2- Fluoroethyl methyl carbonate

As partially fluorinated EMC and DEC derivatives, 2-fluoroethyl methyl carbonate (FEMC), 2,2-difluoroethylmethyl carbonate (DFEMC), methyl 2,2,2-trifluoroethyl carbonate (TFEMC), ethyl 2-fluoroethyl carbonate (FDEC), ethyl 2,2-difluoroethyl carbonate (DFDEC), and ethyl 2,2,2-trifluoroethyl carbonate (TFDEC) in Scheme 2.7 were examined [4, 5, 39, 40]. These fluorinated EMC and DEC derivatives were synthesized by use of the corresponding three kinds of fluoroethanols and methyl chlorocarbonate or ethyl chlorocarbonate in the presence of pyridine. 

Takehara, M., Tsukimori, N. Nanbu, N. Ue, M. Sasaki, Y, Physical and electrolytic properties of fluoroethyl methyl carbonate. Electrochemistry 2003, 71, 1201-1204. 

Table 7.4 Values of diffusion coefficients and solubilities for (A) oxygen and (B) carbon dioxide in various RTIL compared with conventional solvents. Pyi4 = A-methyl butyl pyrrolidinium P14666 = tris( -hexyl)tetradecylphosphonium Tf = triflate MIM = methyl imidazolium FAP = fluoroethyl phosphate (adapted from Buzzeo et al., 2004)...

Resolution by transesterification. Using vinylic acetates to esterify allyl alcohols, propargyl alcohols, 2-phenylthiocycloalkanols, a-hydroxy esters," methyl 5-hydroxy-2-hexenoates, and 2-substituted 1,3-propanediols, the enantioselective esterification provides a means of separation of optical isomers. Vinyl carbonates are also resolved by lipase-mediated enantioselective conversion to benzyl carbonates. Other esters that have also been used in the kinetic resolution include 2,2,2-tri-fluoroethyl propionate. There is a report on a double enantioselective transesterification" of racemic trifluoroethyl esters and cyclic meso-diols by lipase catalysis. 

Line-broadening effects are discernible in the epr spectra of many radicals with a- and / -fluorine atom substituents as shown by the results in Table 14. Fluorine atoms at the radical site cause an increase in the barrier to rotation. Line-broadening effects have been observed for the 1,1-difluoroethyl, and 1,1,2,2,2-pentafluoroethyl radicals and other perfluoroalkyl radicals (67,68,94). No line-broadening effects have been detected, however, for the 1-fluoroethyl or the 1,2,2,2-tetrafluoroethyl radicals (68). A detailed analysis of the epr observations for the 1,1-difluoroethyl radical indicates that rotation of the methyl group is apparently responsible for the line broadening rather than the inversion of the carbon atom center (68,94). Meakin and Krusic also concluded that ro-... 

Fluorine-substituted carbonates have lower melting points than unsubstituted carbonates, and they have improved oxidation stability, which favors formation of a dense passivation SEl film on carbon negative electrode material. Some linear fluorine-containing carbonates are methyl 2,2,2-tri-fluoroethyl carbonate, ethyl 2,2,2-trifluoroethyl carbonate, propyl 2,2,2-tri-fluoroethyl carbonate, methyl 2,2,2-2, 2, 2 -hexafluoroisopropyl carbonate, ethyl 2,2,2-2, 2, 2 -hexafluoroisopropyl carbonate, and di-2,2,2-trifluoroethyl carbonate. Some cyclic fluorine-containing carbonates include fluoro-methyl ethylene carbonate (CH2F-EC), difluoromethyl ethylene carbonate (CHF2-EC), and trifluoromethyl ethylene carbonate (CF3-EC). They are miscible with EC, PC, and other organic solvents. The fluorinated cyclic... 

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