In reactions of alkyl iodides in 1,2-dimethoxyethane with sodium at ca. 22°, alkyl dimer formation through conventional SN2 processes is ruled out by the finding that there is no discrimination against the formation of bineopentyl from neopentyl iodide.
J. F. Garst and P. W. Hart, J. Chem. Soc., Chem. Commun., 1975, 215 DOI: 10.1039/C39750000215
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