Mercury Acetylides

Alkynyl anions are more stable = 22) than the more saturated alkyl or alkenyl anions (p/Tj = 40-45). They may be obtained directly from terminal acetylenes by treatment with strong base, e.g. sodium amide (pA, of NH 35). Frequently magnesium acetylides are made in proton-metal exchange reactions with more reactive Grignard reagents. Copper and mercury acetylides are formed directly from the corresponding metal acetates and acetylenes under neutral conditions (G.E. Coates, 1977 R.P. Houghton, 1979). 

Contact of acetylene with the nitrate solution gives mercury acetylide, an explosive sensitive to heat, friction or contact with sulfuric acid. 

Mercury peroxide, 4601 Mercury(I) azide, 4607 Mercury(I) bromate, 0270 Mercury(I) chlorite, 4074 Mercury cyanamide, 0520 Mercury fluoride, 4306 Mercury hypophosphate, 4612 Mercury nitrate, 4604 Mercury oxide , 4608 Mercury thionitrosylate, 4605 Mercury ) 5-nitrotetrazolide, 0977 Mercury ) acetylide, 0971 Mercury ) ao-dinitromethanide, 0703 Mercury ) amide chloride, 3993 Mercury ) azide, 4599 Mercury ) bromate, 0269 Mercury ) bromide, 0268 Mercury ) chlorite, 4071... 

SYN MERCURY ACETYLIDE ACGIH TLV TWA 0.01 mg(Hg)/m3 BEL 35 Hg/g creadnine total inorganic mercury in urine preshift 15 ng/g creadnine total inorganic mercurj in blood at end of shift at end of workweek. 

MERCURIC NITRATE (10045-94-0) A powerful oxidizer. Violent reaction with reducing agents, combustibles, phosphinic acid, hypophosphoric acid, petroleum hydrocarbons. Forms heat- and/or shock-sensitive compounds with acetylene (forms mercury acetylide), ethanol (forms mercury fulminate), ferrocene, isobutene, phosphine, potassium cyanide, sulfur. Incompatible with strong acids, acetic anhydride, ammonia, ammonium hexacyanofer-rate(II), organic azides, citric acid, hydrazinium perchlorate, isopropyl chlorocarbonate, nitrosyl perchlorate, sodium thiosulfate, sulfamic acid, thiocyanates, hydrozoic acid, methyl isocyanoacetate, sodium peroxyborate, trinitrobenzoic acid, urea nitrate. Aqueous solution corrodes metals. 

The oxydation of acetylenic and related steroid hormones was examined in aqueous MeOH solution by several electrochemical techniques at Hg electrodes The electrochemical behaviour was strongly affected by reactant and product adsorption and a mercury acetylide compound was formed during the controlled potential electrolysis. 

An interesting compound, mercury acetylide-silver nitrate complex HgC2 3AgN03, forms by introducing acetylene to a concentrated solution of silver nitrate (about 30%) acidified by nitric acid and followed by addition of mercuric nitrate. The product precipitates from the solution [42]. 

Shaw, J.A., Eisher, E. Mercury acetylide-silver nitrate complex and process of making same. US Patent 2,474,869, 1949... 

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