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Radical fluorination is a type of fluorination reaction, complementary to nucleophilic and electrophilic approaches. [1] It involves the reaction of an independently generated carbon-centered radical with an atomic fluorine source and yields an organofluorine compound .
The reaction typically involves free radical pathways. The regiochemistry of the halogenation of alkanes is largely determined by the relative weakness of the C–H bonds. This trend is reflected by the faster reaction at tertiary and secondary positions. Free radical chlorination is used for the industrial production of some solvents: [2]
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.
Pages in category "Free radical reactions" The following 25 pages are in this category, out of 25 total. ... Radical fluorination; Radical substitution;
Electrophilic fluorination is the combination of a carbon-centered nucleophile with an electrophilic source of fluorine to afford organofluorine compounds. Although elemental fluorine and reagents incorporating an oxygen-fluorine bond can be used for this purpose, they have largely been replaced by reagents containing a nitrogen-fluorine bond.
A free-radical reaction is any chemical reaction involving free radicals.This reaction type is abundant in organic reactions.Two pioneering studies into free radical reactions have been the discovery of the triphenylmethyl radical by Moses Gomberg (1900) and the lead-mirror experiment [1] described by Friedrich Paneth in 1927.
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Free radical reactions (25 P) Functional modification reactions (5 C) H. ... Fluorination by sulfur tetrafluoride; Fluorination with aminosulfuranes; Formose reaction;