Abstract
Free tartaric acids, various tartrates, malic, hydroxymaleic, fumaric and aspartic acid, as well as propane diol-1.2 have been labelled by the Wilzbach method. In propane diol, hydrogen attached at C-2 is substituted by tritium three times faster than a hydrogen atom of the methyl group whereas that at C-l is substituted two times faster. Splitting of a carbon-carbon bond and fixation of tritium is eight to nine times more probable than the substitution of hydrogen by tritium. The OH group in propane diol as well as in tartaric and malic acid is more often replaced by atomic tritium than hydrogen atoms fixed at carbon. During the formation of malic acid from tartaric acid the second center of asymmetry is not attacked. The replacement of the OH group occurs in the cases of the free acid and the dimethylester to a high degree under inversion. Is the calcium or copper salt exposed retention prevails. In meso tartaric acid the carbon bound hydrogen is substituted with 12% inversion. When glycolic acid is formed from copper L-tartrate 29% inversion takes place.
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