2-fluoroethyl acetate

Ethyl fluoroacetate 2-Chloroethyl fluoroacetate 2-Fluoroethyl acetate 2-Fluoroethyl chloroacetate 2-Fluoroethyl fluoroacetate Phenyl fluorothiolacetate 2-Chloroethyl fluorothiolacetate... 

Kim, J.M., Jeon, B.S., 2009. Survivors from beta-fluoroethyl acetate poisoning show a selective cerebellar syndrome. J. Neurol. Neurosurg. Psychiatry 80 (5), 528-532. 

Variations of this MCR have been successfully used for the preparation of a wide variety of 1-substituted tetrazoles. For instance, by reaction of 2-iodoaniline, sodium azide, and triethyl orthoformate in acetic acid (reflux, 6h), l-(2-iodophenyl)-l//-tetrazolc was obtained <2004TL4113>. Under similar conditions, from (l-fluoroethyl)amine, (l-bromoethyl)amine, and (l-iodoethyl)amine, the corresponding 1-ethyltetrazoles were obtained in 20-60% yields <2003EJI2273>, 1-cyclopropyltetrazole was prepared <2005JCR421>, and from 1,3-phenylenediamine 1,3-pheny-lene-bis-1 //-tetrazole 513 was synthesized (Equation 98) <1995TL1759, 2004SL2227>. 

Regioselective acylations of polyhydroxylated compounds such as carbohydrates, glycerols, steroids, or alkaloids have been carried out with lipases, esterases, and proteases [13, 20]. One example is the Candida antartica lipase (immobilized on acrylic resin) catalyzed monoacylation of the signalling steroid ectysone (1) giving selectively the 2-C)-acetate 2 (eq. (1)). Using vinyl acetate for this transesterification the reaction was irreversibly pushed to the product side, since the liberated enol instantaneously isomerizes to acetaldehyde [21]. The sometimes unfavorable aldehyde is avoided when 1-ethoxyvinyl acetates [22], trichloro- or -fluoroethyl esters [23 a, b], oxime esters [23 c] or thioesters [23 d] are employed for the quasi-irreversible reaction courses. 

Welch MJ, Kilbourn MR (1985). A remote system for the routine production of oxygen-15 radiopharmaceuticals. J Label Comp Radiopharm 22 1193 Wester HJ, Herz M, Weber W et al (1999). Synthesis and radiopharmacology of 0-2-[18F] fluoroethyl-L-tyrosine for tumor imaging. J Nucl Med 40 205 Wieland D, Bida G, Padgett H et al (1991). In-target production of [13N]ammonia via proton irradiation of dilute aqueous ethanol and acetic acid mixtures. Appl Radiat Isot 42 1095... 

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. 

Di 2 fluoroethyl phosphorofluoridate (XVIII) was prepared with the idea of combining the toxic principles of the fluoro-acetates and of the phosphorofluoridates. It was readily obtained by the action of phosphorus oxydichlorofluoride on... 

In view of the fact that fluoroethanol is as toxic as methyl fluoroacetate (or as fluoroacetic acid), it seemed worth while preparing a compound in which the active parts of these molecules were combined, in the hope of obtaining a compound of increased potency. Such a compound is 2-fluoroethyl fluoro-acetate, first prepared and described by us in 1943. This ester was readily prepared by the action of fluoroacetyl chloride on fluoroethanol. It is a stable, mobile hquid possessing an extremely faint odour. 

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