Mercury Di /.-Tolyl

Tolylmercuric chloride has been prepared from />-toluene-sulfinic acid and mercuric chloride,1 from /)-toluenesulfochloride and mercury diphenyl at 1200,2 by treating />-tolueneboric acid with mercuric chloride,3 by the direct mercuration of toluene with mercuric acetate,4 from -tolylmercuric nitrate and hydrochloric acid,5 from hydrochloric acid and / -tolylmercuric hydroxide formed by the oxidation of mercury di-/>-tolyl,6 and from mercury di-/>-tolyl by heating with mercuric chloride in alcohol.7... 

Mercury di- -tolyl has also been prepared by boiling -bromotoluene with sodium amalgam in xylene in the presence of ethyl acetate as a catalyst. ... 

The product of this reaction is never pure white. The treatment of 0-naphthylmcrcuric chloride (p. 55) with sodium iodide, similar to the preparation of mercury di-/>-tolyl (Org. 

Di-o-tolyl selenide, Se(CH3.C6H4)2.6—This is prepared by the action of selenium on magnesium o-tolyl bromide, and is isolated during the preparation of o-tolylselenoglycollic acid after extraction of the ether solution of selenomagnesium bromide with aqueous potassium hydroxide. Repeated crystallisation from absolute alcohol gives flat, colourless, shining plates, M.pt. 64° C. This selenide also occurs when mercury di-o-tolyl is heated with metallic selenium 7... 

Di-p-tolyl selenide, Se(C6H4.CH3)2, may be isolated by heating together 10 parts of mercury di-p-tolyl, 4 2 parts of selenium and 2 parts... 

Phenyl-p-tolylchloroarsine, CeH5(C7ll7)AsCi. —Tiiirty grams of mercury di-p-tolyl and 180 grams of phenyldichloroarsine are mixed, and after a time boiled for five hours. The liquor is decanted off and mixed with light petroleum, when a dark oil separates and solidifies. This latter is p-tolylmercurie chloride. It is filtered off, distillation of the filtrate giving phenyl-p-tolylchloroarsine as a colourless oil, B.pt. 215° to 287° C. at 29 mm., which readily yields a bichloride v/hen treated with chlorine. 

Be(CgH4.CH3)2, may be readily prepared by heating beryllium with equivalent quantities of mercury diphenyl and mercury di-p-tolyl and a trace of mercuric chloride in sealed tubes at 225° C. for six hours. 

Mercury di-o-tolyl may be j repared by the sodium amalgam method (see mercury diphenyl, Method 5). In this case 8 per cent, amalgam is used, and the yield is about 33 per cent. Tlie compound forms quadratic crystals from benzene, M.])t. 108° C. B.pt. 219 C. at 14 mm. The reactions of mercury di-o-tolyl with tlie trichlorides oi boron, phosphorus, and arsenic, also with nitrogen tri- and tetr-oxides, are similar to those described under mercury diphenyl (p. 74). 

Mercury di-m-tolyl is prepared from m-bromotoiuene using 30 per cent, sodium amalgam. From eth d acetate it forms colourless needles, M.pt. 102° C., soluble in benzene, chloroform, or acetone, less soluble in alcohol or ether. Heated with phosphorus trichloride for tAvelve liours at 200 C. it yields m-tolyldichlorophosphine. 

The pure compound crjrstallises in needles, M.pt. 288 C., which are soluble in benzene, xylene, or chloroform, less soluble in alcohol, and insoluble in water. Mercury di-p-tolyl gives the same type of products as mercury diphenyl (see table, p. 74) when it reacts with halogens, halogen acids, mercuric chloride, boron or arsenic trichlorides, phosphorus trichloride, silicon tetrachloride, nitrogen tri- and tetr-oxides, sulphur, selenium, and tellurium. ... 

Mercury o-tolyl benzyl is a colourless oil, from o-tolyl magnesium bromide and benzylmercuric bromide. It absorbs iodine, yielding benzyl mercuric iodide, and wdien heated at 80° C. for several hours it decomposes into mercury, dibenzyl, and mercury di-o-tolyl. 

Tolylmercuric nitrate is formed when mercury di-o-tolyl is treated with nitrogen trioxide or tetroxide. ... 

By heating mercuric chloride and mercury di-p-tolyl in alcoholic solution in a sealed tube at 160° C. ... 

P"Toiyl silicon trichloride. -Tetrachloro-silicane and mercury di p-tolyl are heated in sealed tubes at 300° to 320° C., when the above compound occurs as a strongly refractive, fuming liquid, B.pt. 21S° to 220° C. It is Ibiind to be decomposed by water, giving a convpound having the a]) )arent composition C H SiOoH, and this when heated at 200° C, seems to be transformed into the oxide, (07117810)20,... 

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