title: A Protocol for Safe Lithiation Reactions Using Organolithium Reagents.
abstract: Organolithium reagents are powerful tools in the synthetic chemist's toolbox. However, the extreme pyrophoric nature of the most reactive reagents warrants proper technique, thorough training, and proper personal protective equipment. To aid in the training of researchers using organolithium reagents, a thorough, step-by-step protocol for the safe and effective use of tert-butyllithium on an inert gas line or within a glovebox is described. As a model reaction, preparation of lithium tert-butyl amide by the reaction of tert-butyl amine with one equivalent of tert-butyl lithium is presented.
authors.affiliation: Department of Chemistry, Temple University.
authors.forename: Michael R
authors.initials: MR
authors.lastname: Gau
authors.affiliation: Department of Chemistry, Temple University; mzdilla@temple.edu.
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Zdilla
mesh_terms: D062067:Chemical Safety; D007202:Indicators and Reagents; D008094:Lithium; D013237:Stereoisomerism
chemical_list: D007202:Indicators and Reagents; D008094:Lithium