462-06-6Relevant articles and documents
Fluoroaromatics from arylamines, a convenient one-pot conversion using nitrosonium tetrafluoroborate
Milner
, p. 73 - 82 (1992)
A simple, novel and extremely versatile procedure has been identified for the conversion of arylamines into the corresponding arylfluorides. The amine is treated with nitrosonium tetrafluoroborate in dichloromethane and the resulting diazonium tetrafluoroborate is heated, without isolation or drying, to give the fluoroaromatic, generally in good yield. The method is applicable even to arylamines bearing carboxyl and hydroxyl substituents which give poor yields of arylfluorides under Balz-Schiemann conditions.
Cleavage of Aryl-Tin Bonds with Elemental Fluorine: Rapid Synthesis of Fluorobenzene
Adam, Michael J.,Pate, Brian D.,Ruth, Thomas J.,Berry, Joffre M.,Hall, Laurance D.
, p. 733 (1981)
Fluorobenzene has been synthesized rapidly by treatment of aryltin derivatives with F2 in CFCl3 or CCl4 at -78 to 0 deg C.
DIRECT LIQUID-PHASE FLUORINATION OF AROMATIC COMPOUNDS. NEW ADVANCES IN ELECTROPHILIC FLUORINATION
Gambaretto, G. P.,Conte, L.,Fraccaro, C.,Napoli, M.
, p. 241 (1991)
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Preparation of Fluoroarenes in One-Pot Diazotization and Fluoro-Dediazoniation of Aminoarenes Using HF or HF-Base. The Functions of Bases in the HF Solution
Fukuhara, Tsuyoshi,Sasaki, Satoshi,Yoneda, Norihiko,Suzuki, Akira
, p. 2058 - 2062 (1990)
In a one-pot diazotization of anilines followed by fluoro-dediazoniation in situ using HF or HF with bases (HF-Base) as a solvent, the diazotization stage has been found to play the most important part to yield fluoroarenes effectively.Diazotization of anilines was greatly influenced by the composition of the HF solution, and greatly enhanced by employing appropriate amounts of bases, such as pyridine.On the other hand, fluoro-dediazoniation of diazonium salts, once formed, took place very readily in HF or HF-Base to produce fluoroarenes in high yield, although such bases served to slow down the rate of decomposition of diazonium salts to some extent.
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Feng,Mamula
, p. 507 (1958)
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Speranza et al.
, p. 5583,5588 (1977)
Photochemical Sandmeyer-type Halogenation of Arenediazonium Salts
Belitz, Florian,Goo?en, Lukas J.,Manu Martínez, ángel,Schmid, Rochus,Sivendran, Nardana,Sowa Prendes, Daniel
, (2022/01/19)
Trihalide salts were found to efficiently promote photochemical dediazotizing halogenations of diazonium salts. In contrast to classical Sandmeyer reactions, no metal catalysts are required to achieve high yields and outstanding selectivities for halogena
Process for Preparing Fluorobenzene by Direct Fluorination
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Paragraph 0176-0184, (2021/02/26)
The invention relates to a use of a fluorination gas, wherein the elemental fluorine (F2) is present in a high concentration, for example, in a concentration of elemental fluorine (F2), especially of equal to much higher than 15% or even 20% by volume (i.e., at least 15% or even 20% by volume), and to a process for the manufacture of a fluorinated benzene by direct fluorination employing a fluorination gas, wherein the elemental fluorine (F2) is present in a high concentration. The process of the invention is directed to the manufacture of a fluorinated benzene by direct fluorination. Especially the invention is of interest in the preparation of fluorinated benzene, final products and as well intermediates, for usage in agro-, pharma-, electronics-, catalyst, solvent and other functional chemical applications. The fluorination process of the invention may be performed batch-wise or in a continuous manner. If the process of the invention is performed batch-wise, a column (tower) reactor may be used. If the process of the invention is continuous a microreactor may be used. The invention is characterized in that the starting compound is benzene, and the fluorinated compound produced is a fluorinated benzene, preferably monofluorobenzene.