XL.—Electrolysis of potassium allo-ethylic camphorate

James Walker, James Henderson
1895 Journal of the Chemical Society Transactions  
IT has been shown by one of us (Walker, Trans., 1893, 63, 495) that when the sodium ortho-ethylic salt of camphoric acid is subjected to electrolysis in strong aqueous solution, the chief productl is the etbylic salt of an unsaturated monobasic acid C9H"02. Prom the behaviour of its dibromide, this campholytic acid wotild appear to be an ap-unsaturated acid, a fact which has a direct bearing on the position o€ the carboxyl groups in the camphoric acid molecule. It appeared to us of interest to
more » ... us of interest to perform the electrolysis of the isomeric sodium allo-ethylic camphorate, in which the sodium atom and the ethyl group have exchanged places, in order to obtain if possible an isomeride of campholytic acid, and to investigate the properties of its dibromide. We have in reality obtained from the corresponding potassium salt more than one isomeride, and the results of the research, so far as it is completed, are given below. The potassium allo-cthylic camphorate used in the electrolysis was prepared as follows. Twenty-three grams of sodium were dissolved in 350 C.C. of absolute alcohol, and to this solution of sodium ethoxide there were gradually added 182 grams of powdered camphoric anhydride, which dissolved with evolution of heat. The alcoholic solution of sodium ortho-ethylic camphorate obtained in this way was heated with ethylic bromide in order that diethylic camphorate might be produced. Bruhl (Bey., 1891, 24, 3408) recommends heating the reacting substances for 10 hours at 130" in a sealed tube. This is a somewhat troublesome operation when large quantities of solution have to be dealt with, but as we have found that the action proceeds equally well at loo", the following process may be adopted. 100 C.U. of the alcoholic solution are introduced into a soda-water bottle with a 2 A 2
doi:10.1039/ct8956700337 fatcat:fucwoi62ineixg7ndazmnqstwa