Electronic Supplementary Material (ESI) for New Journal of Chemistry. This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020 Li deposited on LiCl: An Efficient Reducing Agent Xiaojun Su, Leif E. Laperriere and Caleb D. Martin* Baylor University, Department of Chemistry and Biochemistry, One Bear Place #97348, Waco, TX 76798 E-mail:
[email protected] -Supporting Information- 1 Table of Contents General Details p 3 Normality test of lithium granule weight p 4 Experimental Procedures p 5 Reaction Yields with Different Li Sources p 6 SEM of LiCl before grind p 7 SEM of LiCl after grind p 8 SEM of ca. 5% w/w Li/LiCl powders p 10 2 General Details. All manipulations were performed under an inert argon atmosphere using standard Schlenk techniques or in a MBraun Unilab glovebox. Solvents were purchased from commercial sources as anhydrous grade, dried further using a JC Meyer Solvent System with dual columns packed with solvent-appropriate drying agents. LiCl (99.5+%) was purchased from Fisher Chemical, Lithium granules (99.0+%) were purchased from Acros Organics, Diphenylacetylene (99.0%) was purchased from Alfa Aesar, Dimethyltin dichloride (99.0+%) was purchased from TCI America, Tetramethylsilane (TMS, 99.9+%) was purchased from Sigma-Aldrich, CDCl3 for NMR spectroscopy was purchased from Cambridge Isotope Laboratories and used as received. Multinuclear NMR spectra were recorded on a Bruker 400 MHz spectrometer. Origin Pro 8 was used for the data processing. Scanning electron microscopy (SEM) was recorded on a Tabletop Scanning Electron Microscope TM3030 Plus. An AICOOK blender (Model: NY-8608MA) was used to ground LiCl samples.