Abstract cis‐trans isomerizations have been effected in natural rubber, gutta‐percha, squalene, cis‐ and trans‐3‐methylpent‐2‐ene, and cis‐polybutadiene by treatment with thiol acids, sulfur dioxide, and allied reagents. Natural rubber, and gutta‐percha, and cis‐ and trans‐3‐methylpent‐2‐ene have been converted into equilibrium mixtures of similar isomeric composition (57% trans at 140°C.). A sensitive infrared method of analysis has been developed for estimating cis and trans double bonds in polyisoprenes.
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Cunneen et al. (1959) studied this question.
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