LITHIUM-HALOGEN EXCHANGE IN NON-ETHEREAL SOLVENT: EFFICIENT PREPARATION OF 2-BROMO-6-LITHIOPYRIDINE IN DICHLOROMETHANE

Authors

Jared R. Mitchell, Brigham Young University
Dr. Matt A. Peterson, Brigham Young University

Keywords

lithium-halogen exchange, non-ethereal solvent, 2-bromo-6-lithiopyridine, dichloromethane

College

Physical and Mathematical Sciences

Department

Chemistry and Biochemistry

Abstract

Organolithium reagents have long been known as useful reagents for carbon-carbon bond formation in synthetic organic chemistry. Although a variety of techniques have been developed for their generation, one of the most frequently used methods involves treating either an alkyl or aryl halide (R-X, X = halogen) with a commercially available organolithium such as nbutyllithium (nBuLi). When these reactions are carried out at low temperature in inert solvents, the lithium atom of nBuLi and the halogen atom of the alkyl or aryl halide are exchanged, hence this process is referred to as a lithium-halogen exchange reaction (Figure 1).

Recommended Citation

Mitchell, Jared R. and Peterson, Dr. Matt A. (2013) "LITHIUM-HALOGEN EXCHANGE IN NON-ETHEREAL SOLVENT: EFFICIENT PREPARATION OF 2-BROMO-6-LITHIOPYRIDINE IN DICHLOROMETHANE," Journal of Undergraduate Research: Vol. 2013: Iss. 1, Article 2584.
Available at: https://scholarsarchive.byu.edu/jur/vol2013/iss1/2584