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Copper(I) iodide is white, but samples often appear tan or even, when found in nature as rare mineral marshite, reddish brown, but such color is due to the presence of impurities. It is common for samples of iodide-containing compounds to become discolored due to the facile aerobic oxidation of the iodide anion to molecular iodine. [4] [5] [6]
Copper is a chemical element with the symbol Cu (from Latin: cuprum) and the atomic number of 29. It is easily recognisable, due to its distinct red-orange color.Copper also has a range of different organic and inorganic salts, having varying oxidation states ranging from (0,I) to (III).
Lithium dimethylcopper (CH 3) 2 CuLi can be prepared by adding copper(I) iodide to methyllithium in tetrahydrofuran at −78 °C. In the reaction depicted below, [4] the Gilman reagent is a methylating reagent reacting with an alkyne in a conjugate addition, and the ester group forms a cyclic enone. Scheme 1. Example Gilman reagent reaction
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Phenylcopper was the first known organocopper compound and was first prepared in 1923 from phenylmagnesium iodide and copper(I) iodide and in 1936 by Henry Gilman by transmetallation of phenylmagnesium iodide with copper(I) chloride. Phenylcopper can be obtained by reacting phenyl lithium with copper(I) bromide in diethyl ether. [3]
A typical catalyst is formed from copper(I) iodide and phenanthroline. The reaction is an alternative to the Buchwald–Hartwig amination reaction. Aryl iodides are more reactive arylating agents than are aryl chlorides, following the usual pattern.
The aromatic chlorides and bromides are not easily substituted by iodide, though they may occur when appropriately catalyzed. The so-called "aromatic Finkelstein reaction" is catalyzed by copper(I) iodide in combination with diamine ligands. [9] Nickel bromide and tri-n-butylphosphine have been found to be suitable catalysts as well. [10]
The low solubility of silver iodide and lead iodide reflects the covalent character of these metal iodides. A test for the presence of iodide ions is the formation of yellow precipitates of these compounds upon treatment of a solution of silver nitrate or lead(II) nitrate. [2] Aqueous solutions of iodide salts dissolve iodine better than pure ...