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As shown below, when 5 -deutero-5-methyl-1.3-cyclogentadiene is warmed to room temperature, it rapidly rearranges, giving an equilibrium mixture containing the original compound as well as
As shown below, when 5 -deutero-5-methyl-1.3-cyclogentadiene is warmed to room temperature, it rapidly rearranges, giving an equilibrium mixture containing the original compound as well as two others. Propose a plausible mechanism for the formation of these other two compounds. 25C 25C. The first equilibrium represents a [4+2] cycloaddition, and the second equilibrium also represents a [4+2] cycloaddition. The first equilibrium represents a [ 1,5] sigmatropic rearrangement, and the second equilibrium akso represents a[1.5] sigmatropic rearrangement. The first equilibrium represents a [3.3] sigmatropic rearrangement, and the second equilibrium represents a[3,3] sigmatropic rearrangement. The first equilibrium represents an electrocyclic reaction, and the second equilibrium also represents an electrocyclic reaction. The first equilibrium represents a {2+2} cycloaddition, and the second equitibrium also represents a [2+2} cycloaddition
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