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What happens if 2,4,6-tribromophenol is forced to undergo further bromination?

In phenol, the benzene ring is activated towards electrophilic substitution. Therefore, phenol on bromination gives 2,4,6-tribromophenol. If now, 2, 4, 6-tribromophenol is forced to undergo bromination, the group attached to the benzene nucleus makes phenol not suitable to undergo Friedel–Crafts reaction due to adduct formation with Lewis acid.

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  • $\begingroup$ Please make your last statement If now, 2, 4, 6-tribromophenol is forced to undergo bromination the group attached to benzene nucleus makes phenol not suitable to undergo Friedel Craft reaction due to adduct formation with Lewis acid. a bit more clear. $\endgroup$ – Zenix May 20 at 17:41
  • $\begingroup$ 2,4,6-Tribromophenol may be converted to the tetrabromide, 2,4,4,6-tetrabromo-hexa-2,5-dien-1-one. It is an effective, crystalline brominating agent of enols. pubs.acs.org/doi/suppl/10.1021/jo061522l/suppl_file/… $\endgroup$ – user55119 May 20 at 19:35
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Way overthinking this. Kohn reports that 2,4,6-tribromophenol can be further brominated to pentabromophenol by adding more bromine and an iron catalyst. Subsequently the pentabromophenol is oxidized by fuming nitric acid to give a fully brominated quinone.

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