Nitryl chloride fluoride

Nitryl chloride (NO2CI) also adds to alkenes, to give p-halo nitro compounds, but this is a free-radical process. The NO2 goes to the less-substituted carbon. Nitryl chloride also adds to triple bonds to give the expected l-nitro-2-chloro alkenes. The compound FNO2 can be added to alkenes by treatment with HF in HNOa or by addition of the alkene to a solution of nitronium tetrafluoroborate (NOJBF4, see 11-2) in 70% polyhydrogen fluoride-pyridine solution (see also 15-37). 

Nitropropane Nitrosyl fluoride Nitrosyl perchlorate Nitrourea Nitrous acid Nitryl chloride Oxalic acid See under Nitromethane chlorosulfonic acid, oleum Haloalkenes, metals, nonmetals Acetones, amines, diethyl ether, metal salts, organic materials Mercury(II) and silver salts Phosphine, phosphorus trichloride, silver nitrate, semicarbazone Ammonia, sulfur trioxide, tin(IV) bromide and iodide Furfuryl alcohol, silver, mercury, sodium chlorate, sodium chlorite, sodium hypochlorite... 

Nitrogen trilluoride, 4336 Nitrogen triodide, 4633 Nitrogen triiodide-silver amide, 4634 Nitrogen triiodide-ammonia, 4635 Nitrosyl chloride, 4023 Nitrosyl fluoride, 4302 Nitryl chloride, 4025 Nitryl fluoride, 4303... 

Nitrosyl tetrafluorochlorate, 3985 Nitrous acid, 4435 Nitryl chloride, 4025 Nitryl fluoride, 4303 Nitryl hypochlorite, 4026 Nitryl hypofluorite, 4304 Nitryl perchlorate, 4029 Osmium hexafluoride, 4370 Osmium(VIII) oxide, 4858 Oxygen (Gas), 4831 Oxygen (Liquid), 4832 Oxygen difluoride, 4317 Ozone, 4846... 

Deville first synthesized dinitrogen pentoxide in 1849 by reacting silver nitrate with chlorine gas. This reaction probably involves the initial formation of nitryl chloride and, accordingly, dinitrogen pentoxide can also be formed from the reaction of nitryl chloride or nitryl fluoride with a metal nitrate. These reactions are more of theoretical interest than of any practical value. 

Nitryl fluoride is a strong oxidizing agent. Most reactions are similar to those of nitryl chloride, NO2CI (See Nitryl Chloride Reactions). Nitryl fluoride hydrolyzes rapidly in water forming nitric acid and hydrofluoric acid ... 

Nitrous oxide , see Dinitrogen oxide, 4739 Nitryl chloride, 4019 Nitryl fluoride, 4297... 

Nitrogen dioxide, 4720 Nitrogen oxide, 4719 Nitrosyl chloride, 4017 Nitrosyl fluoride, 4296 Nitrosyl perchlorate, 4021 Nitrosyl tetrafluorochlorate, 3979 Nitrosylsulfuric acid, 4432 Nitrous acid, 4429 Nitryl chloride, 4019 Nitryl fluoride, 4297 Nitryl hypochlorite, 4020 Nitryl hypofluorite, 4298 Nitryl perchlorate, 4023 Osmium hexafluoride, 4364 Osmium(VIII) oxide, 4852 Oxygen difluoride, 4311 Oxygen (Gas), 4825 Oxygen (Liquid), 4826 Ozone, 4840... 

Nitrosyl fluoride was also made from NO2 and C0F3 and by the reaction of nitryl chloride with hydrogen fluoride ... 

Nitryl fluoride, FNO2, and nitryl chloride, CINO2, are prepared, respectively, by fluorination of N2O4 (reaction 14.67) and oxidation of CINO (using e.g. CI2O or O3). Both are planar molecules FNO2 is isoelectronic with [NO3]-. 

Nitrations with Nitryl Fluoride. Nitryl fluoride is a more powerful nitrating agent than nitryl chloride, but is more difficult to handle. Hetherinton and Robinson ( ) reported nitration of aromatics with nitryl fluoride, in the absence of catalysts. They suggested, that in solution, nitryl fluoride dissociates into 2 ... 

Nitrations with Nitryl Bromide. Nitryl brcmide conpared with the chloride and fluoride, is quite unstable. Nitration experiments were carried out with solutions obtained by the halogen exchange of nitryl chloride with KBr (not separated from unchanged nitryl chloride and decomposition products) carried out in sulfur dioxide solutions at -20°, and using TiBri as catalyst. Yields of nitrations are lower than those obtained with nitryl chloride, due to the formation of more ring-brominated products (29). This can be attributed partly to free bromine being present from the decomposition of nitryl bromide and to the easier homolysis of nitryl bromide itself. 

Nitryl fluoride and chloride, XNO2, like their nitrosyl analogues, are reactive gases they feature planar molecules, analogous to the... 

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