
%0 Journal Article
%A Deacon, GB 
%A Stretton, GN 
%T Organomercury Compounds. XXVII. The Synthesis and Properties of Some Carboxylato- and Carboxy-pyridinylmercurials
%J Australian Journal of Chemistry
%D 1985/03/01
%V 38
%N 3
%P 419-428
%K 
%R https://doi.org/10.1071/CH9850419
%U https://www.publish.csiro.au/paper/CH9850419 
%X Decarboxylation of mercuric pyridine-2,3-dicarboxylate in hot dimethyl  sulfoxide or hexamethylphosphoramide gives a mixture of 2-carboxylatopyridin-3-ylmercury(II) (major product) and 3- carboxylatopyridin-2-ylmercury(II) (minor product). The mixture reacts ( i ) with acidified halide ions ( Cl - or I-) to yield a mixture of the corresponding carboxypyridinyl ( halogeno )mercury(II) derivatives, (ii) with tribromide ions to give the bromo ( carboxypyridinyl )mercury(ii) complexes, 3-bromopyridine-2-carboxylic acid, and 2-bromopyridine-3- carboxylic acid, and (iii) with iodide ions in hot aqueous acetic acid to yield bis (2-carboxypyridin-3-yl)mercury(II) hydrogen triiodomercurate (II). Solutions of the last compound in dimethyl  sulfoxide deposit bis (2-carboxypyridin-3-yl)mercury(II). Reaction of pyridine-2,3-dicarboxylate ions with mercuric acetate in boiling aqueous acetic acid at pH 5.0-5.8 gives mercurated acetic acid as the sole organometallic product, and the reported1 decarboxylation yielding 3-carboxylatopyridin-2-ylmercury(II) is not observed. 
