Consider the following alcohols.

The order of decreasing reactivities of these alcohols towards nucleophilic substitution with $H B r$ is :

III > I > IV > II

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III > I > II > IV

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I > III > IV > II

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I > III > II > IV

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Solution

The correct option is C III > I > IV > II
The order of decreasing reactivities of alcohols towards nucleophilic substitution with $H B r$ is $I I I > I > I V > I I$ .

When electron releasing methoxy group is present as a substituent in para position, the reactivity of alcohol towards nucleophilic substitution with HBr is enhanced.

When electron withdrawing bromo or nitro group is present as a substituent in para position, the reactivity of alcohol towards nucleophilic substitution with HBr is decreased.

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