83935-39-1Relevant academic research and scientific papers
Electrochemical fluorination of N-containing carboxylic acids: Part 5. Fluorination of the methyl esters of cis-2,6-dimethylmorpholino-group substituted carboxylic acids
Abe, Takashi,Fukaya, Haruhiko,Ono, Taizo,Hayashi, Eiji,Soloshonok, Irina,Okuhara, Kunio
, p. 193 - 201 (2007/10/03)
Cis-2,6-dimethylmorpholine and its derivatives having an ester group were subjected to electrochemical fluorination. The electrochemical fluorination of cis-2,6-dimethylmorpholine afforded only a small quantity of F-(N-fluoro-2,6-dimethyl-morpholine), whereas the N-(meth-oxycarbonylalkyl)-substituted cis-2,6-dimethyl-morpholines gave the corresponding F-acid fluorides in fair yields. Cis-and trans-isomerization on two methyl substituents of the morpholine ring occurred through electrochemical fluorination of pure cis-2,6-dimethylmorpholine to give a 1:0.25-0.5 mixture of cis- and trans-isomers having a F-2,6-dimethylmorpholino-moiety. The formation of a seven-membered ring expanded product was confirmed as a by-product in the fluorination of methyl cis-2,6-dimethylmorpholino-acetate. Spectroscopic data as well as physical properties of new nitrogen-containing F-carboxylic acids are presented.
Synthesis of Unusual Perfluorocarbon Ethers and Amines Containing Bulky Fluorocarbon Groups: New Biomedical Materials
Huang, Hsu-Nan,Persico, Daniel F.,Lagow, Richard J.,Clark, Leland C.
, p. 78 - 85 (2007/10/02)
The reactions of elemental fluorine with structually crowded hydrocarbon ethers and amines have been studied.The perfluorinated products are currently of interest in biomedical or electronic industrial applications.The syntheses by direct fluorination of perfluoro(tert-butyl methyl ether), perfluoro(tert-butyl isobutyl ether), perfluoro(1,2-di-tert-butoxyethane), perfluoro(cyclohexyl neopentyl ether), perfluoro(2,2,5,5-tetramethyltetrahydrofuran), perfluoro(2,5-dimethyltetrahydrofuran), bis(perfluoroisopropyl) ether, perfluoro(2-ethyltetrahydrofuran), and perfluoro(1,2,2,6,6-pentamethylpiperidine) are reported.The skeletally rearranged byproducts perfluoro(isobutyl methyl ether), perfluoro(2,2,5-trimethyltetrahydrofuran), perfluoro(2,2,5-trimethyltetrahydropyran), 3-hydropentadecafluoro-2,2,5,5-tetramethyltetrahydrofuran, perfluoro(isopropyl propylether), and perfluoro(ethyl isopropyl ether) were also characterized.The 19F and 13C (19F decoupled) NMR assignments of these perfluorinated chemicals are discussed.
