Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published March 1, 1965 | public
Journal Article

Small-Ring Compounds. XLIII. Formolysis of Substituted Allylcarbinyl Tosylates


Rate accelerations have been measured as a function of methyl substitution in 3- and 4-positions and phenyl substitution at the 4-position in the formolysis of allylcarbinyl tosylate. The largest factor, 4.5 x 10^3, was observed for (γ,γ dimethylallyl)carbinyl tosylate. The nature of the solvolytic transition state is discussed; the results are shown to be inconsistent with formation of classical carbonium ion intermediates.

Additional Information

© 1965 American Chemical Society. Received November 13, 1964. Supported in part by the National Science Foundation.

Additional details

August 19, 2023
October 24, 2023