13081-18-0Relevant articles and documents
REACTIONS OF BROMORTRIFLUOROMETHANE WITH ACID DERIVATIVES IN THE PRESENCE OF ZINC.
Francese, C.,Tordeux, M.,Wakselman, C.
, p. 1029 - 1030 (1988)
Reaction of zinc with bromotrifluoromethane in pyridine gives poorly reactive trifluoromethyl zinc derivatives in the presence of ethyl benzoate whereas the Barbier condensation occurs with activated esters, like ethyl trifluoroacetate or ethyl oxalate, and cyclic anhydrides.
Synthesis of fluorinated 1,2,3-butatrienes from α-halovinyl organometallic reagents
Morken,Bachand, Patrick C.,Swenson, Dale C.,Burton, Donald J.
, p. 5430 - 5439 (2007/10/02)
The thermal stability and dimerization reaction of fluorinated α-halovinyl zinc and copper reagents, RR'C=CYM (Y = F, Cl, Br; M = ZnX, Cu), have been explored in detail. Dimerization of these vinyl carbenoids to betatrienes occurred when R was an aromatic (C6H5 or C6F5) and R' was a perfluoroalkyl group (CF3, C2F5, C3F7). The role of the α-halogen was determined; the α-F vinyl copper reagent (R = C6H5, R' = CF3) decomposed by oxidative dimerization to 1,3-dienes while the α-Br and -Cl copper reagents dimerized to butatrienes. The fluorinated butatrienes prepared in this study, (E)- and (Z)-R1R2C==C=C=CR1R2 (R1 = CF3, R2 = C6H5; R1 = C2F5, R2 = C6H5; R1 = n-C3F7, R2 = C6H5; R1 = CF3, R2 = C6F5) are available on a multigram scale and readily obtained with high isomeric purity. The geometry of one member of each isomeric pair of butatrienes was characterized by X-ray crystallography. The mechanism of the dimerization reaction has been determined to be a nucleophilic displacement/β-elimination process. Diels-Alder (1,2-addition), bromination (1,2-addition), and isomerizatioa reactions are described.
Process for the preparation of perfluoroalkyl ketones
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, (2008/06/13)
A process for the preparation of a perfluoroalkyl ketone. A perfluoroalkyl halide, zinc and an ester are brought into contact with one another. Preferably a polar aprotic solvent and/or a pyridine is also present.