Abstract
The synthesis and electrolysis of a series of o-chloro- and o-bromo-phenyl-substituted acids with two to five carbon chain lengths have been studied. The main products, under the experimental conditions used, were the Kolbe dimers. A complete isolation and identification of all of the important by-products is recorded. Methanol and methanol–pyridine were the solvents for electrolysis.This work represents the first study of the behavior of aromatic halogen substituents during the Kolbe electrolysis. In contrast to many reactions involving aliphatic halogen substituents, no free halogen was produced and no products were obtained, even in trace amounts, where halogen had been lost from the aromatic nucleus. During this investigation, 18 previously unreported compounds were synthesized and their properties were determined.
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