• Comparison of the rates of displacement of F- in 1-fluoro-2- or 4-nitrobenzene with KOMe and KO-t-Bu in the presence of this crown ether gave a result (t-BuO- >> MeO-) opposite to the pattern observed in its absence: J. Chem. Soc., Perkin 2, 55 (1973).
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In combination with Benzyltriethylammonium chloride, A13268, promotes the oxidative decarboxylation of arylacetic acids with NaIO4 to give high yields of the aryl aldehydes: Indian J. Chem. B, 35B, 151 (1996). Under the same conditions, phenacyl bromides are converted to benzoic acids.• Catalyst for the halogenative cleavage of epoxides with Br2 or I2, giving halohydrins in high yields: J. Org. Chem., 63, 1455 (1998).
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Promotes the generation of bromochlorocarbene from Chlorodibromomethane, A16938: Syntheis, 783 (1977); Tetrahedron, 33, 363 (1977), and of dibromocarbene from Bromoform, A11904: Org. Synth., 75, 98 (1997).•
See also 18-Crown-6, A11249 and Appendix 2.• Catalyst for the formation of phenacyl esters from phenacyl bromides and K salts of carboxylic acids in acetonitrile: Synth. Commun., 26, 1747 (1996).