ISSN:
0268-2605
Keywords:
14C labelling
;
Trimethyllead
;
Organic lead
;
Grignard synthesis
;
Electrochemical synthesis
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Two synthetic routes to 14C-labelled trimethyllead chloride ((CH3)3PbCl) from 14C-methyl iodide (CH3I) were investigated. Alkylation of (CH3)3PbCl with labelled methylmagnesium halide, on a microscale, was less efficient for the synthesis of tetramethyllead ((CH3)4Pb) than was an electrochemical reduction of labelled CH3I at a sacrificial lead cathode. In the Grignard approach, unlabelled decyl bromide served as an initiator for the reaction of 14C-CH3l with excess Mg and as a carrier during the subsequent alkylation of (CH3)3PbCl. In the electrochemical approach a two-compartment cell, using dimethylformamide as solvent and sodium perchlorate as supporting electrolyte, offered several advantages over a single compartment reactor. The labelled (CH3)4Pb from both reactions was isolated by extraction, converted to (CH3)3PbCl by controlled oxidation with HCl and purified by thin layer chromatography.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/aoc.590010307
Permalink
