(E,E)-2,4-Decadienal

(E,E)-2,4-Decadienal
Names
Systematic IUPAC name
(2E,4E)-Deca-2,4-dienal[1]
Identifiers
25152-84-5 YesY
ChEMBL ChEMBL443949 YesY
ChemSpider 4446470 YesY
EC Number 246-668-9
Jmol interactive 3D Image
MeSH 2-trans-4-trans-Decadienal
PubChem 5283349
UNII 3G88X2RK09 YesY
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]

References

  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, c, Peter Schieberleb and 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 and 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.
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