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(C) Alcohols react with $HX$ or $HCl$ via the cleavage of the $C-OH$ bond,resulting in the formation of a carbocation intermediate. The reactivity of

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$IV > III > II > I$

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(C) Alcohols react with $HX$ or $HCl$ via the cleavage of the $C-OH$ bond,resulting in the formation of a carbocation intermediate. The reactivity of the alcohol is directly proportional to the stability of the carbocation formed.The carbocations formed from the given alcohols are:$I. F-CH_2-CH^+-CH_3$ (Secondary carbocation with $-I$ effect of $F$ at $\beta$-position)$II. F-CH_2-CH_2-CH^+-CH_3$ (Secondary carbocation with $-I$ effect of $F$ at $\gamma$-position)$III. CH_3-CH^+-CH_3$ (Secondary carbocation)$IV. Ph-CH_2^+$ (Resonance-stabilized benzylic carbocation)Carbocation $IV$ is the most stable due to resonance.In $I$,$II$,and $III$,all are secondary carbocations. The stability is affected by the electron-withdrawing inductive effect ($-I$ effect) of the fluorine atom,which destabilizes the positive charge. The closer the $-I$ group is to the positive charge,the more it destabilizes the carbocation.Thus,the stability order is $III > II > I$.Combining these,the overall stability order of the carbocations (and thus the reactivity order of the alcohols) is $IV > III > II > I$.

List-$I$	List-$II$
$A$. Phenol $\rightarrow$ Salicylaldehyde	$I$. $Br_2$ in $CS_2$
$B$. Phenol $\rightarrow$ Benzene	$II$. $Na_2Cr_2O_7/H_2SO_4$
$C$. Phenol $\rightarrow$ $p$-Benzoquinone	$III$. $Zn$
$D$. Phenol $\rightarrow$ $p$-Bromophenol	$IV$. $CHCl_3/NaOH$

What will be the order of reactivity of the following alcohols towards concentrated $HCl$?

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