2,6-Octadienal, 3,7-dimethyl-, (E)-
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChI: InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+
- IUPAC Standard InChIKey: WTEVQBCEXWBHNA-JXMROGBWSA-N
- CAS Registry Number: 141-27-5
- 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: α-Citral; (E)-Citral; trans-Citral; trans-3,7-Dimethyl-2,6-octadienal; Citral a; Geranaldehyde; Geranial; Citral α; (E)-3,7-Dimethyl-2,6-octadienal; (E)-3,7-Dimethylocta-2,6-dienal; trans-3,7-dimethyl-octa-2,6-dienal; (E)-Geranial; (E)-Neral; 2,6-Octadienal, 3,7-dimethyl-, (2E)-; β-Geranial; trans-3,7-dimethyl-2,6-octadienal (geranial); geranial (α-Citral); E-Citral (geranial)
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Normal alkane RI, non-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-5 | RTX-5 MS | RTX-1 | DB-5 | HP-5 MS |
| Column length (m) | 30. | 30. | 60. | 30. | 30. |
| Carrier gas | Helium | Helium | Helium | Helium | Helium |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.22 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 60. | 60. | 100. | 50. |
| Tend (C) | 300. | 240. | 230. | 260. | 250. |
| Heat rate (K/min) | 4. | 3. | 2. | 10. | 5. |
| Initial hold (min) | 3. | 1. | 0.5 | ||
| Final hold (min) | 15. | 5. | 10. | 0.5 | |
| I | 1269. | 1278. | 1244. | 1277. | 1269. |
| Reference | Bertuzzi, Tirillini, et al., 2013 | Pinheiro, de Queiros, et al., 2013 | Bendiabdellah, El Amine Dib, et al., 2012 | Boukhris, Bouaziz, et al., 2012 | Fanaro, Duarte, et al., 2012 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | CP-Sil 5 CB | SE-30 MS | HP-5 MS | DB-5 MS | DB-5 MS |
| Column length (m) | 25. | 30. | 30. | 60. | 60. |
| Carrier gas | Helium | Helium | Helium | Helium | Helium |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.15 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 50. | 40. | 40. | 40. |
| Tend (C) | 220. | 250. | 260. | 250. | 250. |
| Heat rate (K/min) | 5. | 4. | 5. | 5. | |
| Initial hold (min) | 5. | 15. | 15. | ||
| Final hold (min) | 10. | 5. | 15. | 15. | |
| I | 1268. | 1275. | 1269. | 1271. | 1279. |
| Reference | Ameen, Usman, et al., 2011 | Menichini, Tundis, et al., 2011 | Miyazawa, Marumoto, et al., 2011 | Mesa-Arango, Betancur-Galvis, et al., 2010 | Mesa-Arango, Betancur-Galvis, et al., 2010 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | HP-5 MS | DB-1-MS | CP Sil 5 CB | DB-1 |
| Column length (m) | 30. | 60. | 25. | 30. | |
| Carrier gas | Nitrogen | Helium | Helium | Helium | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Phase thickness (μm) | 0.25 | 0.25 | 0.15 | 0.25 | |
| Tstart (C) | 60. | 70. | 30. | 50. | 50. |
| Tend (C) | 220. | 290. | 200. | 230. | 220. |
| Heat rate (K/min) | 5. | 5. | 2. | 3. | 4. |
| Initial hold (min) | 10. | 4. | 2. | ||
| Final hold (min) | 30. | 10. | 35. | 2. | |
| I | 1244. | 1273. | 1241. | 1268. | 1246. |
| Reference | Mishra, Chaudhary, et al., 2010 | Radulovic, Blagojevic, et al., 2010 | Takeoka, Hobbs, et al., 2010 | Usman, Zubair, et al., 2010 | Xu, Tang, et al., 2010 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | ZB-5 | DB-5 | DB-5 MS | HP-5 | BP-1 |
| Column length (m) | 30. | 30. | 30. | 25. | 50. |
| Carrier gas | Helium | Helium | Helium | Helium | Helium |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.20 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.33 | 0.25 |
| Tstart (C) | 50. | 50. | 50. | 60. | 60. |
| Tend (C) | 240. | 250. | 250. | 240. | 220. |
| Heat rate (K/min) | 3. | 5. | 2. | 3. | 2. |
| Initial hold (min) | 2. | 5. | |||
| Final hold (min) | 1. | 7. | 20. | ||
| I | 1218. | 1267. | 1267. | 1270. | 1249. |
| Reference | Gardini, Beletti, et al., 2009 | Ho, Wang, et al., 2009 | Koba, Sanda, et al., 2009 | Maridass, 2009 | Ottavioli, Bighelli, et al., 2009 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | DBP-5 | FSOT-RSL-200 | OV-101 | DB-1 |
| Column length (m) | 30. | 25. | 30. | 25. | 60. |
| Carrier gas | Nitrogen | Helium | Hydrogen | He | Nitrogen |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.22 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 100. | 40. | 40. | 100. | 70. |
| Tend (C) | 200. | 250. | 280. | 250. | 230. |
| Heat rate (K/min) | 5. | 3. | 6. | 8. | 2. |
| Initial hold (min) | 1. | 1. | 5. | 2. | |
| Final hold (min) | 15. | 10. | 5. | ||
| I | 1270. | 1236. | 1267. | 1260. | 1223. |
| Reference | Saeidnia and Hadjiakhoondi, 2008 | Heravi and Sereshti, 2007 | Jirovetz, Eller, et al., 2006 | Lattoo, Dhar, et al., 2006 | Sawamura, Sou, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary |
|---|---|---|---|
| Active phase | MPS-5 | DB-1 | SE-30 |
| Column length (m) | 60. | 100. | |
| Carrier gas | He | N2 | |
| Substrate | |||
| Column diameter (mm) | 0.32 | 0.25 | |
| Phase thickness (μm) | 0.25 | ||
| Tstart (C) | 70. | 80. | 45. |
| Tend (C) | 180. | 210. | 250. |
| Heat rate (K/min) | 5. | 4. | 4. |
| Initial hold (min) | 2. | 1. | |
| Final hold (min) | |||
| I | 1268. | 1252. | 1252. |
| Reference | Nakahara, Alzoreky, et al., 2003 | Nishimura, 1995 | Peacock and Kuneman, 1985 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-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.
Bertuzzi, Tirillini, et al., 2013
Bertuzzi, G.; Tirillini, B.; Angelini, P.; Venanzoni, R.,
Antioxidative action of Citrus limonum essential oil on scin,
Eur. J. Medicinal Plants, 2013, 3, 1, 1-9, https://doi.org/10.9734/EJMP/2013/1987
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Pinheiro, de Queiros, et al., 2013
Pinheiro, P.F.; de Queiros, V.T.; Rondelli, V.M.; Costa, A.V.; MArcelino, T. deP.; Pratissoli, D.,
Insecticidal activity of citronells grass essential oil on Frankliniella schultzei and Myzus persicae,
Cienc. Agrotec. Lavras, 2013, 37, 2, 138-144, https://doi.org/10.1590/S1413-70542013000200004
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Bendiabdellah, El Amine Dib, et al., 2012
Bendiabdellah, A.; El Amine Dib, M.; Djabou, N.; Allali, H.; Tabti, B.; Costa, J.; Myseli, A.,
Biological activities and volatile cinstituents of Daucus muricatus L. from Algeria,
Chem. Centr. J., 2012, 6, 48, 1-22. [all data]
Boukhris, Bouaziz, et al., 2012
Boukhris, M.; Bouaziz, M.; Feki, I.; Jemai, H.; El Feki, A.; Sayadi, S.,
Hypoglycemic and antioxidant effects of leaf essential oil of Pelargonium graveolens L'Her. in alloxan induced diabetic rats,
Lipids in Health and Disease, 2012, 11, 1, 1-10, https://doi.org/10.1186/1476-511X-11-81
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Fanaro, Duarte, et al., 2012
Fanaro, G.B.; Duarte, R.C.; Santillo, A.G.; Pinto e Silva, M.E.M.; Purgatto, E.; Villavicento, A.L.C.H.,
Evaluation of γ-radiation on oolong tea odor volatiles,
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Ameen, Usman, et al., 2011
Ameen, O.M.; Usman, L.A.; Oganija, F.S.; Hamid, A.A.; Muhammed, N.O.; Zubair, M.F.; Adebayo, S.A.,
Chemical composition of leaf essential oil of Annona senegalensis Pers. (Annonaceae) growing in North Central Nigeria,
Int. J. Biol. Chem. Sci., 2011, 5, 1, 375-379. [all data]
Menichini, Tundis, et al., 2011
Menichini, F.; Tundis, R.; Bonesi, M.; de Cindio, B.; Loizzo, M.R.; Conforti, F.; Statti, G.A.; Menabeni, R.; Bettini, R.; Menichini, F.,
Chemical composition and bioactivity of Citrus medica L. cv. Diamante essential oil obtained by hydrodistillation, cold-pressing and supercritical carbon dioxide extraction,
Nat. Prod. Res., 2011, 25, 8, 789-799, https://doi.org/10.1080/14786410902900085
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Miyazawa, Marumoto, et al., 2011
Miyazawa, M.; Marumoto, S.; Kobayashi, T.; Yoshida, S.; Utsumi, Y.,
Determination of characteristic components in essential oils from Wisteria braphybotrys using gas chromatography - olfactometry incremental dilution technique,
Rec. Nat. Prod., 2011, 5, 3, 221-227. [all data]
Mesa-Arango, Betancur-Galvis, et al., 2010
Mesa-Arango, A.C.; Betancur-Galvis, L.; Montiel, J.; Bueno, J.G.; Baena, A.; Duran, D.C.; Martinez, J.R.; Stashenko, E.E.,
Antifungal activity and chemical composition of the essential oils of Lippia alba (Miller) N.E. Brown grown in different regions of Colombia,
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Mishra, Chaudhary, et al., 2010
Mishra, R.K.; Chaudhary, S.; Pandey, R.; Gupta, S.; Mallavarapu, G.R.; Kumar, S.,
Analysis of linalool content in the inflorescence (flower) essential oil and leaf oil of Lippia alba cultivar Kavach,
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Radulovic, Blagojevic, et al., 2010
Radulovic, N.; Blagojevic, P.; Palic, R.,
Comparative study of the leaf volatiles of Arctostaphylos uva-ursi (L.) Spreng. and Vaccinium vitis-idaea L. (Ericaceae),
Molecules, 2010, 15, 9, 6168-6185, https://doi.org/10.3390/molecules15096168
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Takeoka, Hobbs, et al., 2010
Takeoka, G.R.; Hobbs, C.; Byeoung-Soo, P.,
Volatile constituents of the aerial parts of Salvia apiana Jepson,
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Usman, Zubair, et al., 2010
Usman, L.A.; Zubair, M.F.; Adabayo, S.A.; Oladosu, I.A.; Muhammad, N.O.; Akolade, J.O.,
Chemical composition of leaf and fruit essential oils of Hoslundia opposita Vahl grown in Nigeria,
Americal-Eurasian J. Agric. Environ. Sci., 2010, 8, 1, 40-43. [all data]
Xu, Tang, et al., 2010
Xu, X.; Tang, Z.; Liang, Y.,
Comparative analysis of plant essential oils by GC-MS coupled with integrated chemometric resolution methods,
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Gardini, Beletti, et al., 2009
Gardini, F.; Beletti, N.; Ndagikimana, M.; Guerzoni, M.E.; Tchoumbougnang, F.; Zollo, P.H.A.; Micci, C.; Lanciotti, R.; Kamdem, S.L.S.,
Composition of four essential oils obtained from plants from Cameroon, and their bactericidal and bacteriostatic activity against Listeria Monocytogenes, Salmonella enteritidis and Staphyllococcus aureus,
African J. Microbiol. Res., 2009, 3, 5, 264-271. [all data]
Ho, Wang, et al., 2009
Ho, C.-L.; Wang, E.I.-C.; Su, Y.-C.,
Essential oil compositions and bioactivities of the various parts of Cinnamomum camphora Sieb. var. linallolifera Fujuta,
Journal title only in Chinese, 2009, 31, 2, 77-96. [all data]
Koba, Sanda, et al., 2009
Koba, K.; Sanda, K.; Guyon, C.; Raynaud, C.; Chaumont, J.-P.; Nicod, L.,
In vitro cytotoxic activity of Cymbopogon citratus L. and Cymbopogon nardus L. essential oils from Togo,
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Maridass, 2009
Maridass, M.,
Inter-generic relationships of Ocimum and Origanum based on GC-MS volatile oils data using software NTSPSpc version 2.0,
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Ottavioli, Bighelli, et al., 2009
Ottavioli, J.; Bighelli, A.; Casanova, J.; Bang, B.T.; Y.,
GC (retention indices), GC-MS, and 13C NMR of two citral-rich Cymbopogon leaf oils: C. Flexuosus and C. tortilis,
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Saeidnia and Hadjiakhoondi, 2008
Saeidnia, S. Gohari; Hadjiakhoondi, A.,
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Heravi and Sereshti, 2007
Heravi, M.J.; Sereshti, H.,
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Jirovetz, Eller, et al., 2006
Jirovetz, L.; Eller, G.; Buchbauer, G.; Schmidt, E.; Denkova, Z.; Stoyanova, A.S.; Nikolova R.; Geissler, M.,
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Lattoo, Dhar, et al., 2006
Lattoo, S.K.; Dhar, R.S.; Dhar, A.K.; Sharma, P.R.; Agarwal, S.G.,
Dynamics of essential oil biosynthesis in relation to inflorescence and glandular ontogeny in Salvia sclarea,
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Sawamura, Sou, et al., 2004
Sawamura, M.; Sou, U.-S.; Choi, H.-S.; Kim, M.-S.; Phi, N.T.L.; Fears, M.; Kumagai. C.,
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Nakahara, Alzoreky, et al., 2003
Nakahara, K.; Alzoreky, N.S.; Yoshihashi, T.; Nguyen, H.T.T.; Trakoontivakorn, G.,
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Nishimura, O.,
Application of a thermal desorption cold trap injector to multidimensional GC and GC-MS,
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Peacock, V.E.; Kuneman, D.W.,
Inhibition of the formation of α-p-dimethylstyrene and p-cymen-8-ol in a carbonated citral-containing beverage system,
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. [all data]
Notes
Go To: Top, Normal alkane RI, non-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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