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Dio rRI3UTiOr>i OF THiS DOCUMENT IS UNUMITED WHC-EP-0517 EVALUATION OF THE GENERATION AND RELEASE OF FUMMABLE GASES

The great utility of iodomethylzinc iodide as a reagent for the preparation of cyclopropane derivatives,2 and the reported formation of that reagent from diazomethane and zinc iodide3 have led us to investigate the reactions of some secondary diazoalkanes with zinc iodide.Anhydrous 2-diazopropane in ether at -60°to -25°reacted quickly with zinc iodide in trace amounts or in large excess to give primarily acetone azine accompanied by 11-36% yields of tetramethylethylene. Propene was not formed in detectable amounts. The presence of a large excess of added propene in the reaction mixture did not lead to detectable amounts of 1,1,2-trimethylcyclopropane, although trace amounts of a substance having the same vapor phase chromatographic retention time as the latter were formed, with or without added propene. To ensure that the conditions of the

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