Over 1953/54 Karl Ziegler and Giulio Natta independently discovered new types of catalyst. Thus it was able to produce synthetic cis-polyisoprene rubber which has same properties like natural rubber, since then the amount of consumption was increased rapidly. The problem of disposing of used rubbers has become acute in recent years. cis-Polyisoprene was degraded in supercritical tetrahydrofuran and degree of degradation and product were observed by GPC, FT-IR, GC-MS analyses. As a result, degradation of cis-polyisoprene had small dependency upon the operating pressure, and was inhibited in concentration increase. And cis-polyisoprene was degraded into narrow molecular weight distribution oligomer in 3 hours, and more than 10 organic compounds were produced.