The compound shown is treated with excess bromine water until no further reaction occurs. Assume that only ring hydrogens ortho or para to the hydroxyl group are replaced, each by one bromine atom, and that the methyl group is unaffected. How many moles of $Br X_{2}$ are consumed per mole of the compound? Answer as an integer.

Numerical answer type, tolerance 0.5.

Answer: 2

The compound is 4-methylphenol. Its para position is blocked by the methyl group, so only the two positions ortho to

OH

can be brominated. This gives 2,6-dibromo-4-methylphenol and uses 2 mol of

Br X_{2}

(and releases 2 mol of

HBr