Abstract: The acetolysis rates of a number of alkyl-and polymethyl-substituted cyclopropyl tosylates, bromides, and chlorides have been determined. The kinetic results in all cases are consistent with stereospecific disrotatory ring opening concerted with ionization. For trans-/3- alkyl substitution the observed rates show a regular but rather modest increase in the order CH3< CzH6< i-CBH7< tert-C4H9, attributed to inductive effects. The corresponding cis ...
