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Electrophilic fluorinating reagents could in principle operate by electron transfer pathways or an S N 2 attack at fluorine. This distinction has not been decided. [2] By using a charge-spin separated probe, [3] it was possible to show that the electrophilic fluorination of stilbenes with Selectfluor proceeds through an SET/fluorine atom transfer mechanism.
The well-characterized heavier halogens (chlorine, bromine, and iodine) all form mono-, tri-, and pentafluorides: XF, XF 3, and XF 5. Of the neutral +7 species, only iodine heptafluoride is known. [93] While chlorine and bromine heptafluorides are not known, the corresponding cations ClF + 6 and BrF + 6, extremely strong oxidizers, are. [94]
Chlorine and oxygen can bond in a number of ways: chlorine monoxide radical, ClO•, chlorine (II) oxide radical; chloroperoxyl radical, ClOO•, chlorine (II) peroxide radical; chlorine dioxide, ClO 2, chlorine (IV) oxide; chlorine trioxide radical, ClO 3 •, chlorine (VI) oxide radical; chlorine tetroxide radical, ClO 4 •, chlorine (VII ...
Perchloryl fluoride is produced primarily by the fluorination of perchlorates. The initial syntheses in the early 1950s used fluorine gas or fluorides and anodic oxidation as the fluorinating agents, but these give explosive gaseous mixtures. [8] A common fluorinator in modern syntheses is antimony pentafluoride: [3]: 372–373 ClO − 4 + 3 HF ...
Ruthenium(IV) oxide is being used as the main component in the catalyst of the Sumitomo-Deacon process which produces chlorine by the oxidation of hydrogen chloride. [9] [10] RuO 2 can be used as catalyst in many other situations. Noteworthy reactions are the Fischer–Tropsch process, Haber–Bosch process, and various manifestations of fuel ...
The mechanism of electrophilic fluorination remains controversial. At issue is whether the reaction proceeds via an S N 2 or single-electron transfer (SET) process. In support of the S N 2 mechanism, aryl Grignard reagents and aryllithiums give similar yields of fluorobenzene in combination with N-fluoro-o-benzenedisulfonimide (NFOBS), even though the tendencies of these reagents to ...
ClO 2 F was first reported by Schmitz and Schumacher in 1942, who prepared it by the fluorination of ClO 2. [2] The compound is more conveniently prepared by reaction of sodium chlorate and chlorine trifluoride [3] and purified by vacuum fractionation, i.e. selectively condensing this species separately from other products. This species is a ...
Radical fluorination with the pure element is difficult to control and highly exothermic; care must be taken to prevent an explosion or a runaway reaction. With chlorine the reaction is moderate to fast; with bromine, slow and requires intense UV irradiation; and with iodine, it is practically nonexistent and thermodynamically unfavored.