When phenol is treated with D_{2}SO_{4} / D_{ | vedclass

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(A) In an acidic medium,phenol exists in equilibrium with its protonated form,and the $-OH$ group activates the benzene ring towards electrophilic sub

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(A) In an acidic medium,phenol exists in equilibrium with its protonated form,and the $-OH$ group activates the benzene ring towards electrophilic substitution. The $-OH$ group is an electron-donating group by resonance,which increases the electron density at the $ortho$ and $para$ positions. When treated with $D_{2}SO_{4} / D_{2}O$,the $D^+$ acts as an electrophile. The electrophile $(D^+)$ attacks the electron-rich $ortho$ and $para$ positions of the benzene ring. Additionally,the phenolic hydrogen is acidic and readily exchanges with $D$ in $D_{2}O$ to form $-OD$. Therefore,the hydrogen atoms at the $ortho$ and $para$ positions are replaced by deuterium atoms,and the $-OH$ group becomes $-OD$. The final product is $2,4,6-trideuterophenol-d_1$ (where the phenolic hydrogen is also replaced).

When phenol is treated with $D_{2}SO_{4} / D_{2}O$,some of the hydrogens get exchanged. The final product in this exchange reaction is

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