The order of reactivity of the following alcohols towards conc. HCl is

The order of reactivity of the following alcohols towards conc. HCl is

1. $\mathrm{I}>\mathrm{II}>\mathrm{III}>\mathrm{IV}$
2. $\quad \mathrm{I}>\mathrm{III}>\mathrm{II}>\mathrm{V}$
3. $\quad$ IV $>\mathrm{III}>\mathrm{II}>\mathrm{I}$
4. $\quad$ IV $>\mathrm{III}>\mathrm{I}>\mathrm{II}$

Solution

The order of reactivity depends upon the stability of the carbocations formed.


Remember that presence of electron-withdrawing group intensifies i.e., destabilises the carbocation thus (i) and (ii) are less stable than (iii). Further (i) is less stable than (ii) because-I effect is more pronounced in (i) due to less distance between $\mathrm{F}$ and positive charge. Thus the stability order of the four carbocations and reactivity of their parent alcohols will be
$$
\mathrm{IV}>\mathrm{III}>\mathrm{II}>\mathrm{I}
$$ *

Asked in: JEE-TOPICTESTS-CHEMISTRY

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