The reaction between 1, 1-dichloromethyl methyl ether (DOME), benzene or toluene, and aluminum chloride or titanium tetrachloride was studied in nitromethane solvent at-27 °C with vacuum line techniques and gas chromatography. For either aromatic the ratf law was first order in aromatic, in DOME, and in metal halide as catalyst. With both metal halides, kT/kB ratios and product isomer percentages are consistent with Brown's selectivity relationship. Aluminum chloride catalyzed decomposition of DOME was observed at higher temperatures. The side reaction probably invalidates earlier literature results.
ASJC Scopus subject areas
- Organic Chemistry