L. Blaszczak
Apr 15, 2001
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Abstract
[62762-48-5] C6H16S2Sn (MW 271.00) InChI = 1S/C3H7S2.3CH3.Sn/c1-4-3-5-2;;;;/h3H,1-2H3;3*1H3; InChIKey = PZBJSYAHWOROJB-UHFFFAOYSA-N (precursor to acyl anion equivalent with 1,4-addition selectivity; dianion equivalent1) Physical Data: bp (distillation) 93–95 °C/7 mmHg; n20D 1.5548. Preparative Methods: commercially available bis(methylthio)methane is deprotonated by n-Butyllithium in THF/hexane at −60 to 0 °C. The resulting lithio derivative is quenched at −40 °C with 1 equiv of Chlorotrimethylstannane. An aqueous workup followed by vacuum distillation affords the bis(methylthio)(trimethylstannyl)methane reagent in 82% yield.2 The analogous Bis(methylthio)(trimethylsilyl)methane can be prepared by a similar procedure.3 Handling, Storage, and Precautions: organotin compounds should be considered toxic and should be handled with appropriate care. Use in a fume hood.