Reaction of alkoxyl organomercury compounds with secondary amines

Conclusions The reactions of the tert-butylates of n-propylmercury, isopropylmercury and phenylmercury with diethylamine are accompanied by the formation of compounds that contain the Hg-N bond. As a result, we were the first to obtain diethylaminophenylmercury. The latter reacts with chloroform at room temperature to give phenyl(trichloromethyl)mercury.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp.474–475, February, 1973.     

Reaction of some organomercury compounds with diazonium salts

Summary We were the first to replace a mercury atom attached to a saturated carbon atom by the arylazo group. The reaction of the p-nitro- and 2,4-dinitrophenyldiazonium fluoborates with ethyl -bromomercuriphenylacetate and with bromomercurimethyl tert-butyl ketone give the corresponding arylhydrazones in good yields.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1711–1712, September, 1964     

Reaction of asymmetric organomercury compounds with thallium trichloride

Summary Thallium trichloride exchanges two of its halogen atoms only for a radical that possesses a trans-configuratlon in cis-trans compounds, or for a radical that experiences electrophilic attack by the hydrogen ion in the decomposition of RHgR' by hydrochloric acid.     

Reaction of free radicals with unsymmetrical organomercury compounds

Russian Chemical Bulletin -     

Reaction of sulfur trioxide and dioxane sulfotrioxide with organomercury compounds

Conclusions A study was made of the reaction of sulfur trioxide and dloxane sulfotrioxide with aromatic and aliphatic organomercury compounds, which leads to the formation of the mercury salts of sulfonic acids.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 940–941, April, 1972.     

Interaction of xenon diflouride with organomercury compounds

XeF₂ is shown to react with organomercury compounds, R₂Hg (R = PhCC,p-MeOC₆H₄, p-Me₂NC₆H₄, p-EtO₂CC₆H₄ and PhCH₂), with cleavage of the CHg bond. The products of the reaction are the following: Xe, RHgF (or RHgF/HgF₂ mixture; for R = benzyl RHgF undergoes fast demercurization), RF (excluding R = PhCC), R₂, and the products of radical, R·, reactions with solvents (dry CCl₄ or CHCl₃).The ease of reaction, about which one can judge from the temperature of the beginning of Xe evolution (given in brackets in °C), was found to decrease in the following sequence: R = PhCH₂ (—45) p-Me₂NC₆H₄, (—40), PhCC (—5), p-MeOC₆H₄ (5), p-EtO₂CC₆H₄ (25). This sequence indicates XeF₂ to be an electron acceptor and R₂Hg an electron donor. It follows from the reaction mixture composition that the reaction goes via free radicals. The absence of fluorinated organomercury products in the reaction mixtures may be considered as evidence that XeF₂ reacts more easily with the CHg bond than with CH or CC bonds.XeF₂ reacts also with HgX₂ (X = Cl, Br, I) under mild conditions to give X₂, HgF₂, and Xe in quantitative yields.     

Exchange reactions of organomercury compounds

Spectroscopic studies (PMR and UV) have been carried out on mixtures of symmetrical organomercury compounds at room temperature in DMSO, pyridine, and ethanol as solvents. It has been shown that for a range of diarylmercurials, Ar₂Hg, and di-(acetaldehyde)mercury, Hg(CH₂CHO)₂, an exchange reaction occurs with the formation in solution of the unsymmetrical compound ArHgCH₂CHO. Facile exchange also occurs between pairs of diarylmercurials. A mechanism involving a four centre transition state is proposed. Simple dialkylmercurials do not undergo this exchange under mild conditions.     

Synthesis of organomercury nitro compounds

Summary The mechanism of the addition of the mercury salt of trinitromethane to unsaturated compounds was studied.