Accession Number : AD0697653

Title :   NEW HYPOFLUORITES CONTAINING NITROGEN.

Descriptive Note : Rept. no. 6 (Annual), 1 Oct 68-31 Oct 69,

Corporate Author : IDAHO UNIV MOSCOW DEPT OF CHEMISTRY

Personal Author(s) : Shreeve,Jean'ne M.

Report Date : 01 NOV 1969

Pagination or Media Count : 48

Abstract : A study of reactions of the recently reported trifluoromethylsulfinyl chloride leads to the synthesis of a new group of compounds with the general formula RC(O)OS(O)CF3 where R = CF3, C2F5, C3F7 or CH3. These fluorine-containing mixed anhydrides which have reasonable stability at 25C are formed by reaction of CF3S(O)Cl with silver perfluorocarboxylates. A convenient method for the preparation of chlorodifluoramine and difluorodiazine in reproducibly good yields is the photolysis of tetrafluorohydrazine and thionyl chloride or bromine, respectively. The reaction of disulfur dichloride, S2Cl2, with silver perfluorocarboxylates gives substituted disulfides, (RCO2S)2, where R = CF3, C2F5, C3F7. They are thermally unstable and decompose to (RCO)2O, SO2, and S. Compounds of the general formula, (RCO2)nSi(CH3)(4-n), where n = 1, 2, 3; and R = CF3, C2F5, C3F7, have been prepared similarly by reaction with the corresponding chloromethylsilanes. Infrared, nmr, and mass spectra as well as elemental analyses are reported for these new compounds. N,N-Bis(trifluoromethyl)hydroxylamine interacts with a variety of simple organic amines to form a series of weakly associated adducts. Trimethylamine and diethylamine form adducts composed of two moles of (CF3)2NOH per mole of amine. Triorganotin chlorides are easily converted to diorganochlorotin perfluorocarboxylates, accompanied by the formation of the appropriate alkane or benzene, by perfluorocarboxylic acids. (Author)

Descriptors :   (*ANHYDRIDES, SYNTHESIS(CHEMISTRY)), (*FLUOROAMINES, SYNTHESIS(CHEMISTRY)), (*SULFIDES, SYNTHESIS(CHEMISTRY)), FLUORINE COMPOUNDS, ACETIC ACID, SULFUR COMPOUNDS, CHLORIDES, ESTERS, SILANES, TIN COMPOUNDS, HALOGENATED HYDROCARBONS, NUCLEAR MAGNETIC RESONANCE, INFRARED SPECTRA, MASS SPECTRA

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE