. | Andersen and Falcone, 1969 | He, Chromosorb G |
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | CP Sil 8 CB | 1455. | Schwob, Bessiere, et al., 2004 | 30. m/0.25 mm/0.25 μm, H2, 50. C @ 2. min, 3. K/min; Tend: 220. C |
| Capillary | HP-5MS | 1428. | Couladis, Chinou, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | PTE-5 | 1450. | Gudzic, Dordevic, et al., 2001 | 60. m/0.32 mm/0.39 μm, H2, 4.3 K/min; Tstart: 60. C; Tend: 285. C |
| Capillary | DB-5 | 1427. | Senatore, Urrunaga Soria, et al., 1997 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 250. C @ 20. min |
Kovats' RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1449. | Mevy, Bousquet-Melou, et al., 2006 | 30. m/0.25 mm/0.25 μm, He; Program: 50C(2min) => 2C/min => 160C(5min) => 50C/min => 270C (6min) |
| Capillary | DB-5 | 1433. | Roscigno, 1998 | 30. m/0.25 mm/0.25 μm; Program: 50C(5min) => 2C/min => 250C (60min) => 2C/min => 270C => 1C/min => 290C |
Kovats' RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | Carbowax 20M | 150. | 1684. | Andersen, Bissonette, et al., 1977 | Column length: 7.3 m |
| Packed | Carbowax 20M | 150. | 1684. | Andersen, Bissonette, et al., 1977 | Column length: 7.3 m |
| Packed | Carbowax 20M | 150. | 1687. | Andersen, Bissonette, et al., 1977 | Column length: 7.3 m |
| Packed | Carbowax 20M | 165. | 1698. | Andersen, Bissonette, et al., 1977 | Column length: 7.3 m |
| Packed | Carbowax 20M | 150. | 1683. | Andersen, Bissonette, et al., 1977 | Column length: 7.3 m |
| Packed | Carbowax 20M | 132. | 1662. | Andersen and Falcone, 1969 | |
| Packed | Carbowax 20M | 165. | 1704. | Andersen and Falcone, 1969 |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1450. | 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 | RTX-1 | 1447. | Paolini J., Costa J., et al., 2007 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | DB-5 | 1449. | Yu, Liao, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 3. K/min, 250. C @ 10. min; Tstart: 50. C |
| Capillary | RTX-1 | 1447. | Cavalli, Tomi, et al., 2006 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 45. min; Tstart: 60. C |
| Capillary | HP-5MS | 1444. | Silva-Brandão, Solferini, et al., 2006 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 300. C |
| Capillary | RTX-5 | 1447. | Shellie, Marriott, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 45. C @ 6. min, 3. K/min; Tend: 250. C |
| Capillary | DB-5 | 1448. | Maia, de Paula, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 3. K/min; Tend: 240. C |
| Capillary | DB-5 | 1448. | Maia, de Paula, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 3. K/min; Tend: 240. C |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1460.6 | 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) |
| Capillary | CBP-5 | 1440. | Azevedo, Campos, et al., 2002 | 50. m/0.25 mm/0.25 μm, He; Program: 60C(2min) => 3C/min => 240C => 10C/min => 280C(10min) |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | RTX-Wax | 1632. | Paolini J., Costa J., et al., 2007 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | RTX-Wax | 1637. | Cavalli, Tomi, et al., 2006 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 45. min; Tstart: 60. C |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | VF-5 MS | 1469. | Srisajjalerwaja, Apichartsrangkoon, et al., 2012 | 60. m/0.25 mm/0.25 μm, Helium, 40. C @ 2. min, 4. K/min; Tend: 250. C |
| Capillary | DB-5 MS | 1448. | Silva, Pott, et al., 2010 | 30. m/0.25 mm/0.25 μm, Helium, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | HP-5 MS | 1451. | Forero, Quijano, et al., 2008 | 30. m/0.25 mm/0.25 μm, Helium, 50. C @ 4. min, 4. K/min, 230. C @ 10. min |
| Capillary | VF-5MS | 1453. | Kowalski, 2008 | 30. m/0.25 mm/0.25 μm, Helium, 240. C @ 1. min, 20. K/min; Tend: 320. C |
| Capillary | CP Sil 5 CB | 1451. | Hymete, Rohloff, et al., 2006 | 30. m/0.25 mm/0.25 μm, 3. K/min, 220. C @ 3. min; Tstart: 40. C |
| Capillary | DB-1 | 1438. | Iranshahi, Amin, et al., 2006 | 30. m/0.25 mm/0.25 μm, He, 50. C @ 1. min, 2.5 K/min, 265. C @ 20. min |
| Capillary | HP-5 | 1447. | Pintore G., Chessa M., et al., 2006 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 10. min, 5. K/min; Tend: 220. C |
| Capillary | HP-5 | 1447. | Pino, Sauri-Duch, et al., 2006 | 30. m/0.25 mm/0.25 μm, H2, 50. C @ 2. min, 4. K/min, 280. C @ 10. min |
| Capillary | DB-5 | 1440. | Ferraz, Limberger, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 3. min, 3. K/min; Tend: 300. C |
| Capillary | HP-5 | 1450. | Ferretti, Maggi, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 3. min, 4. K/min, 30. C @ 15. min |
| Capillary | DB-5MS | 1429. | Marongiu, Piras, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 30. min, 3. K/min; Tend: 280. C |
| Capillary | DB-5 | 1471. | Simoes-Pires C.A., Debenedetti S., et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 300. C |
| Capillary | DB-5 | 1444. | Tellez, Khan, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | DB-5MS | 1451. | Congiu, Falconieri, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | DB-5MS | 1451. | Congiu, Falconieri, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | PTE-5 | 1447. | Gudzic, Djokovic, et al., 2002 | 60. m/0.32 mm/0.30 μm, H2, 4.3 K/min; Tstart: 60. C; Tend: 285. C |
| Capillary | CP Sil 8 CB | 1453. | Juteau, Masotti, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 50. C @ 2. min, 3. K/min; Tend: 220. C |
| Capillary | DB-5 | 1449. | Schwob, Bessière, et al., 2002 | He, 3. K/min; Column length: 25. m; Column diameter: 0.2 mm; Tstart: 60. C; Tend: 220. C |
| Capillary | DB-5MS | 1445. | Zoghbi, Andrade, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 270. C |
| Capillary | DB-5 | 1449. | Zoghbi, Andrade, et al., 2002, 2 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | CBP-1 | 1443. | Labuckas, Zygadlo, et al., 1999 | He, 4. K/min; Column length: 25. m; Column diameter: 0.3 mm; Tstart: 60. C; Tend: 240. C |
| Capillary | BP-1 | 1440. | Wyllie, Brophy, et al., 1990 | 45. C @ 3. min, 3. K/min; Column length: 25. m; Column diameter: 0.33 mm; Tend: 180. C |
| Capillary | SE-30 | 1442. | Ramaswami, Briscese, et al., 1988 | 50. C @ 2. min, 4. K/min, 240. C @ 10. min; Column length: 30. m |
| Capillary | OV-101 | 1451. | Nykanen, 1986 | 40. C @ 5. min, 3.5 K/min; Column length: 50. m; Column diameter: 0.30 mm; Tend: 230. C |
| Capillary | OV-101 | 1468. | Nykanen, 1986 | 40. C @ 5. min, 3.5 K/min; Column length: 50. m; Column diameter: 0.30 mm; Tend: 230. C |
| Capillary | OV-101 | 1468. | Nykanen, 1986 | 40. C @ 5. min, 3.5 K/min; Column length: 50. m; Column diameter: 0.30 mm; Tend: 230. C |
| Capillary | SE-30 | 1442. | Ramaswami, Briscese, et al., 1986 | 50. C @ 2. min, 4. K/min, 240. C @ 10. min; Column length: 30. m |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | CBP-5 | 1451. | de Morais, Oliveira, et al., 2012 | 30. m/0.25 mm/0.25 μm, Helium; Program: 60 0C 3 0C/min -> 240 0C 10 0C/min -> 280 0C (10 min) |
| Capillary | DB-5 | 1443. | Pontes, Silva, et al., 2010 | 30. m/0.25 mm/0.25 μm, Hydrogen; Program: 35 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 280 0C |
| Capillary | HP-5 | 1441. | Custer, 2009 | 25. m/0.32 mm/0.17 μm, Helium; Program: 60 0C (5 min) 4 0C/min -> 220 0C 11 0C/min -> 280 0C (15 min) |
| Capillary | HP-5 | 1449. | Custer, 2009 | 25. m/0.32 mm/0.17 μm, Helium; Program: 60 0C (5 min) 4 0C/min -> 220 0C 11 0C/min -> 280 0C (15 min) |
| Capillary | HP-5 | 1451. | Custer, 2009 | 25. m/0.32 mm/0.17 μm, Helium; Program: not specified |
| Capillary | HP-5 | 1451. | Custer, 2009 | 25. m/0.32 mm/0.17 μm, Helium; Program: not specified |
| Capillary | DB-1 | 1441. | Nogueira, Marcelo-Curto, et al., 2008 | 30. m/0.25 mm/0.25 μm, He; Program: 45C => 3C/min => 175C => 15C/min => 300C (10min) |
| Capillary | DB-5 MS | 1445. | Silva, Doria, et al., 2008 | 30. m/0.25 mm/0.25 μm; Program: 80 0C (1.5 min) 4 pC/min -> 180 0C 10 0C/min -> 300 0C (10 min) |
| Capillary | OV-1 | 1435. | Hafez and Abdel-Salam, 2004 | 30. m/0.25 mm/0.25 μm, He; Program: 45 0C (4 min) 3 0C/min -> 75 0C 4 0C/min -> 115 0C 6 0C/min -> 312 0C |
| Capillary | SE-30 | 1443. | Vinogradov, 2004 | Program: not specified |
| Capillary | Methyl Silicone | 1443. | Zenkevich, 1996 | Program: not specified |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | CP-Wax 52CB | 1655. | Hymete, Rohloff, et al., 2006 | 30. m/0.32 mm/0.25 μm, He, 60. C @ 7. min, 3.3 K/min, 220. C @ 3. min |
| Capillary | HP-Innowax | 1649. | Ferretti, Maggi, et al., 2005 | 30. m/0.25 mm/0.17 μm, He, 60. C @ 3. min, 4. K/min, 210. C @ 15. min |
| Capillary | CP-Wax 52CB | 1649. | Rohloff and Bones, 2005 | 30. m/0.32 mm/0.25 μm, He, 40. C @ 1. min, 4. K/min; Tend: 220. C |
| Capillary | CP-Wax 52CB | 1649. | Rohloff and Bones, 2005 | 30. m/0.32 mm/0.25 μm, He, 40. C @ 1. min, 4. K/min; Tend: 220. C |
| Capillary | TC-Wax | 1662. | Shuichi, Masazumi, et al., 1996 | 80. C @ 5. min, 3. K/min; Column length: 60. m; Column diameter: 0.25 mm; Tend: 240. C |
| Capillary | DB-Wax | 1649. | Wyllie, Brophy, et al., 1990 | 70. C @ 2. min, 4. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tend: 200. C |
| Capillary | Supelcowax-10 | 1649. | Ramaswami, Briscese, et al., 1988 | 50. C @ 2. min, 4. K/min, 240. C @ 10. min; Column length: 30. m |
| Capillary | Supelcowax-10 | 1649. | Ramaswami, Briscese, et al., 1986 | He, 50. C @ 2. min, 4. K/min, 240. C @ 10. min; Column length: 30. m |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-Innowax FSC | 1661. | 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 | 1661. | Tabanca, Demirci, et al., 2005 | 60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C |
| Capillary | Carbowax 20M | 1704. | Vinogradov, 2004 | Program: not specified |
| Capillary | HP-Innowax FSC | 1661. | Bagci, Baser, et al., 1999 | 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
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Andersen, Bissonette, et al., 1977
Andersen, N.H.; Bissonette, P.; Liu, C.-B.; Shunk, B.; Ohta, Y.; Tseng, C.-L.W.; Moore, A.; Huneck, S.,
Sesquiterpenes of nine European liverworts from the genera, Anastrepta, Bazzania, Jungermannia, Lepidozia, and Scapania,
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Andersen and Falcone, 1969
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The identification of sesquiterpene hydrocarbons from gas-liquid chromatography retention data,
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Schwob, Bessiere, et al., 2004
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Changes in essential oil composition in Saint John's wort (Hypericum perforatum L.) aerial parts during its phenological cycle,
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Couladis, Chinou, et al., 2003
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Composition and antimicrobial activity of the essential oil of Hypericum rumeliacum subsp. apollinis (Boiss. Heldr.),
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. [all data]
Iranshahi, Amin, et al., 2006
Iranshahi, M.; Amin, G.; Sourmaghi, M.S.; Shafiee, A.; Hadjiakhoondi, A.,
Sulphur-containing compounds in the essential oil of the root of Ferula persica Willd. var. persica,
Flavour Fragr. J., 2006, 21, 2, 260-261, https://doi.org/10.1002/ffj.1574
. [all data]
Pintore G., Chessa M., et al., 2006
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Chemical composition and antimicrobial activities of essential oil of stachys glutinosa L. from Sardinia,
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Pino, Sauri-Duch, et al., 2006
Pino, J.; Sauri-Duch, E.; Marbot, R.,
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. [all data]
Ferraz, Limberger, et al., 2005
Ferraz, A.B.F.; Limberger, R.P.; Bordignon, S.A.L.; von Poser, G.L.; Henriques, A.T.,
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Ferretti, Maggi, et al., 2005
Ferretti, G.; Maggi, F.; Tirillini, B.,
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Flavour Fragr. J., 2005, 20, 3, 295-298, https://doi.org/10.1002/ffj.1412
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Marongiu, Piras, et al., 2005
Marongiu, B.; Piras, A.; Porcedda, S.; Scorciapino, A.,
Chemical composition of the essential oil and supercritical CO2 extract of Commiphora myrrha (Nees) Engl. and of Acorus calamus L.,
J. Agric. Food Chem., 2005, 53, 20, 7939-7943, https://doi.org/10.1021/jf051100x
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Simoes-Pires C.A., Debenedetti S., et al., 2005
Simoes-Pires C.A.; Debenedetti S.; Spegazzini E.; Mentz L.A.; Matzenbacher N.I.; Limberger R.P.; Henriques A.T.,
Investigation of the essential oil from eight species of Baccharis belonging to sect. Caulopterae (Asteraceae, Astereae): a taxonomic approach,
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Tellez, Khan, et al., 2004
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Steam distillation-solid-phase microextraction for the detection of Ephedra sinica in herbal preparations,
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Congiu, Falconieri, et al., 2002
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Gudzic, Djokovic, et al., 2002
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Juteau, Masotti, et al., 2002
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Compositional characteristics of the essential oil of Artemisia campestris var. glutinosa,
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Schwob, Bessière, et al., 2002
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Zoghbi, Andrade, et al., 2002
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Volatile constituents of Lippia lupulina Cham.,
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Labuckas, Zygadlo, et al., 1999
Labuckas, D.O.; Zygadlo, J.A.; Faillaci, S.M.; Espinar, L.A.,
Constituents of the volatile oil of Porophyllum obscurum (Spreng.) D.C.,
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Wyllie, Brophy, et al., 1990
Wyllie, S.G.; Brophy, J.J.; Sarafis, V.; Hobbs, M.,
Volatile Components of the Fruit of Pistacia Lentiscus,
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Nykanen, 1986
Nykanen, I.,
High Resolution Gas Chromatographic - Mass Spectrometric determination of the Flavour Composition of Wild Majoram (Origanum vulgare L.) Cultivated in Finland,
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Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
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de Morais, S.R.; Oliveira, T.L.S.; BAra, M.T.F.; da Conceicao, E.C.; Rezende, M.H.; Ferri, P.H.; de Paula, J.R.,
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Hafez, S.S.; Abdel-Salam, H.A.,
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Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Zenkevich, 1996
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Mass Spectral Identification. Mono- and Sesquiterpenes,
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Rohloff, J.; Bones, A.M.,
Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication,
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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,
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. [all data]
Tabanca, Demirci, et al., 2005
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Gas chromatographic-mass spectrometric analysis of essential oils from Pimpinella aurea, Pimpinella corymbosa, Pimpinella peregrina and Pimpinella puberula gathered from Eastern and Southern Turkey,
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. [all data]
Notes
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