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Question 55

Conversion of benzene diazonium chloride to chlorobenzene is an example of which of the following reactions?

The conversion of benzene diazonium chloride to chlorobenzene involves replacing the diazonium group (−N₂⁺Cl⁻) with a chlorine atom. The reaction is:

$$C_{6}H_{5}N_{2}Cl -> C_{6}H_{5}Cl + N_{2}$$

Now, let's examine each option:

Option A: Claisen reaction - This typically refers to condensation or rearrangement reactions involving carbonyl compounds, such as esters forming β-keto esters. It does not apply to diazonium salt conversions.

Option B: Friedel-Crafts reaction - This is an electrophilic aromatic substitution where halogens or alkyl groups are introduced using catalysts like AlCl₃. For example, benzene reacts with Cl₂/AlCl₃ to form chlorobenzene. However, here we start from benzene diazonium chloride, not benzene, so this is incorrect.

Option C: Sandmeyer reaction - This reaction specifically converts aryl diazonium salts to aryl halides using copper(I) halides. For chlorobenzene, benzene diazonium chloride reacts with CuCl:

$$C_{6}H_{5}N_{2}Cl + CuCl -> C_{6}H_{5}Cl + N_{2} + CuCl$$

This matches the given conversion exactly.

Option D: Wurtz reaction - This couples alkyl halides with sodium metal to form higher alkanes (e.g., 2CH₃Br + 2Na → CH₃CH₃ + 2NaBr). It does not involve diazonium salts.

Therefore, the conversion is a Sandmeyer reaction.

Hence, the correct answer is Option C.

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