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ChemicalBook CAS DataBase List PERFLUORO(2,5-DIMETHYL-3,6-DIOXANONANOIC) ACID METHYL ESTER

PERFLUORO(2,5-DIMETHYL-3,6-DIOXANONANOIC) ACID METHYL ESTER synthesis

2synthesis methods
-

Yield: 94%

Reaction Conditions:

with triethylamine at 0 - 20; for 6 h;

Steps:

Preparation of methyl perfluoroalkyl ether carboxylate
The methyl perfluoroalkyl ether carboxylate was prepared by esterfication of perfluorinated ether acid fluoride with methanol. A mixed solution of 41.11 g anhydrous triethylamine (0.40 mol) in 47.5 g anhydrous methanol (1.48 mol) was added dropwise into 185 g perfluoro-2,5-dimethyl-3,6-dioxa-nonanoic acid fluoride (0.37 mol) in a dry three-neck flask under agitation over a period of 2 h at 0 °C. The mixture was agitated for another 4 h and the temperature of reaction mass was maintained at room temperature. Subsequently, the reaction mixture was poured into a separating funnel. The fluorocarbon layer was washed with sodium bicarbonate solution and dried over anhydrous sodium sulfate to obtain the crude product. The crude product was distilled to give 178.43 g methyl perfluoro-2,5-dimethyl-3,6-dioxa-nonanoate (yield 94%) boiling at 145 °C at 760 mmHg. IR: 2969,1792, 1290, 1237, 1145, 1040, 994 cm-1. 1H-NMR (500 MHz, CDCl3): δ 3.99 (3H, s, CH3). 13C-NMR (125 MHz, CDCl3): δ 54.60 (-CH3-).

References:

Shi, Xiang;Shi, Hongxin;Wu, Hongke;Shen, HaiMin [Research on Chemical Intermediates,2018,vol. 44,# 9,p. 5091 - 5105]

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