(E,E)-2,4-Decadienal is an aromatic substance found in butter, cooked beef, fish, potato chips, roasted peanut,[2] buckwheat[3] and wheat bread crumb.[4] In an isolated state, it smells of deep fat flavor, characteristic of chicken aroma (at 10ppm). At lower concentration, it has the odor of citrus, orange or grapefruit. It might be carcinogenic.[5] It has been used as aroma in the EU, but use restrictions apply until the required data have been submitted.[6]
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| Names | |
|---|---|
| Preferred IUPAC name
(2E,4E)-Deca-2,4-dienal[1] | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.042.411 |
| EC Number |
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| MeSH | 2-trans-4-trans-Decadienal |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C10H16O | |
| Molar mass | 152.237 g·mol−1 |
| Boiling point | 115 °C; 239 °F; 388 K at 1.3 kPa |
| log P | 3.419 |
Refractive index (nD)
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1.515 |
| Related compounds | |
Related alkenals
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Acrolein |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References
edit- ^ "2,4-decadienal - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. Retrieved 7 October 2011.
- ^ "2,4 Decadienal". USA. Archived from the original on 2008-09-07. Retrieved 2008-06-20.
- ^ Janes D, Kantar D, Kreft S, Prosen H (2008). "Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC-MS". Food Chemistry. 112: 120–124. doi:10.1016/j.foodchem.2008.05.048.
- ^ Nicoline Vermeulena; Michael Czernyb; Michael G. Gänzlea; Peter Schieberleb & Rudi F. Vogel (2007). "Reduction of (E)-2-nonenal and (E,E)-2,4-decadienal during sourdough fermentation". Journal of Cereal Science. 45 (1): 78–87. doi:10.1016/j.jcs.2006.07.002.
- ^ Louis W. Chang; Wai-Sze Lo & Pinpin Lin (2005). "Trans, Trans-2,4-Decadienal, a Product Found in Cooking Oil Fumes, Induces Cell Proliferation and Cytokine Production Due to Reactive Oxygen Species in Human Bronchial Epithelial Cells". Toxicological Sciences. 87 (2): 337–343. doi:10.1093/toxsci/kfi258. PMID 16014734.
- ^ "KOMMISSIONENS FORORDNING (EU) 2017/378 af 3. marts 2017 om ændring af bilag I til Europa-Parlamentets og Rådets forordning (EF) nr. 1334/2008 for så vidt angår visse aromastoffer" (in Danish). 2017-03-16.
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