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Published July 1950 | public
Journal Article

The Dipole Moment and Molecular Configuration of 1,6-Dichloro-1,5-cycloöctadiene

Abstract

The structure of the eight-membered ring dimer (I) of chloroprene (2-chloro-1,3-butadiene) has been established as 1,6-dichloro-1,3-cyclooctadiene (the product of "head-to-head'' dimerization) with probably the cis-cis configuration of double bonds Inspection of Fisher-Hirschfelder models reveals that this substance might be expected to exist in three strainless forms analogous to the boat and chair forms of cyclohexane.

Additional Information

© 1950 American Chemical Society. Received January 16, 1950. The 1,6-dichloro-1,5-cyclooctadiene was kindly supplied by Dr. Arthur C. Cope and Mr. William R. Schmitz. Mr. Schmitz also aided in the determination of the dipole moment. Drs. I. Amdur, Richard C. Lord, Jr., and D. H. R. Barton gave valuable advice for the theoretical part.

Additional details

Created:
August 19, 2023
Modified:
October 24, 2023