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| Names | |
|---|---|
| Preferred IUPAC name Dec-2-enal | |
| Other names Dec-2-en-1-al 2-Decenaldehyde Dec-2-enaldehyde 3-Heptylacrolein | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL |
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| ChemSpider | |
| ECHA InfoCard | 100.021.339 |
| EC Number |
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| UNII | |
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| Properties | |
| C10H18O | |
| Molar mass | 154.253 g·mol−1 |
| Appearance | Clear to yellow, oily liquid |
| Density | 0.841 g/mL |
| Melting point | −16 °C (3 °F; 257 K) |
| Boiling point | 79 °C (174 °F; 352 K) |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H315,H319 | |
| P264,P280,P302+P352,P305+P351+P338,P321,P332+P313,P337+P313,P362 | |
| NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
2-Decenal (dec-2-enal) is anorganic compound with the chemical formula ofC10H18O. It exists as a pair ofcis andtrans isomers, (2E)-2-decenal and (2Z)-2-decenal. It is an oily, clearliquid under normal conditions, that may be yellow due to impurities. 2-Decenal is described as having a strong, waxy odor. It is found inanimal food (in trace quantities), and is part of theessential oil ofcoriander. 2-Decenal is also used as aflavoring agent.
2-Decenal is found in a wide variety of foods. It has been reported inbitter orange peel,blackberry,ginger,butter,mushroom,kiwi,bacon fat, roastbeef, beef fat, heated beef fat,bilberries,carrot root, boiledchicken,chicken broth,cranberry press residue,ham,lingonberry,orange, heatedpork fat,potato chip,soy bean, boiledmutton,tea, roastedhazelnuts,french fries,tomato,wheat bread, roastedpecans,rice, roastedpeanuts, andcoriander leaf.[1] Alongside(E)-2-dodecenal, the presence of this aldehyde in coriander leaf has been linked to a commonly reported distaste for the herb among people with a certain variant of theOR6A2 gene.[2]
2-Decenal is also found as an additive incigarettes,[3] and is a part of the disagreeable odor emitted by thebrown marmorated stink bug (Halyomorpha halys).
2-Decenal can be used as anematicide (a pesticide used to kill plant-parasitic nematodes). It is amutagen, but it also has abiological role as apheromone, which is released by anorganism when damaged by apredator which warns other individuals that there is a danger.[4]
2-Decenal can be synthesized by reactingoctanal withethyl vinyl ether, and subsequentlyhydrolyzing the mixture.
