Oxidation of oleic acid by mercuric oxide was written by Varlamov, V. S.. And the article was included in Trudy Vsesoyuz. Nauch.-Issledovatel. Inst. Zhirov in 1957.Computed Properties of C11H20O4 This article mentions the following:
Oleic acid (I) was oxidized by heating and stirring the acid and HgO (1 mole HgO per mole of acid) to 280° (10 hrs., CO2 atm.) and then cooling the mixture to about 20°. The obtained mass was treated with dilute HCl to decompose formed Hg salts of I, washed with H2O, and dried in vacuo (CO2 atm.). In this reaction, metallic Hg separated. It was established that the oxidation formed hydroxyl groups, which led to formation of hydroxy acids. Insignificant lowering of the iodine number showed that CH2 groups were oxidized in preference to CH: CH groups, which was explained by the high activity of atomic O and also by a large number of methylene groups. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Computed Properties of C11H20O4).
malonic acid dibutyl ester (cas: 1190-39-2) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Computed Properties of C11H20O4
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics