Organomercury Compounds

About: Organomercury Compounds is a research topic. Over the lifetime, 392 publications have been published within this topic receiving 6465 citations.

On the mechanisms of substitution reactions of organometallic compounds of nontransition metals

Abstract: The present paper describes results of studies of two types of substitution reactions (mainly of organomercury compounds): R n M + M' → R m M' and R n-p EX p + E — X m → R m-q M‘X q (E = M’, Hal or H). Various organomercury compounds readily enter into isotopic exchange reactions with 203 Hg. Highly unstable “organic calomels” apparently are intermediates in these exchange reactions. Compounds having platinum-mercury bonds are shown to be the first stage product in the reaction between zerovalent platinum complexes and organomercury compounds. S E 2, S E 1 (N) and S E 2(i.p.) mechanisms are discussed.

Organomercury compounds. XXVII: The synthesis and properties of some carboxylato- and carboxy-pyridinylmercurials

Abstract: 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.