Copper I iodide

Alternatively, the iodide is precipitated as copper(I) iodide by addition of copper(II) sulphate, in presence of sulphite, thus ... 

The iodine is then liberated by heating the copper(I) iodide with sulphuric acid and iron(III) oxide ... 

The copper(II) sulphate is recovered and used to precipitate more copper(I) iodide. 

In the presence of excess iodide ions, copper(II) salts produce the white insoluble copper(I) iodide and free iodine, because copper(II) oxidises iodide under these conditions. The redox potential for the half-reaction ... 

Copper(I) iodide, supplied by either MC and B Manufacturing Chemists... 

The formation of g-alkyl-a,g-unsaturated esters by reaction of lithium dialkylcuprates or Grignard reagents in the presence of copper(I) iodide, with g-phenylthio-, > g-acetoxy-g-chloro-, and g-phosphoryloxy-a,g-unsaturated esters has been reported. The principal advantage of the enol phosphate method is the ease and efficiency with which these compounds may be prepared from g-keto esters. A wide variety of cyclic and acyclic g-alkyl-a,g-unsaturated esters has been synthesized from the corresponding g-keto esters. However, the method is limited to primary dialkylcuprates. Acyclic g-keto esters afford (Zl-enol phosphates which undergo stereoselective substitution with lithium dialkylcuprates with predominant retention of stereochemistry (usually > 85-98i )). It is essential that the cuprate coupling reaction of the acyclic enol phosphates be carried out at lower temperatures (-47 to -9a°C) to achieve high stereoselectivity. When combined with they-... 

Tnfluorometltylation of aryl, alkenyl, and alkyl halides can be accomplished by heating methyl fluorosulfonyldifluoroacetate and the appropriate halide precursor with copper(I) iodide at 60-80 °C in DMF [27 7] (equation 145). Similar trifluoromethylations of aryl, benzyl, and vinyl halides can be carried out with fluorosulfonyldifluoromethyl iodide and copper metal in DMF at 60-80 °C [2 75] (equation 146). 

Treatment of 4-arylamino-8-iodoquinoline 268 with propargyl alcohol in presence of iodo(phenyl)bis(triphenylphosphine) palladium and copper (I)iodide afforded 269 which upon catalytic reduction using Linder s catalyst gave 4//-pyrrolo[3,2,l-(/]quinoline 270 (97H2395) (Scheme 48). 

Cupro-. cuprous, copper(I), cupro-. -chlorid, n. cuprous chloride, copper(I) chloride, -cy-aniir, n. cuprous cyanide, copper(I) cyanide cuprocyanide, cyanocuprate(I). -jodid, n. cuprous iodide, copper(I) iodide, -mangan, n. cupromanganese. -oxyd, n. cuprous oxide, copper(I) oxide, -salz, n. cuprous salt, cop-per(I) salt, -suifocyantir, n. cuprous thiocyanate, copper (I) thiocyanate, -verbin-dUDg, /. cuprous compound, copper(I) compound. 

Bromo-3//-2-bcnzazepines, e.g. 38, undergo palladium(0)-catalyzed carboalkoxylation with carbon monoxide in the presence of copper(I) iodide and methanol to give mixtures of isomeric methyl esters, e.g. 39 and 40.78 The function of the copper(I) iodide is not understood, but its presence lowers significantly (18 h to 3 h) the reaction time. 

Chlorins are also accessible by carbene additions to C-C double bonds on the periphery of metalloporphyrins. The most effective reaction on a preparative scale is the addition of ethyl diazoacetate in refluxing benzene to copper octaethylporphyrin (4) or meso-tetraphenylpor-phyrin in the presence of copper(I) iodide,100108b 110 which gives a diastereomcric mixture of chlorins, e.g. 5. 

Cyclopropane-fused chlorins are formed in good yields from copper porphyrins with ethyl diazoacetatc in benzene in the presence of copper(I) iodide.200,21 In the case of copper oc-taethylporphyrin 10, which gives a diastereomeric mixture of cyclopropane adducts 11, ethyl me o-porphyrincarboxylate 12 and a geminally dialkylated chlorin 13 (a rearrangement product of the cyclopropane chlorin 11) are observed as minor byproducts.200... 

A suspension of 686 mg (3.6 mmol) of anhyd copper(I) iodide in 15 mL of dry Et20 is slowly treated at 0"C with 4.5 mL of 1.6 VI CH3Li (7.2 mmol) under an inert gas atmosphere. Homologs, such as dibutylcuprate,... 

Dimethylphenylsilyl lithium (1 mmol, above THF solution) was added to copper(i) iodide (0.5 mmol) at — 23 °C, and the mixture was stirred at this temperature for 4h. The enone (0.75-0.5mmol) was then added, and stirring was continued at —23 °C for 0.5 h. The mixture was then poured on to ice(25 g)/HCl(5 ml), and extracted with chloroform (3 x 25 ml). The combined extracts were filtered, washed with HCI (25ml, 3m), water (25 ml), saturated sodium hydrogen carbonate solution (25 ml) and water (25 ml), and dried. Concentration and purification by preparative t.l.c. (eluting solvent 3 7 ether petrol) gave the /J-silylketone (40-99%). 

Conjugate addition, 34-5, 51-2,53, 132, 133 Conjugate hydroxymethylation, 59-60 Copper(n) bromide, 54 Copper([) chloride, 120 Copper(n) chloride, 120 Copper(i) cyanide, 7,52, 53 Copper(i) iodide, 54 Corey s internal quench, 104 Cyanohydrin trimethylsilyl ether, 137 Cycloaddition. 34,112 Cydobutane-l,2-dione, 135 Cyclohept-2-dione, 135 Cyclohex-2-enone, 52,123 Cyclohcxa-1,3-diene, 26 Cyclohexane carboxaldehyde, 22-3,69 73,78... 

Copper(I) iodide, purchased from Fisher Scientific Company, was purified by continuous extraction with anhydrous tetrahydrofuran in a Soxhlet extractor for approximately 12 hours in order to remove colored impurities. The residual copper(I) iodide was then dried under reduced pressure at 25° and stored under nitrogen in a desiccator. 

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