Mercury naphthyl

We return now to the mercuro-de-diazoniation. Nesmeyanov s school continued the work on metallo-de-diazoniations from 1929 to 1953 (see summary by Nesmeyanov, 1972). A major discovery was made at the very beginning, namely the influence of copper powder (Nesmeyanov, 1929 b Nesmeyanov and Kahn, 1929). With this addition metallic mercury was not required instead the double salt of the diazonium chloride and mercuric chloride was used. The copper reacts stoichiometrically as an electron donor. Therefore, either arylmercuric chlorides (Scheme 10-87) or diarylmercury compounds (Scheme 10-88) can be obtained. These reactions are called Nesmeyanov reactions. Specific examples are the syntheses of di-2-naphthyl-... 

Hydrazotctrazolc. 0826 Lead 5.5 -azotctrazolidc. 1020 Mercury 5.5 -azotctrazolidc. 0980 Mercury(II) 5-nitrotetrazolide, 0981 2-Methyltetrazole, 0814 2-Methy 1-5 -viny ltetrazole, 1511 l-(2-Naphthyl)-3-(5-tetrazolyl)triazene, 3394 5-/V-Nitroaminotctrazolc. 0415 1 -(2-Nitrophenyl)-5-phenyltetrazole, 3 602 5-Nitro-2-picryltetrazole, 2638 5-Nitrotetrazole, 0387... 

Mercury di-/3-naphthyl has been prepared by the action of sodium amalgam on /3-bromonaphthalene,1 and by the action of alcoholic sodium iodide on /9-naphthylmercuric chloride.2... 

Shih and Carr [277,278] showed that metal complexes of bis(/ -butyl-2-naphthyl-methyldithiocarbamate) are thermodynamically stable and chemically inert and that the nickel(II), iron(III), copper(II) and mercury (II) complexes of this dithiocarbamate can be separated by high performance liquid chromatography and detected with a variable wavelength detector. 

Naphthylmcrcuric chloride has been prepared by the action of mercuric chloride in amyl alcohol on mercury di-iS-naphthyl,1 and from / -naphthalenesu 1 finic acid and mercuric chloride.2... 

Magnesium, 12, 48 Malononitrile, 10, 66 Malonylurea, see Barbituric acid Mercuration, 12, 46, 54 Mercuric chloride, 12, 54 Mercuric oxide, 12, 44 Mercury di-/3-naphthyl, 12, 46 Mesaconic acid, 11, 74 Mcsitylene, 11, 24, 67 Methylamine, 12, 38 Methylamine hydrochloride, 10, 112 Methyl -amyI ketone, 10, 60 M ethylation of thiourea, 12, 52 Methyl benzoate, 10, 51 Methyl chloride, 10, 32, 36 Methylene bromide, 10, 112... 

The reaction between aryl (phenyl, substituted phenyl, naphthyl) tellurium trichlorides and aryl mercury chlorides or acetates are best carried out with dioxane as the solvent. The mercury(II) salts precipitate as their dioxane adducts. The symmetrical or unsymmetrical... 

Aryl mercury halides can also be used for the arylation of aryl tellurium halides, as exemplified by the synthesis of 2-naphthyl phenyl tellurium using phenyl mercury(II) chloride in dioxane1. 

This chloride may be prepared either from mercury di-a-naphthyl and arsenious chloride, or by heating one part of tri-a-naphthylarsine with 20 parts of arsenious chloride at 270° C. for forty hours. The excess of arsenious chloride is removed under reduced pressure and the residue extracted with ether, a grey mass being left when the solvent is distilled off. This, when recrystalhsed from alcohol or petroleum ether, yields a pure white product, M.pt. 63° C. A more recent investigation gives M.pt. 68° C., and B.pt. 180° C. at 5 mm. ... 

A similar series of reactions also occurs when mercury di-a-naphthyl is treated with iodine in carbon disulphide solution. 

Mercury methyl phenyl. (Liq.) Mercury methyl benzyl. (Liq.) Mercury methyl butyl. (Liq.) Mercury methyl cyclohexyl. (Liq.] Mercury methyl mesityl. (Solid.) Mercury ethyl naphthyl, (Liq.) Mercury ethyl benzyl. (Liq.)... 

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