2,6-Octadienal, 3,7-dimethyl-, (Z)-
- 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-YFHOEESVSA-N
- CAS Registry Number: 106-26-3
- 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: β-Citral; cis-Citral; cis-3,7-Dimethyl-2,6-octadienal; beta-Citral; Neral; Z-Citral; (Z)-3,7-Dimethyl-2,6-octadienal; Citral B; (2Z)-3,7-Dimethyl-2,6-octadienal; 2,6-Octadienal, 3,7-dimethyl-, (2Z)-; (Z)-Neral; Neroli aldehyde; (Z)-3,7-Dimethylocta-2,6-dienal; Z-Citral (neral)
- 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, 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 | RTX-5 MS | SLB-5 MS | SLB-5 MS | Siloxane, 5 % Ph | DB-5 |
| Column length (m) | 30. | 30. | 30. | 60. | |
| Carrier gas | Helium | Helium | Helium | Helium | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Phase thickness (μm) | 0.25 | 0.25 | 1.00 | ||
| Program | not specified | not specified | not specified | not specified | 40 0C 4 0C/min -> 230 0C 100 0C/min -> 260 0C (11.7 min) |
| I | 1240. | 1238. | 1243. | 1247. | 1241. |
| Reference | Pinheiro, de Queiros, et al., 2013 | Mondello, 2012 | Mondello, 2012 | VOC BinBase, 2012 | Miyazaki, Plotto, et al., 2011 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 MS | Polydimethyl siloxane, 5 % phenyl | HP-5 | HP-5 | HP-5 MS |
| Column length (m) | 30. | 25. | 25. | 60. | |
| Carrier gas | Helium | Helium | Helium | Helium | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.32 | |
| Phase thickness (μm) | 0.25 | 0.17 | 0.17 | 1.0 | |
| Program | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | not specified | 60 0C (5 min) 4 0C/min -> 220 0C 11 0C/min -> 280 0C (15 min) | not specified | 120 0C 2 0C/min -> 240 0C 10 0C/min -> 270 0C (2 min) |
| I | 1240. | 1247. | 1277. | 1271. | 1255. |
| Reference | Nance and Setzer, 2011 | Skogerson, Wohlgemuth, et al., 2011 | Custer, 2009 | Custer, 2009 | Dharmawan, Kasapis, 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 MS | DB-5 | SLB-5 MS | SLB-5 MS | CB-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | Helium | Helium | Helium | Helium | Helium |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Program | 40 0C (5 min) 2 0C/min -> 270 0C -> 260 0C (20 min) | 50 0C 95 min) 3 0C/min -> 100 0C 4 0C/min -> 160 0C 5 0C/min -> 220 0C (15 min) | 50 0C 3 0C/min -> 250 0C (1 min) 10 0C/min -> 300 0C (5 min) | not specified | 40 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 220 0C (1 min) |
| I | 1240. | 1242. | 1240. | 1235. | 1226. |
| Reference | Mancini, Arnold, et al., 2009 | Yang, Yang, et al., 2009 | Costa, De Fina, et al., 2008 | Costa, De Fina, et al., 2008 | Kannaste, Vongvanich, et al., 2008 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | CB-1 | CP Sil 8 CB | SLB-5 MS | HP-5 | HP-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | Helium | Helium | Helium | Helium | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Program | not specified | 60C => 2.5C/min => 170C => 10C/min => 250C (5min) | not specified | 40 0C (3 min) 3 0C/min -> 160 0C (2 min) 8 0C/min -> 220 0C (3 min) | not specified |
| I | 1215. | 1240. | 1238. | 1244. | 1248. |
| Reference | Kannaste, Vongvanich, et al., 2008 | Kristiawan, Sobolik, et al., 2008 | Lo Presti, Sciarrone, et al., 2008 | Qiao, Xie, et al., 2008 | Qiao, Xie, et al., 2008 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | DB-1 | DB-5 | HP-5 | BP-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.32 |
| Phase thickness (μm) | 0.1 | 0.1 | 0.25 | 0.25 | 0.25 |
| Program | 35C => 4C/min => 180C => 10C/min => 250C | 35C => 4C/min => 180C => 10C/min => 250C | 50C(1min) => 5C/min => 100C => 10C/min => 250C (9min) | 40 0C (2 min) 110 0C (2 min) 3 0C/min -> 170 0C (2 min) 4 0C/min -> 220 0C (2 min) 10 0C/min -> 260 0C (5 min) | 60C => 4C/min => 150C => 10C/min => 220C |
| I | 1235. | 1238. | 1240. | 1240. | 1237. |
| Reference | Albuquerque M.R.J.R., Costa S.M.O., et al., 2007 | Albuquerque, Vasconcelos Silva, et al., 2007 | Beaulieu and Lancaster, 2007 | Dou, Li, et al., 2007 | Hashemi, Abolghasemi, et al., 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | CP Sil 8 CB | OV-1 | HP-5MS | 5 % Phenyl methyl siloxane |
| Column length (m) | 50. | 50. | 30. | 30. | 30. |
| Carrier gas | Helium | Helium | Helium | He | |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.75 |
| Program | 60 0C (1 min) 5 0C/min -> 160 0C 10 0C/min -> 250 0C | 60 0C (2 min) 5 0C/min -> 160 0C (1 min) 10 0C/min -> 280 0C (3 min) | 40 0C (2 min) 6 0C/min -> 130 0C 10 0C/min -> 300 0C | 40C(3min) => 6C/min => 160C => 10C/min => 300C (10min) | 50C(1min) => 5C/min => 100C => 10C/min => 190C => 30C/min => 250C(1min) |
| I | 1238. | 1238. | 1217. | 1244. | 1242. |
| Reference | Nivinsliene, Butkiene, et al., 2007 | Radusiene, Judzentiene, et al., 2007 | Suschke, Sporer, et al., 2007 | Yu, Huang, et al., 2007 | Beaulieu J.C. and Lea J.M., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5MS | HP-5 | HP-5 MS | DB-5 | SE-52 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | Helium | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.15 |
| Program | 50C(2min) => 6C/min => 200C => 10C/min => 270C(10min) | 60C(4min) => 1C/min => 64C => 2.5C/min => 155C => 5C/min => 250C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 60C => 2C/min => 100C => 3C/min => 160C => 5C/min => 280C | 45C => 1C/min => 100C => 5C/min => 250C (10min) |
| I | 1270. | 1270. | 1239. | 1237. | 1238. |
| Reference | Deng, Xu, et al., 2006 | Jordan, Martinez, et al., 2006 | Schmidt, Noletto, et al., 2006 | Srivastava, Mallavarapu, et al., 2006 | Tognolini, Barocelli, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | BPX-5 | HP-5 | DB-1 | CP Sil 8 CB |
| Column length (m) | 30. | 30. | 30. | 30. | 50. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.5 | 0.25 | ||
| Program | 80 0C (1 min) 3 0C/min -> 180 0C 10 0C/min -> 300 0C (3 min) | 60C(1min) => 3.5C/min => 180C => 20C/min => 280C(2min) | 65C(1min) => 1C/min => 75C (2min) => 0.5C/min => 81C(2min) => 3C/min => 180C(7min) | 35C => 4C/min => 180C => 10C/min => 250C | 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C (5min) |
| I | 1240. | 1240. | 1244. | 1238. | 1240. |
| Reference | Blank, Fontes, et al., 2005 | Koutsoudaki, Krsek, et al., 2005 | Singh, Maurya, et al., 2005 | Cavalcanti, de Morais, et al., 2004 | Judpentienë and Mockutë, 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BPX-5 | HP-5 | SE-30 | SE-30 | SE-30 |
| Column length (m) | 30. | 30. | |||
| Carrier gas | H2 | He | |||
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | |||
| Phase thickness (μm) | 0.25 | 0.25 | |||
| Program | 50 0C (1 min) 3 0C/min -> 150 0C 5 0C/min -> 250 0C (5 min) | 60C(4min) => 1C/min => 64C => 2.5C/min => 155C => 5C/min => 250C | not specified | not specified | not specified |
| I | 1238. | 1270. | 1215. | 1211. | 1227. |
| Reference | Koba, Sanda, et al., 2004 | Sotomayor, Martínez, et al., 2004 | Vinogradov, 2004 | Vinogradov, 2004 | Vinogradov, 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | Methyl Silicone | SE-30 | SE-30 | DB-5 |
| Column length (m) | 30. | 60. | 60. | 15. | |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Phase thickness (μm) | 0.25 | 0.25 | |||
| Program | 60C (4min) => 1C/min => 64C => 2.5C/min => 155C => 5C/min => 250C | not specified | 50 0C (5 min) 5 0C/min -> 165 0C 4 0C/min -> 230 0C | not specified | 40C(5min) => 5C/min => 120C(10min) => 4C/min => 250C(4min) => 5C/min => 280C |
| I | 1270. | 1218. | 1230. | 1277. | 1241. |
| Reference | Jordán, Martínez, et al., 2003 | Bakshu and Raju, 2002 | Li, Wu, et al., 2002 | Li, Wu, et al., 2002 | Anitescu, Doneanu, et al., 1997 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Packed |
|---|---|---|---|---|
| Active phase | DB-5 | Polydimethyl siloxanes | OV-101 | OV-101 |
| Column length (m) | 2.5 | |||
| Carrier gas | N2 | |||
| Substrate | Chromosorb G 60-80mesh DMCS | |||
| Column diameter (mm) | ||||
| Phase thickness (μm) | ||||
| Program | not specified | not specified | not specified | not specified |
| I | 1240. | 1218. | 1227. | 1220. |
| Reference | Isidorov, Zenkevich, et al., 1997 | Zenkevich, 1997 | Shibamoto, 1987 | Swigar and Silverstein, 1981 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane 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.
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Koutsoudaki, Krsek, et al., 2005
Koutsoudaki, C.; Krsek, M.; Rodger, A.,
Chemical composition and antibacterial activity of the essential oil and the gum of pistacia lentiscus Var. chia,
J. Agric. Food Chem., 2005, 53, 20, 7681-7685, https://doi.org/10.1021/jf050639s
. [all data]
Singh, Maurya, et al., 2005
Singh, G.; Maurya, S.; Catalan, C.; de Lampasona, M.P.,
Studies on essential oils, Part 42: chemical, antifungal, antioxidant and sprout suppressant studies on ginger essential oil and its oleoresin,
Flavour Fragr. J., 2005, 20, 1, 1-6, https://doi.org/10.1002/ffj.1373
. [all data]
Cavalcanti, de Morais, et al., 2004
Cavalcanti, E.S.B.; de Morais, S.M.; Lima, M.A.A.; Santana, E.W.P.,
Larvicidal activity of essential oils from Brazilian plants against Aedes aegypti L.,
Mem. Inst. Oswaldo Cruz., 2004, 99, 5, 541-544, https://doi.org/10.1590/S0074-02762004000500015
. [all data]
Judpentienë and Mockutë, 2004
Judpentienë, A.; Mockutë, D.,
Chemical composition of essential oils of Artemisia absinthium L. (wormwood) growing wild in Vilnius,
Chemija, 2004, 15, 4, 64-68. [all data]
Koba, Sanda, et al., 2004
Koba, K.; Sanda, K.; Raynaud, C.; Nenonene, Y.A.; Millet, J.; Chaumont, J.P.,
Activités antimicrobiennes d'huiles essentielles de trois Cymbopogon sp. africains vis-àvis de germes pathogènes d'animaux de compagnie,
Ann. Med. Vet., 2004, 148, 202-206. [all data]
Sotomayor, Martínez, et al., 2004
Sotomayor, J.A.; Martínez, R.M.; García, A.J.; Jordán, M.J.,
Thymus zygis Subsp. Gracilis: watering level effect on phytomass production and essential oil quality,
J. Agric. Food Chem., 2004, 52, 17, 5418-5424, https://doi.org/10.1021/jf0496245
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Jordán, Martínez, et al., 2003
Jordán, M.J.; Martínez, R.M.; Cases, M.A.; Sotomayor. J.A.,
Watering level effect on Thymus hyemalis lange essential oil yield and composition,
J. Agric. Food Chem., 2003, 51, 18, 5420-5427, https://doi.org/10.1021/jf034335m
. [all data]
Bakshu and Raju, 2002
Bakshu, L.Md.; Raju, R.R.V.,
Essential oil composition and antimicrobial activity of tuberous roots of Pimpinella tirupatiensis Bal. Subr., an endemic taxon from eastern ghats, India,
Flavour Fragr. J., 2002, 17, 6, 413-415, https://doi.org/10.1002/ffj.1118
. [all data]
Li, Wu, et al., 2002
Li, C.; Wu, H.; Yang, L.; ren, Y.,
Study of the composition of ginger oil from Laifeng,
Flavour Fragr. Cosmetics, 2002, 5, 15-17. [all data]
Anitescu, Doneanu, et al., 1997
Anitescu, G.; Doneanu, C.; Radulescu, V.,
Isolation of Coriander oil: comparison between steam distillation and supercritical CO2 extraction,
Flavour Fragr. J., 1997, 12, 3, 173-176, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<173::AID-FFJ630>3.0.CO;2-1
. [all data]
Isidorov, Zenkevich, et al., 1997
Isidorov, V.; Zenkevich, I.; Sacharevich, T.,
Calculation of Gas Chromatographic Retention Indices for Monoterpenes and Terpenoids from Their Physico-Chemical Constants,
Chem. Anal. (Warsaw), 1997, 42, 627-634. [all data]
Zenkevich, 1997
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Spectral Identificaiton. Oxsigenated derivatives of Mono- and Sesquiterpene Hydrocarbons,
Rastit, Resursy (Rus.), 1997, 33, 1, 16-28. [all data]
Shibamoto, 1987
Shibamoto, T.,
Retention Indices in Essential Oil Analysis
in Capillary Gas Chromatography in Essential Oil Analysis, Sandra, P.; Bicchi, C., ed(s)., Hutchig Verlag, Heidelberg, New York, 1987, 259-274. [all data]
Swigar and Silverstein, 1981
Swigar, A.A.; Silverstein, R.M.,
Monoterpenes, Aldrich Chemical Company, Milwaukee, WI, USA, 1981, 130. [all data]
Notes
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