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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 $IV > III > II > I$.

Column $(I)$	Column $(II)$	Column $(III)$
$(A)$ Methyl isopropyl ether	$(1)$ ${C_6}{H_5}O{(CH_2)_6}CH_3$	$(i)$ $2$-Methoxypropane
$(B)$ Phenyl isopentyl ether	$(2)$ $CH_3-O-CH(CH_3)_2$	$(ii)$ Methoxyethane
$(C)$ Heptyl phenyl ether	$(3)$ ${C_6}{H_5}-O-CH_2CH_2CH(CH_3)_2$	$(iii)$ $1$-Phenoxyheptane
$(D)$ Ethyl methyl ether	$(4)$ $CH_3CH_2-O-CH_3$	$(iv)$ $1$-Methoxy$-3-$methylbutane (or $3$-Methylbutoxybenzene)

Column - $(I)$ Product	Column - $(II)$ Preparation Process
$(A)$ Butan$-1-$ol	$(i)$ Hydration of propene in the presence of dilute sulfuric acid
$(B)$ Propan$-2-$ol	$(ii)$ Reaction of propanone with methylmagnesium bromide followed by hydrolysis
$(C)$ $2-$Methylpropan$-2-$ol	$(iii)$ Hydroboration of propene followed by reaction with $(NaOH + H_2O_2)$
$(D)$ Propan$-1-$ol	$(iv)$ Catalytic reduction of butanal

Column-$I$ (Reaction)	Column-$II$ (Electrophile)
$A$. $C_6H_6 + CH_3Cl \xrightarrow{AlCl_3} C_6H_5CH_3$	$P$. $CO_2$
$B$. $C_6H_5OH + CO_2 \xrightarrow[H^+]{NaOH} \text{Salicylic acid}$	$Q$. $:CCl_2$
$C$. $C_6H_5OH + CHCl_3 \xrightarrow{KOH} \text{Salicylaldehyde}$	$R$. $\stackrel{+}{C}H_3$
$D$. $C_6H_6 + SO_3 \xrightarrow{H_2SO_4} C_6H_5SO_3H$	$S$. $\stackrel{+}{S}O_3H$
	$T$. $SO_3$

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

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