2-Decanone Explained

2-Decanone is a ketone with the chemical formula C10H20O.

Occurrence

2-Decanone can be found in meats, dairy products and eggs, fruits (banana, mountain papaya, berries), vegetables (potato, mushroom, endive, soya bean, chayote, kumazase), and grains such as maize, rice, and oats. It also is present in fish, some nuts, honey, ginger, garlic, vanilla, hop oil, mate, brandy, tea, and coffee. It is found in the highest concentrations in milk and hop oil.[1] 2-Decanone was also found at varying percentages in the essential oils of plants within the Ruta genus, including R. montana and R. chalepensis.[2] [3] Within the stem bark of Commiphora rostrata, 2-decanone was found at 69%.[4]

Applications

2-Decanone has been found to possess strong fumigant activity against the maize weevil.[5] However, it is less repellent towards the maize weevil than other alkanones.[4]

Synthesis

2-Decanone can be synthesized by reacting 2-decanol with permanganic acid and copper sulfate in DCM.[6]

Notes and References

  1. Book: Meeting . Joint FAO/WHO Expert Committee on Food Additives. . Organization . World Health . Evaluation of Certain Food Additives and Contaminants . 2011 . 978-92-4-120960-1 .
  2. Yosra . Bejaoui . Manef . Abderrabba . Sameh . Ayadi . Biological Study from Ruta Plants Extracts Growing in Tunisia . Iranian Journal of Chemistry and Chemical Engineering . 2019 . Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR . 38 . 2 . 10.30492/ijcce.2019.37124 .
  3. Ortu . E. . Sanna . G. . Scala . A. . Pulina . G. . Caboni . P. . Battacone . G. . In vitroanthelmintic activity of active compounds of the fringed rueRuta chalepensisagainst dairy ewe gastrointestinal nematodes . Journal of Helminthology . Cambridge University Press (CUP) . 91 . 4 . 2016-06-22 . 0022-149X . 10.1017/s0022149x16000419 . 447–453. 27329583 .
  4. Lwande . W. . Hassanali . A. . Mcdowell . P. G. . Moreka . L. . Nokoe . S. K. . Waterman . P. G. . Constituents of Commiphora rostrata and some of their analogues as maize weevil, Sitophilus zeamais repellents . International Journal of Tropical Insect Science . Springer Science and Business Media LLC . 13 . 5 . 1992 . 1742-7584 . 10.1017/s174275840000789x . 679–683. 85178812 .
  5. Zunino . María P. . Herrera . Jimena M. . Pizzolitto . Romina P. . Rubinstein . Héctor R. . Zygadlo . Julio A. . Dambolena . José S. . Effect of Selected Volatiles on Two Stored Pests: The Fungus Fusarium verticillioides and the Maize Weevil Sithophilus zeamais . Journal of Agricultural and Food Chemistry . American Chemical Society (ACS) . 63 . 35 . 2015-08-18 . 0021-8561 . 10.1021/acs.jafc.5b02315 . 7743–7749. 26257042 . 11336/113163 . free .
  6. Book: Lee . Donald G. . Ribagorda . María . Adrio . Javier . Encyclopedia of Reagents for Organic Synthesis . Potassium Permanganate . John Wiley & Sons, Ltd . Chichester, UK . 2007-03-15 . 978-0-471-93623-7 . 10.1002/9780470842898.rp244.pub2 .

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