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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The 1,3-Diaxial Dibromo Interaction

Paul V. Bernhardt A , Raymond M. Carman A B and Tri T. Le A
+ Author Affiliations
- Author Affiliations

A Department of Chemistry, University of Queensland, Brisbane QLD 4072, Australia.

B Corresponding author. Email: carman@chemistry.uq.edu.au

Australian Journal of Chemistry 58(7) 535-538 https://doi.org/10.1071/CH05043
Submitted: 9 February 2005  Accepted: 13 April 2005   Published: 21 July 2005

Abstract

The non-bonding interaction between two bromine atoms sited 1,3-diaxially on a simple cyclohexane ring is explored by X-ray crystallography. The ring is distorted to allow the bromine atoms an interatomic distance of 3.54 Å.


Acknowledgments

R.M.C. thanks William Kitching and Sharon Chow for providing laboratory space and equipment, and Douglas Brecknell for assistance with molecular mechanics calculations.


References


[1]   I. Grosu, B. del C. Camacho, A. Toscano, G. Ple, S. Mager, R. Martinez, R. R. Gavino, J. Chem. Soc., Perkin Trans. 1 1997,  775.
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* Despite reports[3,8] that isomers 2 and 5 give a large mixed melting point depression, the two isomers interconvert at their melting point and thus the melting points are dependent upon the rate of heating. We do not consider that the melting point value provides a reliable means for distinguishing between these two isomers.