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Electrochemical reduction of alpha, omega-dihaloalkanes at carbon cathodes

Posted on:1994-08-20Degree:Ph.DType:Dissertation
University:Indiana UniversityCandidate:Pritts, Wayne AllenFull Text:PDF
GTID:1471390014493266Subject:Chemistry
Abstract/Summary:
t was the goal of this work to (a) probe the electrochemical behavior of ;All of the findings for 1,3-dihalopropane support a process involving the transfer of two electrons in two-steps (with the appearance of a single step) to 1,3-dibromo-, 1,3-diiodo-, 1-bromo-3-chloro-, 1-chloro-3-iodo-, and 1-bromo-3-iodopropane which results in generation of a carbanion intermediate; this carbanion can cyclize and displace a halide ion to form cyclopropane.;Depending on the potential and choice of 1,4-dihalobutane, a cycloalkane is no longer produced exclusively; instead a wide variety of products is obtained. 1,4-Dibromobutane follows a carbanion pathway when it is reduced at ;An investigation of the electrochemistry of 1,5-dihalopentanes reveals that these compounds also afford an assortment of products as seen for the 1,4-dihalobutanes. Electrochemical reduction of 1,5-dibromopentane at...
Keywords/Search Tags:Electrochemical
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