Difluoramine

The parent compound, cyclic diazomethane , was first obtained from formaldehyde, ammonia and chloramine by dichromate oxidation of the initially formed higher molecular diaziridine-formaldehyde condensation product (61TL612). Further syntheses of (44) started from Schiff bases of formaldehyde, which were treated with either difluoramine or dichloramine to give (44) in a one-pot procedure. Dealkylation of nitrogen in the transient diaziridine was involved (65JOC2108). 

Difluoramine (Fluorimide, Fluorimine). HNF2, mw 63.02, N 22.23% a colorl gas, mp —116 3°, bp -23.6° (Refs 4 6), crit temp 130° (Ref 5), vapor d 1,424 —0.00202t (Ref 6), an odor resembling H cyanide, and is extremely toxic (Ref 1) CA Registry No 10405-27-3. The first prepn of difluoramine was claimed by Ruff Staub who claimed to have obtained it in low yield by the electrolysis of molten Aram bifluoride (Ref 1), although more recent work indicates their prod was impure (see below). 

Hazards. Solid difluoramine, upon warming from liq N temp to its mp, can detonate without warning (Ref 13) the pure compd in the solid... 

Uses. Its primary use is in the prepn of organic difluoroamino compounds, A 1 1 adduct of difluoramine with methyl ether can be used as a rocket proplnt, Isp 229sec at lOOOpsia. In... 

Explosive Properties. It undergoes an expl reaction with H2, but concn and temp limits of the expin were not reproducible in Pyrex or stainless steel reactors, probably due to the presence or absence of Initiating radicals on the walls. The results became more reproducible after the walls were coated with silicone oil. Addn of tetrafluorohydrazine to H2/difluoramine or H2/N trifluoride mixts caused immediate explns (Ref 9). It also can expld on contact with reducing agents or from high press produced by shock wave or blast (Ref 11)... 

Chapman RD (2007) Organic Difluoramine Derivatives. 125 123-151 Christie RA, Jordan KD (2005) n-Body Decomposition Approach to the Calculation of Interaction Energies of Water Clusters 116 27-41... 

Caesimn fluoride, Difluoroamine See Difluoramine Benzenediazonimn tetrafluoroborate, etc. 

Interaction with difluoramine or trifluoramine in the gas phase is explosive. 

Benzenediazonium tetrafluoroborate, Difluoramine See Difluoramine Benzenediazonium tetrafluoroborate, etc. 

A series of 1-difluoroaminoalkanols prepared from difluoramine and an aldehyde or ketone, together with their acetates or bis(ethers), were all shock- and friction-sensitive explosives. 

Many compounds containing one or more N—X bonds show unstable or explosive properties (and are also oxidants), and this topic has been reviewed [1]. Difluoroamino compounds, ranging from difluoramine and tettafluorohydrazine to polydifluoroamino compounds, are notably explosive and suitable precautions have been detailed [2,3], Preparative scale A-chlorination of ly and 2y amines by passing them over N-chlorosuccinimide is described. In presence of alumina, ly amines give the N,N -dichloro derivatives. The products must be handled with... 

The above book [1] deals, in 26 chapters in 5 sections, with theoretical and practical aspects of the use and safe handling of powerful oxidants and their complementary reactive fuels. Materials include nitrogen pentaoxide, perfluoroam-monium ion and salts, nitronium tetrafluoroborate, hydrazinium mono- and diperchlorates, nitronium perchlorate, tricyanomethyl compounds, difluoramine and its alkyl derivatives, oxygen difluoride, chlorine trifluoride, dinitrogen tetraoxide, bromine trifluoride nitrogen fluorides, and liquid ozone-fluorine system. 

Chlorine monofluoride oxide, 18 328-330 force field of, 18 329, 330 infrared spectrum of, 18 328, 329 stretching force constants for, 18 330 synthesis of, 18 328 Chlorine nitrate fluorination of, 18 332 preparation of, 5 54 Chlorine oxides, 46 109-110, 158 fluorination of, 18 348 Chlorine oxyfluorides, 18 319-389, see also specific compounds adduct formation, 18 327, 328 amphoteric nature of, 18 327, 328 bond lengths, 18 326 bond strengths, 18 323-327 geometry of, 18 320-323 ligand distribution, 18 323 reactivity of, 18 327, 328 stretching force constants, 18 324-327 Chlorine pentafluoride oxide, 18 345, 346 Chlorine trifluoride, reaction with difluoramine, 33 157... 

Pentafluorosulfanyl Af,N-difluoramine, 41 146 Ai-Pentafluorosulfanyl fluoroitnine, 41 154 Pentafluorosulfanyl halides, 41 126-130 N-Pentafluorosulfanyl haloimines, 41 152-154 Pentafluorosulfanyl hypohalites, 41 130-132 SF5OF, 41 130-131... 

Reaction of aryldiazonium fluoroborate with either isopropyl fluoro-carbamate or difluoramine to give aryl azides [71]. 

Refs 1) Thiokol Chemical Corp, Reaction Motors Div, "Difluoramine Chemistry ,... 

Concentrated aqueous solutions of difluorourea decompose above —20°C with evolution of tetrafluorohydrazine and difluoramine, both explosive gases. 

Ferrocene-l,l -dicarboxylic acid, 3472 Ferrocene, 3270a Ferrocenium perchlorate, 3263 l-Ferrocenyl-2-methylpropyl azide, 3654 Huoramide, see Fluoramine, 4290 Huorimide, see Difluoramine, 4305 Fluorine azide, 4301 Fluorine, 4304... 

Nitrogen trifluoride Difluoramine Nitrous acid Nitric acid Cyano fluoride Formyl fluoride Carbonyl fluoride Acetyl fluoride Acetyl cyanide Isocyanic acid Methyl isocyanate Formamide Nitromethane Nitrobenzene... 

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