Organic synthesis by use of inorganic salts. XII. Preparation of esters of carboxylic acids in dimethylformamide was written by Yoneda, Shigeo;Yoshida, Zenichi;Fukui, Kenichi. And the article was included in Kogyo Kagaku Zasshi in 1966.Computed Properties of C11H20O4 This article mentions the following:
The reaction of organic halides with RCO2K or RCO2Na proceeds readily in HCONMe2 (I) or Me2SO (II). BuBr (III) treated with AcOK (IV) 2 hrs. at 90-100鎺?in I or II to give AcOBu in 98 or 95% yields. The following esters of carboxylic acids were synthesized by the reaction of organic halides with RCO2K or RCO2Na in I or II [halides, solvents, RCO2K or RCO2Na, reaction temperature, reaction time, and % yield of ester given]: BuF, I, IV, 90-100鎺? 2 hrs., 0; BuF, II, IV, 90-100鎺? 2 hrs., 0; BuCl, I, IV, 90-100鎺? 2 hrs., 19; BuCl, II, IV, 90-100鎺? 2 hrs., 35; BuI, I, IV, 90-100鎺? 2 hrs., 96; BuI, II, IV, 90-100鎺? 2 hrs., 95; III, EtOH, IV, 90-100鎺? 2 hrs., 21; III, HOCH2CH2OH, IV, 90-100鎺? 2 hrs., 17; III, MeCN, IV, 90-100鎺? 2 hrs., 12; III, Me2CO, IV, 70-80鎺? 2 hrs., 39; III, AcNMe2, IV, 90-100鎺? 2 hrs., 98; MeI, I, IV, 30鎺? 4 hrs., 99; EtBr, I, IV, 30鎺? 4 hrs., 98; PrI, I, IV, 90-100鎺? 2 hrs., 97; n-C6H13Br, I, IV, 90-100鎺? 4 hrs., 92; n-C8H17Br, I, IV, 90-100鎺? 8 hrs., 90; CH2:CHCH2Br, I, IV, 30鎺? 2 hrs., 98; CH2:CMeCH2Br, I, IV, 30鎺? 2 hrs., 95; MeCH:CHCH2Br, I, IV, 30鎺? 2 hrs., 95; Ph-CH2Br, I, IV, 30鎺? 2 hrs., 96; III, I, HCO2K, 90-100鎺? 2 hrs., 97; III, I, EtCO2K, 90-100鎺? 4 hrs., 93; III, I, PrCO2K, 90-100鎺? 4 hrs., 90; III, I, BuCO2K, 90-100鎺? 4 hrs., 90; III, I, iso-BuCO2K, 90-100鎺? 4 hrs., 88; III, I, PhCH2CO2K, 90-100鎺? 4 hrs., 95; III, I, CH2:CHCO2K, 90-100鎺? 4 hrs., 92; III, I, MeCH:CHCH:CHCO2K, 90-100鎺? 4 hrs., 90; III, I, PhCH:-CHCO2K, 90-100鎺? 4 hrs., 88; III, I, (KO2C)2, 90-100鎺? 8 hrs., 82; III, I, NaO2CCH2CO2Na, 90-100鎺? 8 hrs., 67; III, I, (NaO2-CCH2)2, 90-100鎺? 8 hrs., 75; III, I, NaO2C(CH2)3CO2NA, 90-100鎺? 8 hrs., 65; III, I, KO2C(CH2)4CO2K, 90-100鎺? 8 hrs., 81; EtBr, I, KO2C(CH:CH)2CO2K, 90-100鎺? 8 hrs., 78; EtBr, I, PhCO2Na, 50-60鎺? 8 hrs., 93; EtBr,I, PhCO2K (V), 50-60鎺? 8 hrs., 94%; III, I, V, 90-100鎺? 8 hrs., 96; n-C6H13Br, I, V, 90-100鎺? 8 hrs., 90; CH2:CHCH2Br, I, V, 90-100鎺? 2 hrs., 97; PhCH2Br, I, V, 90-100鎺? 2 hrs., 93; BrCH2CH2Br, I, IV, 90-100鎺? 8 hrs., 88; Br(CH2)3Br, I, IV, 90-100鎺? 8 hrs., 85; Br(CH2)4Br, I, IV, 90-100鎺? 8 hrs., 80; o-C6H4(CH2Cl)2 (VI), I, IV, 12鎺? 80 hrs., 80; VI, I, K2CO3, 12鎺? 21 hrs., 21; EtBr, I, o-C6H4-(CO2K)2 (VII), 150鎺? 4 hrs., 82; III, I, VII, 150鎺? 4 hrs., 69; III, I, m-C6H4(CO2K)2, 150鎺? 4 hrs., 85; III, I, p-C6H4(CO2K)2, 150鎺? 4 hrs., 83; n-C6H13Br, I, VII, 150鎺? 8 hrs., 75; n-C8H17Br, I, VII, 150鎺? 8 hrs., 72; CH2:CHCH2Br, I, VII, 100鎺? 8 hrs., 61; Ph-CH2Br, I, VII, 100鎺? 8 hrs., 58; BrCH2CH2Br, I, VII, 150鎺? 4 hrs., 85. Treatment of 0.2 mole p-C6H4(CO2K)2 with 0.2 mole Br-CH2CH2Br afforded poly(ethylene terephthalate), m. 242鎺? 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 perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. 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