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Question
Among aromatic halogen compounds, how are nuclear derivatives different from side chain derivatives? Explain with examples.
Explain
Very Long Answer
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Solution
| Nuclear Derivatives | Side Chain Derivatives | |
| 1. | In nuclear derivatives, the halogen atom is directly attached to the benzene ring. | In side chain derivatives, the halogen atom is attached to the alkyl side chain of the ring. |
| 2. | These are also known as aryl halides. | These are also known as alkyl halides or benzylic halides. |
| 3. | The carbon to which the halogen is bonded is sp2-hybridized. | The carbon to which the halogen is bonded is sp3-hybridized. |
| 4. | They are less reactive in nucleophilic substitution reactions. | They are more reactive in nucleophilic substitution reactions. |
| 5. | They may undergo electrophilic substitution slowly and usually require a catalyst. | Electrophilic substitution does not generally occur in side chain halides. |
| 6. | Nucleophilic substitution is difficult and requires strong reagents and conditions. | Nucleophilic substitution is easier due to the stability of the benzylic carbocation. |
| 7. | Example: Chlorobenzene (C6H5Cl), where Cl is attached directly to the ring. | Example: Benzyl chloride (C6H5CH2Cl), where Cl is attached to the side chain (–CH2). |
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