1. Characterization of Hexameric and Octameric sec-Butyllithium/ sec-Butoxide Mixed Aggregates.
- Author
-
Su, Chicheung, Hopson, Russell, and Williard, Paul G.
- Subjects
- *
TOLUENE , *BUTYLLITHIUM , *NUCLEAR magnetic resonance spectroscopy , *DIFFUSION , *ORGANIC compounds - Abstract
Solution-state characterization of sec-butyllithium in [D8]toluene was conducted by utilizing a variety of NMR spectroscopic experiments including diffusion-ordered NMR spectroscopy (DOSY) with diffusion-coefficient-formula-weight correlation analyses and other one- and two-dimensional NMR spectroscopic techniques. These results suggest that sec-butyllithium exists primarily as a tetramer/hexamer mixture in hydrocarbon solvents. However, the presence of roughly 2-5 % (by mol ratio) lithium sec-butoxide in both commercially available and laboratory-synthesized sec-butyllithium solutions due to the reaction with adventitious dioxygen will lead to the formation of a 1:5 sec-butoxide/ sec-butyllithium mixed hexamer. A sec-butoxide/ sec-butyllithium mixed octamer will emerge when the proportion of butoxide to butyllithium increases. [ABSTRACT FROM AUTHOR]
- Published
- 2013
- Full Text
- View/download PDF