2 Chemistry -- Haloarenes

Why is nucleophilic substitution in haloarene more difficult than haloalkane ?

1 Answers

Nucleophilic substitution in haloarene is more difficult than haloalkane because the C-X bond acquires partial double bond character due to resonance and carbon atom holding halo group in haloarene is sp²hybridized which is relatively more electronegative than sp³ hybridized carbon of haloalkane and makes C-X bond less polar.

p-Dichlorobenzene has higher melting point and solubility than those of o- and m- isomers. Discuss.

The melting point of p-isomers of dichloro benzene is higher than that of o- and m-isomers. This is because, p-isomer has symmetrical structure and therefore, its molecule can easily pack closely in crystal lattice. Hence, it has stronger intermolecular forces of attraction than o- and m- isomers. Therefore, greater energy is required to break the intermolecular forces to melt or dissolve the p-isomer than the corresponding o- and m- isomers. In other words, the melting point of p-isomer is...

Discuss any two methods for the preparation of chlorobenzene.

Why is DDT not stored in iron containers ?

Chlorobenzene has a lower dipole moment than methyl chloride. Explain.

Aryl halides are less reactive towards nucleophilic substitution than alkyl halides.

The -Cl in chlorobenzene deactivates benzene ring but it is o- and p- director towards electrophilic substitution. Explain.

Convert chlorobenzene into:a) Phenol b) Aniline c) Benzene d) 2-nitrochlorobenzene e) 1,2-dichlorobenzene

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