Metal acetylides copper acetylide

The mono- and di-alkali metal acetylides, copper acetylides, iron, uranium and zirconium carbides all ignite in chlorine, the former often at ambient temperature. See Caesium acetylide Halogens Dicopper(I) acetylide Halogens Iron carbide Halogens... 

Especially in the early steps of the synthesis of a complex molecule, there are plenty of examples in which epoxides are allowed to react with organometallic reagents. In particular, treatment of enantiomerically pure terminal epoxides with alkyl-, alkenyl-, or aryl-Grignard reagents in the presence of catalytic amounts of a copper salt, corresponding cuprates, or metal acetylides via alanate chemistry, provides a general route to optically active substituted alcohols useful as valuable building blocks in complex syntheses. 

Acetylene can form metal acetylides, e.g. copper or silver acetylide, which on drying become highly explosive service materials require careful selection. 

Propargyl bromide forms explosive metal acetylides when copper or its alloys, silver or mercury are present. 

There is a danger of explosion in contact with copper, high-copper alloys, mercury or silver (arising from metal acetylide formation). 

Acetylenic compounds with replaceable acetylenically bound hydrogen atoms must be kept out of contact with copper, silver, magnesium, mercury or alloys containing them, to avoid formation of explosive metal acetylides. 

Catalytic forms of copper, mercury and silver acetylides, supported on alumina, carbon or silica and used for polymerisation of alkanes, are relatively stable [3], In contact with acetylene, silver and mercury salts will also give explosive acetylides, the mercury derivatives being complex [4], Many of the metal acetylides react violently with oxidants. Impact sensitivities of the dry copper derivatives of acetylene, buten-3-yne and l,3-hexadien-5-yne were determined as 2.4, 2.4 and 4.0 kg m, respectively. The copper derivative of a polyacetylene mixture generated by low-temperature polymerisation of acetylene detonated under 1.2 kg m impact. Sensitivities were much lower for the moist compounds [5], Explosive copper and silver derivatives give non-explosive complexes with trimethyl-, tributyl- or triphenyl-phosphine [6], Formation of silver acetylide on silver-containing solders needs higher acetylene and ammonia concentrations than for formation of copper acetylide. Acetylides are always formed on brass and copper or on silver-containing solders in an atmosphere of acetylene derived from calcium carbide (and which contains traces of phosphine). Silver acetylide is a more efficient explosion initiator than copper acetylide [7],... 

Several of the mono- and di-alkali metal acetylides and copper acetylides ignite at ambient temperature or on slight warming, with either liquid or vapour. The alkaline earth, iron, uranium and zirconium carbides ignite in the vapour on heating. 

Although the reaction of copper acetylides with transition metal halides has been successfully applied to the preparation of a variety of transition metal acetylides (64), the generation of copper-complexed derivatives is not unprecedented (65). A simpler and more general route to ruthenium acetylide complexes involves the deprotonation of ruthenium vinylidene complexes as described in Section VI,C. 

Alkali metal acetylides react with copper(I) halides to give either copper acetylides or ethynylcuprates (261), according to the ratio of the reactants. Ethynylcuprates have also been prepared by addition of an organo-... 

Alkynyl complexes, also known as metal acetylides, possess both rigid linear skeleton and tt-conjugation. In the structural aspect, alkynyls make excellent linear bridging units. By means of the reactions of transmetallation (see Transmetalation), poly-Pt-acetylides are readily synthesized (Scheme 24). Copper(I)-mediated oxidative coupling... 

Ignition or explosive reaction with metals (e.g., aluminum, antimony powder, bismuth powder, brass, calcium powder, copper, germanium, iron, manganese, potassium, tin, vanadium powder). Reaction with some metals requires moist CI2 or heat. Ignites with diethyl zinc (on contact), polyisobutylene (at 130°), metal acetylides, metal carbides, metal hydrides (e.g., potassium hydride, sodium hydride, copper hydride), metal phosphides (e.g., copper(II) phosphide), methane + oxygen, hydrazine, hydroxylamine, calcium nitride, nonmetals (e.g., boron, active carbon, silicon, phosphoms), nonmetal hydrides (e.g., arsine, phosphine, silane), steel (above 200° or as low as 50° when impurities are present), sulfides (e.g., arsenic disulfide, boron trisulfide, mercuric sulfide), trialkyl boranes. 

Ignition on contact with bromine pentafluoride (or violent reaction), chlorine trifluoride, fluorine, metals (powdered) + water, aluminum-titanium alloys + heat, metal acetylides (e.g., cesium acetylide, copper(I) acetylide, lithium acetylide, mbidium acetylide), nonmetals (e.g., boron ignites at 700°C), phosphoms, sodium phosphinate. Violent reaction with acetaldehyde, aluminum + diethyl ether, dipropylmercury, titanium (above 113°C). Incandescent reaction with cesium oxide... 

Wash each precipitate once with water by decantation. Filter a small portion, and place a pinch of the solid acetylide on the end of a wire or spatula and heat it in the flame. Punch a hole in the filter paper, and wash the remaining metallic acetylide into a test tube. Flush the filter paper with tap water before throwing it into the residue jar. Silver and copper acetylides are very explosive when dry. The suspension of acetylides is allowed to settle and the water is decanted. Add 5 ml of dilute nitric acid in each tube. Warm gently and note the ga.s evolved. Replace the tube in the rack until all the acetylide is decomposed. 

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