2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-, (E,E,E)-
- Formula: C15H22O
- Molecular weight: 218.3346
- IUPAC Standard InChI: InChI=1S/C15H22O/c1-5-13(2)8-6-9-14(3)10-7-11-15(4)12-16/h5,8-9,11-12H,1,6-7,10H2,2-4H3/b13-8+,14-9+,15-11+
- IUPAC Standard InChIKey: PFSTYGCNVAVZBK-JQGMZEBDSA-N
- CAS Registry Number: 17909-77-2
- 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-Sinensal; (2E,6E,9E)-2,6,10-Trimethyldodeca-2,6,9,11-tetraenal; (2E,6E,9E)-2,6,10-Trimethyl-2,6,9,11-dodecatetraenal; (E,E,E)-2,6,10-trimethyldodeca-2,6,9,11-tetraen-1-al
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Options:
Mass spectrum (electron ionization)
Go To: Top, Gas Chromatography, 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
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| NIST MS number | 10184 |
Gas Chromatography
Go To: Top, Mass spectrum (electron ionization), 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, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 1765. | Merle, Morón, et al., 2004 | 25. m/0.25 mm/0.25 μm, He, 60. C @ 6. min, 5. K/min, 180. C @ 15. min |
| Capillary | DB-1 | 1732. | Palá-Paúl, Velasco-Negueruela, et al., 2001 | 50. m/0.25 mm/0.25 μm, N2, 4. K/min; Tstart: 80. C; Tend: 225. C |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | MDN-5 | 1745. | Dugo, Mondello, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 50. C; Tend: 250. C |
| Capillary | ZB-5 | 1752. | Gocmen, Gurbuz, et al., 2004 | 0. m/0.32 mm/0.5 μm, 7. K/min, 265. C @ 5. min; Tstart: 40. C |
| Capillary | DB-5 | 1758. | Ramezani, Khaje-Karamoddin, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 60. C; Tend: 275. C |
| Capillary | SPB-1 | 1731. | Chisholm, Jell, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 35. C @ 5. min, 4. K/min, 225. C @ 20. min |
| Capillary | DB-5 | 1757. | Högnadóttir and Rouseff, 2003 | 30. m/0.32 mm/0.5 μm, 7. K/min, 265. C @ 5. min; Tstart: 40. C |
| Capillary | HP-5 | 1750. | Couladis, Tsortanidou, et al., 2001 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 380. C |
| Capillary | HP-5MS | 1752. | Skaltsa, Mavrommati, et al., 2001 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; Tend: 280. C |
| Capillary | HP-5 | 1752. | Alonzo, Bosco, et al., 2000 | 30. m/0.20 mm/0.25 μm, He, 60. C @ 8. min, 4. K/min, 180. C @ 2. min |
| Capillary | BP-1 | 1726. | Lota, de Rocca Serra, et al., 2000 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | BP-1 | 1726. | Lota, de Rocca Serra, et al., 2000 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | HP-5 | 1753. | Song, Sawamura, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 70. C; Tend: 230. C |
| Capillary | Mega 5MS | 1741. | Verzera, Trozzi, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 40. 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 | 1759.6 | 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 | BPX-5 | 1764. | Dharmawan, Kasapis, et al., 2007 | 30. m/0.25 mm/0.25 μm, He; Program: 35C => 4C/min => 200C => 30C/min => 300C (3min) |
| Capillary | SE-52 | 1752. | Frizzo, Lorenzo, et al., 2004 | 25. m/0.32 mm/0.43 μm, H2; Program: 60C(8min) => 3C/min => 180C => 20C/min => 250C(10min) |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-Wax | 2268. | Gancel, Ollitrault, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min, 250. C @ 20. min; Tstart: 40. C |
| Capillary | DB-Wax | 2304. | Njoroge, Koaze, et al., 2005 | 60. m/0.25 mm/0.25 μm, N2, 70. C @ 2. min, 2. K/min, 230. C @ 20. min |
| Capillary | DB-Wax | 2261. | Brat, Rega, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min, 250. C @ 20. min; Tstart: 40. C |
| Capillary | Innowax | 2350. | Chisholm, Jell, et al., 2003 | 15. m/0.25 mm/0.25 μm, He, 35. C @ 5. min, 4. K/min, 225. C @ 20. min |
| Capillary | DB-Wax | 2268. | Gancel, Ollitrault, et al., 2003 | 60. m/0.32 mm/0.25 μm, H2, 1.5 K/min, 245. C @ 20. min; Tstart: 40. C |
| Capillary | BP-20 | 2323. | Lota, de Rocca Serra, et al., 2000 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | BP-20 | 2323. | Lota, de Rocca Serra, et al., 2000 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | Megawax | 2287. | Verzera, Trozzi, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 6. min, 2. K/min, 220. C @ 10. min |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SLB-5 MS | 1748. | Scandinaro, Tranchida, et al., 2010 | 10. m/0.10 mm/0.10 μm, Helium, 10. K/min; Tstart: 50. C; Tend: 250. C |
| Capillary | SLB-5 MS | 1754. | Scandinaro, Tranchida, et al., 2010 | 10. m/0.10 mm/0.10 μm, Helium, 10. K/min; Tstart: 50. C; Tend: 250. C |
| Capillary | OV-1 | 1746. | Wang, Yi, et al., 2008 | 30. m/0.25 mm/0.25 μm, Helium, 6. K/min; Tstart: 65. C; Tend: 260. C |
| Capillary | BP-1 | 1726. | Fanciullino, Tomi, et al., 2006 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; Tstart: 60. C |
| Capillary | HP-5 | 1752. | Mookdasanit, Tamura, et al., 2003 | Helium, 2. K/min, 210. C @ 60. min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 70. C |
| Capillary | BP-1 | 1726. | Lota, de Rocca Serra, et al., 2001 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | DB-5 | 1748. | Mitiku, Sawamura, et al., 2000 | 30. m/0.22 mm/0.25 μm, N2, 70. C @ 2. min, 4. K/min, 230. C @ 20. min |
| Capillary | DB-1 | 1725. | Tirado, Stashenko, et al., 1995 | 60. m/0.25 mm/0.25 μm, He, 70. C @ 5. min, 2.5 K/min; Tend: 270. C |
| Capillary | OV-101 | 1720. | Sugisawa, Yamamoto, et al., 1989 | N2, 2. K/min; Column length: 50. m; Column diameter: 0.25 mm; Tstart: 80. C; Tend: 200. C |
| Capillary | OV-101 | 1720. | Sugisawa, Yang, et al., 1989 | N2, 2. K/min; Column length: 50. m; Column diameter: 0.25 mm; Tstart: 80. C; Tend: 200. C |
| Capillary | OV-101 | 1721. | Sugisawa, Yang, et al., 1989 | N2, 2. K/min; Column length: 50. m; Column diameter: 0.25 mm; Tstart: 80. C; Tend: 200. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Siloxane, 5 % Ph | 1774. | VOC BinBase, 2012 | Program: not specified |
| Capillary | Polydimethyl siloxane, 5 % phenyl | 1774. | Skogerson, Wohlgemuth, et al., 2011 | Program: not specified |
| Capillary | SLB-5 MS | 1749. | Scandinaro, Tranchida, et al., 2010 | 10. m/0.10 mm/0.10 μm, Helium; Program: not specified |
| Capillary | HP-5 | 1752. | Riahi, Pourbasheer, et al., 2009 | Column length: 30. m; Column diameter: 0.32 mm; Program: not specified |
| Capillary | SE-30 | 1742. | Vinogradov, 2004 | Program: not specified |
| Capillary | SE-54 | 1762. | Buettner, Mestres, et al., 2003 | 30. m/0.32 mm/0.25 μm; Program: 35C (2min) => 40C/min => 50C (2min) => 6C/min => 180C => 10C/min => 230C (10min) |
| Capillary | Polydimethyl siloxanes | 1742. | Zenkevich, 1997 | Program: not specified |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | BP-20 | 2323. | Fanciullino, Tomi, et al., 2006 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; Tstart: 60. C |
| Capillary | DB-Wax | 2304. | Njoroge, Koaze, et al., 2005, 2 | 60. m/0.25 mm/0.25 μm, N2, 70. C @ 2. min, 2. K/min, 230. C @ 20. min |
| Capillary | DB-Wax | 2304. | Njoroge, Koaze, et al., 2005, 3 | 60. m/0.25 mm/0.25 μm, N2, 70. C @ 2. min, 2. K/min, 230. C @ 20. min |
| Capillary | DB-Wax | 2271. | Gancel, Ollé, et al., 2002 | 60. m/0.32 mm/0.25 μm, H2, 1.5 K/min, 245. C @ 20. min; Tstart: 40. C |
| Capillary | DB-Wax | 2340. | Tu, Thanh, et al., 2002 | 60. m/0.25 mm/0.25 μm, N2, 2. K/min; Tstart: 70. C; Tend: 230. C |
| Capillary | BP-20 | 2323. | Lota, de Rocca Serra, et al., 2001 | 50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-Wax | 2268. | Berlinet, Ducruet, et al., 2005 | 30. m/0.25 mm/0.25 μm, He; Program: not specified |
| Capillary | FFAP | 2313. | Buettner, Mestres, et al., 2003 | 30. m/0.32 mm/0.25 μm; Program: 35C (2min) => 40C/min => 60C (2min) => 6C/min => 180C => 10C/min => 230C (10min |
References
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Merle, Morón, et al., 2004
Merle, H.; Morón, M.; Blázquez, A.; Boira, H.,
Taxonomical contribution of essential oils in mandarins cultivars,
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Palá-Paúl, Velasco-Negueruela, et al., 2001
Palá-Paúl, J.; Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Sanz, J.,
Analysis of the volatile components of Argyranthemum adauctum (Link.) Humphries by gas chromatography-mass spectrometry,
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Dugo, Mondello, et al., 2005
Dugo, P.; Mondello, L.; Favoino, O.; Cicero, L.; Rodriguez Zenteno, N.A.; Dugo, G.,
Characterization of cold-pressed Mexican dancy tangerine oils,
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Gocmen, Gurbuz, et al., 2004
Gocmen, D.; Gurbuz, O.; Rouseff, R.L.; Smoot, J.M.; Dagdelen, A.F.,
Gas chromatographic-olfactometric characterization of aroma active compounds in sun-dried and vacuum-dried tarhana,
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Ramezani, Khaje-Karamoddin, et al., 2004
Ramezani, M.; Khaje-Karamoddin, M.; Karimi-Fard, V.,
Chemical composition and anti-Helicobacter pylori activity of the essential oil of Pistacia vera,
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Chisholm, Jell, et al., 2003
Chisholm, M.G.; Jell, J.A.; Cass, D.M., Jr.,
Characterization of the major odorants found in the peel oil of Citrus reticulata Blanco cv. Clementine using gas chromatography-olfactometry,
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Högnadóttir and Rouseff, 2003
Högnadóttir, Á.; Rouseff, R.L.,
Identification of aroma active compounds in organce essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry,
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Couladis, M.; Tsortanidou, V.; Francisco-Ortega, J.; Santos-Guerra, A.; Harvala, C.,
Composition of the essential oils of Argyranthemum species growing in the Canary Islands,
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A chemotaxonomic investigation of volatile constituents in Stachys subsect. Swainsonianeae (Labiatae),
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Alonzo, Bosco, et al., 2000
Alonzo, G.; Bosco, S.F.D.; Palazzolo, E.; Saiano, F.; Tusa, N.,
Citrus somatic hybrid leaf essential oil,
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Chemical variability of peel and leaf essential oils of mandarins from Citrus reticulata Blanco,
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Quantitative determination of characteric flavour of Citrus junos (yuzu) peel oil,
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Andriamaharavo, 2014
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Wang, Y.; Yi, L.; Liang, Y.; Li, H.; Yuan, D.; Gao, H.; Zeng, M.,
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Chemical variability of peel and leaf oils of mandarins,
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Mookdasanit, Tamura, et al., 2003
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Trace Volatile Compounds in Essential Oil of Citrus Sudachi by Means of Modified Solvent Extraction Method,
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Lota, de Rocca Serra, et al., 2001
Lota, M.-L.; de Rocca Serra, D.; Tomi, F.; Casanova, J.,
Chemical variability of peel and leaf essential oils of 15 species of mandarins,
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Mitiku, Sawamura, et al., 2000
Mitiku, S.B.; Sawamura, M.; Itoh, T.; Ukeda, H.,
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The comparison of volatile components in peel oil from four species of navel orange,
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Sugisawa, Yang, et al., 1989
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. [all data]
VOC BinBase, 2012
VOC BinBase,
The volatile compound BinBase (VOC BinBase), 2012, retrieved from http://fiehnlab.ucdavis.edu/projects/VocBinBase and http://binbase.sourceforge.net. [all data]
Skogerson, Wohlgemuth, et al., 2011
Skogerson, K.; Wohlgemuth, G.; Fiehn, O.,
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Riahi, Pourbasheer, et al., 2009
Riahi, S.; Pourbasheer, E.; Ganjali, M.R.; Norouzi, P.,
Investigation of different linear and non-linear chemometric methods for modeling of retention index of essential oil components: Concerns to support vector mashine,
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. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Buettner, Mestres, et al., 2003
Buettner, A.; Mestres, M.; Fischer, A.; Guasch, J.; Schieberle, P.,
Evaluation of the most odour-active compounds in the peel oil of clementines ( citrus reticulata blanco cv. clementine),
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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]
Njoroge, Koaze, et al., 2005, 2
Njoroge, S.M.; Koaze, H.; Mwaniki, M.; Minh Tu, N.T.; Sawamura, M.,
Essential oils of Kenyan Citrus fruits: volatile components of two varieties of mandarins (Citrus reticulata) and a tangelo (C. paradisi × C. tangerina),
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. [all data]
Njoroge, Koaze, et al., 2005, 3
Njoroge, S.M.; Koaze, H.; Karanja, P.N.; Sawamura, M.,
Essential oil constituents of three varieties of Kenyan sweet oranges (Citrus sinensis),
Flavour Fragr. J., 2005, 20, 1, 80-85, https://doi.org/10.1002/ffj.1377
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Gancel, Ollé, et al., 2002
Gancel, A.-L.; Ollé, D.; Ollitrault, P.; Luro, F.; Brillouet, J.-M.,
Leaf and peel volatile compounds of an interspecific citrus somatic hybrid [Citrus aurantifolia (Christm.) Swing. + Citrus paradisi Macfayden],
Flavour Fragr. J., 2002, 17, 6, 416-424, https://doi.org/10.1002/ffj.1119
. [all data]
Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M.,
Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils,
Flavour Fragr. J., 2002, 17, 3, 169-174, https://doi.org/10.1002/ffj.1076
. [all data]
Berlinet, Ducruet, et al., 2005
Berlinet, C.; Ducruet, V.; Brillouet, J.-M.; Reynes, M.; Brat, P.,
Evolution of aroma compounds from orange juice stored in polyethylene terephthalate (PET),
Food Addit. Contam., 2005, 22, 2, 185-195, https://doi.org/10.1080/02652030500037860
. [all data]
Notes
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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