Organic Fluoronitrogens.^1a V. Bis(difluoramino)difluoromethane

Chemistry of N-halamines. XII. Amination of alkyl halides with trichloramine-aluminum chloride

“…Presumably, the similarity of some aspects of the findings from (-butyl chloride reflects the participation of common intermediates. (6) Comparison with related literature investigations proves informative. The results of nitrous acid deamination of isobutylamine in protic and aprotic media28 are summarized in Table VII.…”

“…This procedure, with methylene " With NCI3/AICI3, 1/2. 6 Based on weight of distilled material. chloride as solvent, was employed as the standard for the other alkyl halides.…”

“…1 " RX = ¿-octyl chloride. 6 Based on weight of distilled material. As a consequence of these findings, addition of the alkyl halide to a mixture of trichloramine and aluminum chloride was incorporated into the standard procedure.…”

Organic fluoronitrogens. IX. Oxidation-reduction reactions of tris(difluoramino)fluoromethane, tetrafluoroformamidine, and pentafluoroguandine

“…As a possible source of the highly strained spiropentene ring system,2 the reaction of diazoalkanes with the exp double bond of a suitable methylenecyclopropene appeared attractive.3 We therefore undertook an examination of the reaction of diazomethane with a methylenecyclopropene (1) which was available to us from previous work in these laboratories. 4 The purpose of this paper is to report our finding that this reaction does not proceed by attack of the diazomethane on the exocyclic double bond but, instead, by attack on the endo double bond to give the unstable ring-opened diazoalkene 3, which isomerizes under very mild conditions to pyrazole 5 via what we believe to be the pyrazolenine 4.…”

Derivatives of Nitrogen Fluorides

“…The basis of this method involves the use of an alkali metal fluoride as a diluent and perhaps as a catalyst. Thus, the direct fluorination of a mixture of aminoiminomethanesulfinic acid and sodium fluoride at 0°p roduces bis(difluoramino)difluoromethane (81).…”