(E,E)-2,4-Decadienal

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(E,E)-2,4-Decadienal
Skeletal formula of (E,E)-2,4-decadienal
Names
Systematic IUPAC name
(2E,4E)-Deca-2,4-dienal[1]
Identifiers
3D model (Jmol)
ChemSpider
ECHA InfoCard 100.042.411
EC Number 246-668-9
MeSH 2-trans-4-trans-Decadienal
UNII
Properties
C10H16O
Molar mass 152.24 g·mol−1
Boiling point 115 °C; 239 °F; 388 K at 1.3 kPa
log P 3.419
1.515
Related compounds
Related alkenals
Acrolein

Crotonaldehyde
cis-3-Hexanal
2-Nonenal

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

(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]

References[edit]

  1. ^ "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. ^ "2,4 Decadienal". USA. 
  3. ^ Janes D, Kantar D, Kreft S, Prosen H (2008). "Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC-MS". Food Chemistry. 112: 120. doi:10.1016/j.foodchem.2008.05.048. 
  4. ^ 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. 
  5. ^ 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. 
  6. ^ "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". 2017-03-16.