Tribromo-2,6-dimethylphenol

Brominated Poly(Phenylene Oxide)s. I. Polymerization of Mono-, Di- and Tribromo-2,6-Dimethylphenol... 

The nmr and ir spectra of the products from direct bromination showed that only ring bromination had occurred euid that there was no methyl group bromination. The spectra were almost identical to the spectra of the corresponding homopolymers cind copolymers from combinations of 2,6-dimethylphenol, 3,4-dibromo-2,6-dimethylphenol and 3,4,5-tribromo-2,6-dimethylphenol. A detailed description of the spectra of these bromlnated polymers is presented in the preceding paper. 

Dibromo-3,6-dimethylphenol (X = H) upon nitration in acetic add gave the cydohexenone shown while 2,4,5-tribromo-3,6-dimethylphenol (X = Br) afforded the bromo analogue. By aqueous nitratbn of either compound a ring-contracted product was obtained which also resulted through Favorsky rearrangement from the tribromo compound by treatment with aqueous sodium carbonate (ref. 54). 

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