Diethoxy-l-propen-2-yl phenylthio cuprate

Alternate Name lithium [(a-diethoxymethy vlnyl] (phenylthio) cuprate. 

Solubility prepared as a solution in ether presumably can also be prepared in THF. 

Analysis of Reagent Purity an assay to determine relative thermal stabilities can be used to estimate reagent quality and concentration a sample of known volume and temperature is quenched with excess PhCOCl. The yield of phenyl ketone is measured by GC, the response of which is calibrated using authentic product and n-dodecane as internal standard. 

Handling, Storage, and Precautions best results are obtained with high purity copper(I) salts, dry, oxygen-free solvents, and alkylllthlum solutions free of contaminating alkoxldes or hydroxides. n BuLl is used to prepare the intermediate reagents lithium thlophenoxlde and 3,3 dlethoxy 2 llthlo propene, and is pyrophoric due care must be exercised in its handling. Thermal decomposition occurs at —40°C. Use in a fume hood. 

Introduction. This vinylic organometalllc reagent is representative of the heterocuprate class of organocopperreagents. 

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Related Reagents. 3,3-Diethoxy-1-propen 2 ylcopper Lithium Bis(3,3-diethoxy l-propen-2-yl)cuprate and Lithium (3,3-Diethoxy-1 -propen-2 yl) (3,3-dimethyl-1 -but5myl)cuprate for related heterocuprates, see Lithium Methyl(phenylthio) cuprate for discussion of lithium dialkylcuprates, see Lithium Dimethyl cuprate. 

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