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The reaction mechanism for chlorination of benzene is the same as bromination of benzene. Iron(III) bromide and iron(III) chloride become inactivated if they react with water, including moisture in the air. Therefore, they are generated by adding iron filings to bromine or chlorine. Here is the mechanism of this reaction:
Addition of Cl 2 destroys the aromaticity of the benzene ring, and the addition of two more Cl 2 molecules is rapid compared to the first. Hence, only thrice-dichlorinated product can be isolated from this reaction. Radical addition: C 6 H 6 + 3Cl 2 → C 6 H 6 Cl 6. Hexachlorocyclohexane isomers with more than one chlorine atom per carbon are:
Chlorobenzene (abbreviated PhCl) is an aryl chloride and the simplest of the chlorobenzenes, consisting of a benzene ring substituted with one chlorine atom. Its chemical formula is C 6 H 5 Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals. [6]
p-DCB is produced by chlorination of benzene using ferric chloride as a catalyst: . C 6 H 6 + 2 Cl 2 → C 6 H 4 Cl 2 + 2 HCl. The chief impurity is the 1,2 isomer.The compound can be purified by fractional crystallization, taking advantage of its relatively high melting point of 53.5 °C; the isomeric dichlorobenzenes and chlorobenzene melt well below room temperature.
It is a derivative of benzene, consisting of two adjacent chlorine atoms. It is mainly used as a precursor chemical in the synthesis of agrochemicals , as a preferred solvent for dissolving and working with fullerenes , as an insecticide , and in softening and removing carbon-based contamination on metal surfaces.
Chlorinated disinfection agents such as chlorine and monochloramine are strong oxidizing agents introduced into water in order to destroy pathogenic microbes, to oxidize taste/odor-forming compounds, and to form a disinfectant residual so water can reach the consumer tap safe from microbial contamination.
Photochlorination is a chlorination reaction that is initiated by light. Usually a C-H bond is converted to a C-Cl bond. Photochlorination is carried out on an industrial scale. The process is exothermic and proceeds as a chain reaction initiated by the homolytic cleavage of molecular chlorine into chlorine radicals by ultraviolet radiation ...
In 1867, Henry Bassett proved that the compound produced from benzene and antimony was the same as Julian's carbon chloride and named it "hexachlorobenzene". [10] [9] Leopold Gmelin named it "dichloride of carbon" and claimed that the carbon was derived from cast iron and the chlorine was from crude saltpetre. [9]