Kolbe Reaction

Kolbe Reaction

 

a method of obtaining hydrocarbons by the electrolysis of solutions of the salts of carboxylic acids (electrochemical synthesis):

In the electrolysis of a mixture of salts of different acids, nonsymmetrical hydrocarbons (R-R’) are formed in addition to the symmetrical hydrocarbons (R-R and R’-R’). The Kolbe reaction permits us to obtain long-chain monocarboxylic (1) and dicarboxylic (2) acids (after hydrolysis of the corresponding esters):

RCOO- + R’OOC(CH2)n COO-→R(CH2)n COOR’ 2ROOC(CH2)n COO-→ROOC(CH2)n COOR

The Kolbe reaction is used in industry, for example, to obtain sebacic acid, which is used in the production of polyamides and aromatic substances. The reaction was proposed by the German chemist A. W. H. Kolbe in 1849.

REFERENCES

Surrey, A. Spravochnik po organicheskim reaktsiiam. Moscow, 1962. (Translated from English.)
Advances in Organic Chemistry, vol. 1. New York, 1960. Pages 1–34.
References in periodicals archive ?
For instance, carboxylate anions can be reduced at the anode to form carboxyl radicals which promptly lose CO2 to yield alkyl radicals (Kolbe reaction).