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(A) The reaction of phenols with bromine water is an electrophilic aromatic substitution reaction. The $-OH$ group is a strong activating group and di

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$m$-cresol

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(A) The reaction of phenols with bromine water is an electrophilic aromatic substitution reaction. The $-OH$ group is a strong activating group and directs the incoming electrophile $(Br^+)$ to the ortho and para positions. For a compound to form a tribromo derivative,it must have both ortho positions and the para position relative to the $-OH$ group vacant. In $m$-cresol ($3$-methylphenol),the $-OH$ group is at position $1$ and the $-CH_3$ group is at position $3$. The positions $2$,$4$,and $6$ are vacant and available for electrophilic substitution. Thus,$m$-cresol reacts with bromine water to form $2,4,6$-tribromo-$3$-methylphenol. Other options ($o$-cresol and $p$-cresol) have one of the ortho or para positions blocked by the $-CH_3$ group,preventing the formation of a tribromo derivative.

Which of the following compounds will give a tribromo derivative upon reaction with bromine water?

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