1-decene-1,10-dicarboxylic acid

Traumatic Acid, the plant wound hormone, is liberated by damaged tissues, and stimulates growth of parenchymatous celk in the repair process. It has been isolated by English (1939) and shown to be 1 — decene — 1, 10 — dicarboxylic acid, HOOC. CH = CH. (CH ),. CHij. COOH. 

The dicarboxylic acid was obtained in 65% yield with 79% selectivity. Fortunately, there are better ways (see Chap. 6) to make this compound without the use of toxic carbon tetrachloride. This method gives 100% selectivity at 71% conversion in the reaction of biphenyl-4-carboxylic acid to form the 4,4 -biphenyldicarboxylic acid. /3-Cyclodextrin accelerates the platinum-catalyzed addition of triethoxysilane to styrene.231 The reaction is 100% complete in 30 min at 50°C with the cyclodextrin, but only 45% complete without it. The Wacker reaction of 1-decene produces several ketones owing to double-bond isomerization. If the reaction is run in a dimethylcyclodextrin, isomerization is reduced by faster reoxidation of palladium(O).232 The product 2-decanone is obtained with 98-99% selectivity (5.57). 

The oxidation of the terminal methyl group of PA produced an AA yield of 6% if Debaryomyces pfaffii was used as biocatalyst [117]. Liu and Yi [118] investigated the diterminal oxidation of 1-decene and 1-dodecene by the mutant SD6 from C. tropicalis. Besides other dicarboxylic acids, AA was detected in both product mixtures. Accordingly, the authors proposed the microbial metabolic pathway. 

A wound hormone in plants, traumatin or l-decene-1,10-dicarboxylic acid, was first isolated from bean pods. This substance is capable of inducing renewed cell division and... 

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