Accession Number : AD0710277

Title :   CHEMISTRY OF HALOPERFLUOROALKANES.

Descriptive Note : Final rept. 15 Mar 67-14 Mar 70,

Corporate Author : CORNELL UNIV ITHACA N Y DEPT OF CHEMISTRY

Personal Author(s) : Miller,William T.

Report Date : 1970

Pagination or Media Count : 31

Abstract : The long range objective of the work carried out has been to develop new substitution reactions of haloperfluoroalkanes in terms of synthesis and mechanism studies. Although the haloperfluoroalkanes are most noteworthy for their stability, the replacement of halogen (Cl, Br, I) by fluorine has been shown to take place with a wide range of compounds and reagents. The mechanisms of the fluorination reactions have not been established but based upon the reaction conditions and reagents found effective and our initial experimental results an electrophilic assisted SN-1 mechanism was postulated. This mechanism consisted of initial attack by an electrophilic reagent upon halogen and the formation of a carbonium ion intermediate or transition state with considerable carbonium ion character followed by formation of the isolated substitution products. (Author)

Descriptors :   (*HALOGENATED HYDROCARBONS, *FLUORINATION), (*SUBSTITUTION REACTIONS, FLUORINATION), (*SILVER COMPOUNDS, FLUORINATION), FLUORINE COMPOUNDS, CHLORINE COMPOUNDS, BROMINE COMPOUNDS, ETHERS, ACETIC ACID, KETONES, ALKANES

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE