2-Decenal

2-Decenal 2-decenal.svg Dec-2-enal Dec-2-en-1-al2-DecenaldehydeDec-2-enaldehyde3-Heptylacrolein (E) 3913-71-1 correct CAS correct FDA E93S23U2BU 5283345 18652 223-472-1 223-474-2 134220 133455 507518 1S/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h8-10H,2-7H2,1H3/b9-8+ MMFCJPPRCYDLLZ-CMDGGOBGSA-N CCCCCCC/C=C/C=O 10 18 1 Clear to yellow, oily liquid 0.841 g/mL -16 79 07 Warning 315 319 264 280 302+352 305+351+338 321 332+313 337+313 362 1 2 0 2-Decenal (dec-2-enal) is an organic compound with the chemical formula of C10H18O. It exists as a pair of cis and trans isomers, (2E)-2-decenal and (2Z)-2-decenal. It is an oily, clear liquid under normal conditions, that may be yellow due to impurities. 2-Decenal is described as having a strong, waxy odor. It is found in animal food (in trace quantities), and is part of the essential oil of coriander. 2-Decenal is also used as a flavoring agent. Occurrence 2-Decenal is found in a wide variety of foods. It has been reported in bitter orange peel, blackberry, ginger, butter, mushroom, kiwi, bacon fat, roast beef, beef fat, heated beef fat, bilberries, carrot root, boiled chicken, chicken broth, cranberry press residue, ham, lingonberry, orange, heated pork fat, potato chip, soy bean, boiled mutton, tea, roasted hazelnuts, french fries, tomato, wheat bread, roasted pecans, rice, roasted peanuts, and coriander leaf.https://www.chemicalbook.com/ChemicalProductProperty_EN_CB5464810.htm TRANS-2-DECENAL 3913-71-1 www.chemicalbook.com 2020-02-18 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 the OR6A2 gene. Callaway E Soapy taste of coriander linked to genetic variants Nature September 2012 10.1038/nature.2012.11398 87980895 2-Decenal is also found as an additive in cigarettes,http://www.tricountycessation.org/tobaccofacts/Cigarette-Ingredients.html https://web.archive.org/web/20160121165220/http://www.tricountycessation.org/tobaccofacts/Cigarette-Ingredients.html dead 2016-01-21 Cigarette Ingredients - Chemicals in Cigarettes 2016-01-21 2020-02-18 and is a major component of the malodorous defensive secretions emitted from the brown marmorated stink bug (Halyomorpha halys). Applications 2-Decenal can be used as a nematicide (a pesticide used to kill plant-parasitic nematodes). It is a mutagen, but it also has a biological role as a pheromone, which is released by an organism when damaged by a predator which warns other individuals that there is a danger.https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:133455 (2E)-dec-2-enal (CHEBI:133455) www.ebi.ac.uk 2020-02-18 Synthesis 2-Decenal can be synthesized by reacting octanal with ethyl vinyl ether, and subsequently hydrolyzing the mixture. References Category:Aldehydes Category:Fatty aldehydes