344-07-0 | Chloropentafluorobenzene

CAS:344-07-0 | Chloropentafluorobenzene ,Description

Chloropentafluorobenzene (CPFB) is a chemical compound with the molecular formula C5F5Cl. It is a colorless, volatile liquid that is used as a reagent in organic synthesis and as a solvent in chemical analysis. CPFB is an important compound in the field of organofluorine chemistry, as it is a versatile building block for the synthesis of a variety of fluorinated organic compounds. It is also used in the production of pharmaceuticals, agrochemicals, and specialty chemicals.
 

Scientific Research Applications

Reactions with Strong N-Bases

Chloropentafluorobenzene reacts with strong N-bases like DBN, DBU, TBD, and MTBD in polar aprotic solvents, especially in the presence of water. The resulting products are appropriate lactams, and with the use of the TBD N-base, a benzimidazole derivative is formed. These products are not formed directly in the nucleophilic substitution by N-bases but after the hydrolyses of the N-bases, leading to the formation of hard nucleophiles like amines (Gierczyk, Schroeder, & Brzeziński, 2003).

Preparation Methods

Chloropentafluorobenzene can be prepared through the interaction between pentafluorobenzene and chlorosulfuric acid in the presence of iodine or iodine chloride. This method also allows for the obtaining of bromopentafluorobenzene (Igumnov, 2017).

Electrochemistry Studies

In electrochemistry, chloropentafluorobenzene is a subject of study for its noncoordinating solvent properties. It is useful for electrochemical studies of transition metal complexes, being a versatile alternative to chlorohydrocarbons or difluorobenzene (Ohrenberg & Geiger, 2000).

Electron and Positron Scattering Studies

Chloropentafluorobenzene is used in studies measuring total cross sections for electron and positron scattering. These studies provide insights into the interaction dynamics of molecules like chloropentafluorobenzene and chlorobenzene under different impact energies (Makochekanwa, Sueoka, & Kimura, 2003).

Ammonolysis Reactions

The ammonolysis of chloropentafluorobenzene in the presence and absence of copper(I) salt shows a preference for the replacement of para- and ortho-fluorine atoms rather than the chlorine atom. This reaction forms the basis of a new method for the preparation of certain fluorinated compounds (Selivanova, Pokrovskii, & Shteingarts, 2001).

Interaction with Organozinc Compounds

Chloropentafluorobenzene reacts with organozinc compounds to form N,N-dimethylbis(perfluoroaryl)methylamines, with the direction of reaction altered by the addition of CuCl (Vinogradov, Krasnov, & Platonov, 2008).

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