Iodotoluene
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Iodotoluene
Iodotoluenes are aryl iodides based on toluene in which at least one aromatic hydrogen atom is replaced with an iodine atom. They have the general formula C7H8–''n''I''n'', where ''n'' = 1–5 is the number of iodine atoms. Monoiodotoluene Monoiodotoluenes are iodotoluenes containing one iodine atom. There are three isomers, each with the formula C7H7I. Properties The isomers differ in the location of the iodine, but have the same chemical formula. Benzyl iodide is an isomer, which has an iodine substituted for one of the hydrogens of toluene's methyl group, and it is sometimes named α-bromoiodine. Preparation A laboratory route to ''o''- and ''p''-iodotoluene proceeds from toluene, which is treated with a mixture of iodine and nitric acid in an electrophilic aromatic substitution. The resulting mixture of ''o'' and ''p''-iodotoluene is then separated by fractional freezing; cooling the mixture in an ice bath results in solidification of ''p''-iodotoluene, which can the ...
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