Perfluoroalkyl Hypohalites, Fluoroperoxides, Hydroperoxides, Peroxides, and Trioxides

Molecular parameters for trifluoromethyl hypofluorite, determined by electron diffraction, are available and interest in this compound and others of its class as electrophilic fluorinating agents is widening. For example, the trifluoromethyl compound itself has been used to obtain directly 5-fluoro-uracil bases and 5-fluorocytosine and related nucleosides, - to convert 

Barton, R. H. Hesse, H. T. Toh, and M. M. Pechet, J. Org. Chem., 1972, 37, 329. This paper also describes the direct fluorination of uracil to yield 5-fluorouracii, a method also reported by Russian workers [S. Hillers, A. Lazdins, A. Veinbergs, D. Snikeris, I. L. Knunyants, L, S. German, and N. B. Kuz mina, Ger. Oflen. 2145892/1972 Chem. Abs., 1972, 76, 153770v)] and, in modified form (the complex py,Fj was used), by German workers [H. Meinert and D. Cech, Z. Chem., 1972, 12, 292 (Chem. Abs., 1973,78,16409m)]. 

The formation of chloroformates and chlorosulphates via insertion of carbon monoxide and sulphur dioxide, respectively, into the O—Cl bonds of per- or poly-fluoroalkyl hypochlorites (sec Vol. 1, p. 150) has formed the subject of some new patent literature. Perfluoroalkyl hypochlorites have also been used to prepare perfluoro-[(iV-chloro)methylethylamine [CjFj NiCFt-f CFa-OCl (CF3)(C F,)NC1 + COF2] (see p. 212), AW-dichloro(chloro- 

earlier work on the gas-phase polymerization of CF3 CF2 at room temperature 

Anales Asoc, quim. argentina, 1971,59,125 (Chem, Abs., 1972,76,50S31p). J. Czamowski and H. J, Schumacher, Z. phys. Chem, (Frankfurt), 1972,78,234 (Chem. Abs 1972, 77, 163769m). 

Perfluoroalkyl Hypohalites, Fluoroperoxides, Hydroperoxides, Peroxides, and Trioxides. More worthwhile reading concerning hypofluorous acid (history, isolation, chemical and physical properties, molecular parameters, etc.) is available in the form of a review entitled Nonexistent Compounds Two Case Histories (half 

Dudragne, J. C. Adenis, and C. Michaud, Tetrahedron Letters, 1973, 2771. 

CHMe CH CH CHMe PMe + CF3 OF - CHMe CHrCH-CHMe PFsMe)  

The Ph2S-(CFg)2CMi-OK-Cl2 (mole ratio 1 2 1) reaction (see Vol. 2, p. 265) has been applied to the substituted diphenyl sulphides XC6H4-S-CeH4Y (X = H, Y = m- or p-F X = Y = p-Bu or p-OMe) to provide the corresponding dialkoxydiarylsulphuranes (XC H4)(YCeH S[0 C(CF3)2Ph]2 these yield 

Kennedy and G. H. Cady, J. Fluorine Chem., 1973/74,3,41. Judging from the statement on p. S3, this may be the last article dealing with this matter to come from Cady s pen. 

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