Halkoarenes & Haloarenes MCQs for NEET — Chemistry Questions with Answers

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Which of the following compounds will exhibit increased reactivity towards nucleophilic substitution if a nitro group is introduced?

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Explanation

The NCERT specifies, 'The effect is pronounced when (-NO2) group is introduced at ortho- and para- positions. However, no effect on reactivity of haloarenes is observed by the presence of electron withdrawing group at meta-position.' This indicates that a nitro group at the ortho-position would increase reactivity.

Why is the $\text{C—X}$ bond length in haloarenes shorter than in haloalkanes?

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Explanation

The NCERT states, 'The sp2 hybridised carbon with a greater s-character is more electronegative and can hold the electron pair of C— X bond more tightly than sp3-hybridised carbon in haloalkane with less s-chararcter. Thus, C— Cl bond length in haloalkane is 177pm while in haloarene is 169 pm.'

Consider the conversion of chlorobenzene to phenol. What are the typical conditions required for this reaction?

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Explanation

The NCERT mentions, 'Chlorobenzene can be converted into phenol by heating in aqueous sodium hydroxide solution at a temperature of 623K and a pressure of 300 atmospheres.'

Which of the following electrophilic substitution reactions is NOT mentioned as being undergone by haloarenes?

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Explanation

The NCERT lists, 'Haloarenes undergo the usual electrophilic reactions of the benzene ring such as halogenation, nitration, sulphonation and Friedel-Crafts reactions.' Wurtz reaction involves coupling of alkyl halides and is not an electrophilic substitution of the benzene ring.

In the resonance structures of halobenzene, where is the electron density increased the most?

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Explanation

According to the NCERT, 'Due to resonance, the electron density increases more at ortho- and para-positions than at meta-positions.'

Why is the $\text{SN}_1$ mechanism ruled out for nucleophilic substitution reactions in haloarenes?

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Explanation

The NCERT states, 'Instability of phenyl cation: In case of haloarenes, the phenyl cation formed as a result of self-ionisation will not be stabilised by resonance and therefore, SN1 mechanism is ruled out.'

Compared to benzene, electrophilic substitution reactions in haloarenes occur:

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Explanation

The NCERT says, 'As a result, the ring gets somewhat deactivated as compared to benzene and hence the electrophilic substitution reactions in haloarenes occur slowly and require more drastic conditions as compared to those in benzene.'

Which of the following is responsible for the deactivating nature of a halogen atom in electrophilic substitution reactions of haloarenes?

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Explanation

The NCERT notes, 'Further , the halogen atom because of its –I effect has some tendency to withdraw electrons from the benzene ring. As a result, the ring gets somewhat deactivated as compared to benzene...'

If a nitro group is present at the meta-position in a haloarene, what is its expected influence on the reactivity towards nucleophilic substitution reactions?

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Explanation

The NCERT states, 'However, no effect on reactivity of haloarenes is observed by the presence of electron withdrawing group at meta-position. ...Therefore, the presence of nitro group at meta- position does not stabilise the negative charge and no effect on reactivity is observed by the presence of –NO2 group at meta-position.'

Why is it less likely for an electron-rich nucleophile to approach electron-rich arenes?

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Explanation

One of the reasons given in NCERT for less reactivity towards nucleophilic substitution is, 'Because of the possible repulsion, it is less likely for the electron rich nucleophile to approach electron rich arenes.'

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