Diethylene glycol dimethyl ether (diglyme) a hydrophilic ether is an electron-donor solvent. Its toxicity has been assessed. The effect of complexation of diglyme with lithium trifluoromethanesulfonate on the conformation has been investigated. It is reported to enhance the ability of Kf-MeOH-Al2O3 (potassium fluoride-methanol-alumina) reagent to replace halogen with methoxy groups in 5 8-dihydroxy-2 3-dichloro-1 4-naphthoquinones.