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Trichloroethylene-extracted soybean oil meal has been associated with a refractory, hemorrhagic, aplastic anemia when fed to cattle. Quantitative data on the autoxidation of trichloroethylene were needed to determine whether the oxidation products contributed to the toxicity. The autoxidation with oxygen at 45°to 70°C. yielded about 95% of a liquid mixture and about 5% of gaseous products. The liquid was composed of about equal parts of dichloroacetyl chloride and a very reactive isomer believed to be trichloroethylene epoxide. The gases consisted of phosgene, carbon monoxide, and hydrogen chloride in equimolar quantities. The highly reactive "epoxide" was found to yield chloral, dichloroacetyl chloride, glyoxylic and formic acids, and carbon monoxide in the presence of iron and moisture, which would be found in a soybean oil extraction plant. With this knowledge of the autoxidation products of trichloroethylene, it is possible to make them react under controlled conditions, with soybeans and with soybean oil flakes for toxicity studies.

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