2-Undecanone 4122263 210167260 2008-05-04T20:02:57Z Optigan13 3457187 Tagging or repairing dead external links using [[User:Dispenser/Link checker|Link checker tool]] {{Chembox new | Name = 2-Undecanone | ImageFile = 2-undecanone.svg <!-- | ImageSize = 300px --> | ImageName = 2-undecanone | OtherNames = Methyl nonyl ketone (MNK)</br>Nonyl methyl ketone</br>Methyldecananone</br>2-Hendecanone</br>Undecanone | Section1 = {{Chembox Identifiers | SMILES = CCCCCCCCCC(=O)C | CASNo = 112-12-9 | RTECS = YQ2820000 }} | Section2 = {{Chembox Properties | Formula = CH<sub>3</sub>CO(CH<sub>2</sub>)<sub>8</sub>CH<sub>3</sub> | MolarMass = 170.2942 g/mol | Appearance = Colorless or pale yellow liquid | Density = 0.829 g/cm³, liquid | Solubility = 0.00179 g/100 ml (25 °C) | MeltingPt = 15 °C (288 K) | BoilingPt = 231 °C (504 K) }} | Section7 = {{Chembox Hazards | ExternalMSDS = [http://msds.chem.ox.ac.uk/UN/2-undecanone.html External MSDS] | EUClass = Flammable ('''F''')<br />Irritant ('''Xi''') | NFPA-H = 1 | NFPA-F = 2 | NFPA-R = | RPhrases = {{R50}}, {{R51}} | SPhrases = {{S23}}, {{S24}}, {{S25}} | FlashPt = 88 °C }} | Section8 = {{Chembox Related | Function = [[Ketone]]s | OtherFunctn = [[Acetone]]<br />[[Butanone|Butan-2-one]]</br>[[3-Pentanone|3-pentanone]] }} }} '''2-Undecanone''' is an oily [[organic chemistry|organic]] liquid manufactured synthetically, but which can also be extracted from oil of [[rue]]. It is found naturally in bananas, cloves, ginger, guava, and strawberries. 2-Undecanone is used in the perfumery and flavoring industries, but because of its strong odor it is primarily used as an insect or animal repellant. Typically, 1&ndash;2% concentrations of 2-undecanone are found in dog and cat repellents in the form of a liquid, [[aerosol spray]], or gel. 2-Undecanone is a [[ketone]], also known as '''methyl nonyl ketone (MNK)'''. It is soluble in [[ethanol]], [[benzene]], [[chloroform]], and [[acetone]], but its large carbon chain renders it insoluble in water. Like most [[methyl]] [[ketone]]s, 2-undecanone undergoes a [[haloform reaction]] when in the presence of a base. For example, the reaction between 2-undecanone and [[sodium hypochlorite]] yields [[sodium decanoate]], [[chloroform]], and [[sodium hydroxide]]. CH<sub>3</sub>CO(CH<sub>2</sub>)<sub>8</sub>CH<sub>3</sub> + 3NaOCl → CH<sub>3</sub>(CH<sub>2</sub>)<sub>8</sub>COONa + CHCl<sub>3</sub> + 2NaOH ==References== * ''Lange's Handbook of Chemistry (14th Edition)'', McGraw-Hill, 1992; Section 1; Table 1.15 * ''The Condensed Chemical Dictionary (10th Edition)'', Gesner G. Hawley * http://www.thegoodscentscompany.com/data/rw1021151.html <references/>{{citationstyle}} [[Category:Ketones|Undecanone, 2-]]