Search results
Results from the WOW.Com Content Network
In the first step, the reaction is only run to 10% to 15% conversion to prevent the second addition of a chlorine atom to the desired chlorobenzene. Despite this, the overall selectivity of the reaction is 70% to 85%. This second addition can be reversed using the Hooker modification, though it is also costly.
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]
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:
Chlorobenzenes are a group of aryl chlorides/halobenzenes consisting of one or more chlorine atoms as substituents on a benzene core. They have the formula C 6 H 6–n Cl n, where n = 1–6 is the number of chlorine atoms. Depending on the number of chlorine substituents, there may be several constitutional isomers possible. Monochlorobenzene ...
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]
Some chloroacetyl chloride is also used to produce phenacyl chloride, another chemical intermediate, also used as a tear gas. [3] Phenacyl chloride is synthesized in a Friedel-Crafts acylation of benzene, with an aluminium chloride catalyst: [6] With anisole, it is used for the synthesis of venlafaxine.
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:
In addition to chlorine, sulfur dioxide is also introduced into the reaction mixture. The products formed are alkylsulfonyl chlorides, which are further processed into surfactants. [28] Hydrochloric acid is formed as a coupling product, as is the case with photochlorination. Since direct sulfonation of the alkanes is hardly possible, this ...