
%0 Journal Article
%A Smith, Graham 
%A Venzke, Brian N. 
%A Bott, Raymond C. 
%A Carman, Raymond M. 
%A Kennard, Colin H. L. 
%T The crystal structures of six polybromo carvones
%J Australian Journal of Chemistry
%D 2000/11/15
%V 53
%N 8
%P 723-726
%K Polybromo menthanone; X-ray crystal structure.
%R https://doi.org/10.1071/CH00092
%U https://www.publish.csiro.au/paper/CH00092 
%X The crystal structures of six polybromo carvones have been determined by single-crystal X-ray diffraction. These are the three previously reported isomeric tetrabromo carvones, (1S,3S,4R,8R)-1,3,8,9-tetrabromo-p-menthan-2- one (4), (1S,3S,4R,8S)-1,3,8,9-tetrabromo-p-menthan-2-one (5) and (1R,3S,4R,8R)-1,3,8,9-tetrabromo-p-menthan-2-one (12), two tribromo derivatives, (1S,4R,8R)-1,8,9-tribromo-p-menthan-2-one (10) and (1S,4R,8S)-1,8,9-tribromo-p-menthan-2-one (11) &#91;all derived from (R)-carvone (1)&#93;, together with a pentabromo derivative, (1S,3S,4R,6R,8R)-1,3,6,8,9-pentabromo-p-menthan-2-one (7) &#91;derived from (S)-carvone ent-(1)&#93;. In all examples, the stereochemistry agrees with that predicted from the synthetic pathway, while with one &#91;the (1R,3S,4R,8R)-tetrabromide (12)&#93; a distorted twist-chair conformation is found. 
