2-Undecanone

changed 477215677 2-Undecanone 2-undecanone.svg skin-invert-image 2-undecanone Undecan-2-one Methyl nonyl ketone (MNK)Nonyl methyl ketoneMethyldecananone2-HendecanoneUndecanoneIBI-246 correct EBI 17700 correct FDA YV5DSO8CY9 correct drugbank DB08688 O=C(CCCCCCCCC)C correct chemspider 7871 correct kegg C01875 8163 203-937-5 1236582 B00364 1/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3 KYWIYKKSMDLRDC-UHFFFAOYAV correct chemspider 1S/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3 correct chemspider KYWIYKKSMDLRDC-UHFFFAOYSA-N correct CAS 112-12-9 YQ2820000 11 22 1 Colorless liquid 0.829 g/cm3, liquid 0.00179 g/100 mL (25 °C) 15 231 External MSDS 1 2 09 Warning 400 273 391 501 88 Ketones AcetoneButan-2-one3-pentanone 2-Undecanone, also known as methyl nonyl ketone and IBI-246, is an organic compound with the formula CH3C(O)C9H19. It is a colorless oil. 2-Undecanone is usually produced synthetically, but it can also be extracted from various plant sources, including from essential oil of rue. It is found naturally in bananas, cloves, ginger, guava, strawberries, wild-grown tomatoes, and the perennial leaf vegetable Houttuynia cordata. Liang Minmin Qi M Zhang C Zhou S Fu R Huang J Gas chromatography–mass spectrometry analysis of volatile compounds from Houttuynia cordata Thunb after extraction by solid-phase microextraction, flash evaporation and steam distillation Analytica Chimica Acta 531 1 97–104 2005 http://ir.rcees.ac.cn/handle/311016/23180 10.1016/j.aca.2004.09.082 2005AcAC..531...97L etal 2024-02-02 2020-09-14 https://web.archive.org/web/20200914184859/http://ir.rcees.ac.cn/handle/311016/23180 dead subscription Uses Because of its strong odor it is primarily used as an insect repellent or animal repellent. Typically, 1–2% concentrations of 2-undecanone are found in dog and cat repellents in the form of a liquid, aerosol spray, or gel. 2-Undecanone is also used in the perfumery and flavoring industries. It has been investigated as a mosquito repellant, like DEET.Mosquitoes Repelled By Tomato-Based Substance; Safer, More Effective Than DEET https://web.archive.org/web/20230928005519/https://www.sciencedaily.com/releases/2002/06/020611070622.htm 2023-09-28 , Science Daily, June 2002 Pesticide Broadcast Stephen J. Toth, Jr. and Wayne G. Buhler 12 5 2002 North Carolina State University Scientist Discovers Mosquito Repellent in Tomatoes http://ipm.ncsu.edu/current_ipm/Broadcasts/broadcast06-02b.html 2009-01-24 2008-05-13 https://web.archive.org/web/20080513030943/http://ipm.ncsu.edu/current_ipm/Broadcasts/broadcast06-02b.html live Chemical properties 2-Undecanone is a ketone that is soluble in organic solvents but insoluble in water. Like most methyl ketones, 2-undecanone undergoes a haloform reaction when in the presence of a basic solution of hypochlorite. For example, the reaction between 2-undecanone and sodium hypochlorite yields sodium decanoate, chloroform, and sodium hydroxide. CH3CO(CH2)8CH3 + 3 NaOCl → CH3(CH2)8COONa + CHCl3 + 2 NaOH See also Perfume allergy Notes 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 2-Undecanone from The Good Scents Company MSDS for 2-UndecanoneMarch 2019 InternetArchiveBot yes Category:Alkanones Category:Insect repellents