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Hexamethylbenzene is used as pharmaceutical intermediates, in organic synthesis of compounds, as a solvent for He-NMR spectroscopy. Used as a ligand in organometallic chemistry. Reaction with dimethyldioxirane, gives the major product, an unusual oxepane triepoxide.
Helena L. Chum; V. R. Koch; L. L. Miller; R. A. Osteryoung. Electrochemical scrutiny of organometallic iron complexes and hexamethylbenzene in a room temperature molten salt. J. Am. Chem. Soc.1975, 97 (11), 3264-3265.
Oxidative rearrangement occurs on treatment with peroxytrifluoroacetic acid (caution! 90% H2O2) and BF3 etherate to give hexamethyl-2,4-cyclohexadienone: J. Am. Chem. Soc., 88, 1005 (1966); Org. Synth. Coll., 5, 598 (1973). Reaction with dimethyldioxirane, on the other hand, gives, as the major product, an unusual oxepane triepoxide: J. Org. Chem., 61, 7660 (1996):