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This is because the lone pair electrons of Chlorine are dispersed throughout the benzene ring by resonance. This gives the C-Cl bond a double bond character, making it shorter and stronger, difficult to break.

Hence this chlorine is more difficult to remove than Methyl-chloride's chlorine

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Q: Why is chlorine of chlorobenzene difficult to remove than methyl chloride?
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How do you make methylene chloride?

Methylene chloride can be made simply by treating equal parts by weight of either methyl chloride or methane with chlorine gas at 400-500 °C


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