Gas phase pyrolysis of o-hydroxybenzyl alcohol at 750'C gave o-quinonemethide, which, on isolation, formed a mixture of the corresponding dimer and trimer. However, pyrolysis of o-hydroxy[1(4-pentenyl)Jbenzyl alcohol permitted intramolecular trapping of the intermediate o-quinonemethide, giving 3,4-trimethylene-3,4-dihydrobenzochroman. In contrast, gas phase pyrolysis of o-mercaptobenzyl alcohol readily gave benzo[blthiete in good yield. The pyrolysis makes this interesting highly strained molecule readily available for study and synthetic application. Preliminary results showed that benzol bthiete readily undergoes thermal dimerization, ringopening reactions with nucleophiles, and a variety of DielsAlder reactions.-
The kinetics of chromic acid oxidation of glyoxal is reported. The reaction is fltst-order in glyoxal and indicates a gradual change from a first-order to a zero-order dependence on acidity.The kinetic nature of this reaction has been studied and the rate law is consistent with a proposed mechanism as follows; rate = K[Cr+6] [Gx][H+]/(l +0.238[H+])at 25°C. The product analysisindicates that formic acid is the oxidation product under similar kinetic condition.
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