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Date of Award


Document Type


Degree Name

Doctor of Philosophy (Ph.D.)



First Advisor

Emerson G. Cobb

First Committee Member

Donald K. Wedergaertner

Second Committee Member

Howard K. Zimmerman

Third Committee Member

Richard P. Dodge

Fourth Committee Member

Charles H. Roscoe

Fifth Committee Member

Charles A. Matuszak


This investigation was undertaken in an attempt to form strained cyclic allenes and to study their chemistry. The method chosen for the attempted formation of strained cyclic allenes was the determination of the corresponding 2,3-dibromocycloalkene. 2,3-Dibromocyclononene was synthesized during the course of this investigation so that its debromination to the 1,2-cyclononadiene, which is the smallest stable, 1,2-cycloalkadiene, could be studies as model for the debromination of smaller 2,3-dibromocycloalkenes was initiated. The formation of 1,2-cyclohexadiene was attempted by the debromination of the 2,3-dibromocyclohexene. Evidence for the presence of this unstable intermediate was sought via the use of trapping agents.



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Chemistry Commons



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