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The sequencing rules used here for the assignment of R and S stereochemical designations are those of K.

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3,3'-Azo-1-propene (4), 3,3'-azo-1-propene-3,3-d2 (5) and 3,3'-azo-1-propene-3,3,3'3'-d4 (6) have been synthesized and characterized. Thermolysis of 4, at 40-300 Torr, and in the region 150-17O0, followed first order kinetics (E, = 36.1 + 0.2 kcal mole-', log A = 15.54 k 0.10) the major product, > 99.9 %, being 1,Shexadiene (9).The presence of less than0.1% propene suggests that the allylradical is unable to abstract hydrogen from 4 or 9. Statistical scrambling of deuterium, in the products of thermolysis of 5 and 6, was observed. These results are interpreted in terms of a mechanism wherein ally1 radicals are generated. Comparison of the activation energies for azoalkanes and 4 with the bond dissociation energies of hydrocarbons suggest that a good Polanyi plot is possible.

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