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Aryl fluoride may be prepared from arene...

Aryl fluoride may be prepared from arene diazonium chloride using

A

`CuF//HF`

B

`Cu//HF`

C

`HBF_(4)//Delta`

D

`HBF_(4)//NaNO_(2),Cu`

Text Solution

AI Generated Solution

The correct Answer is:
To prepare aryl fluoride from arene diazonium chloride, follow these steps: ### Step 1: Formation of Arene Diazotization 1. Start with an aniline compound (aromatic amine). 2. Treat the aniline with nitrous acid (HNO2) at a temperature of 273-278 K to form arene diazonium chloride. - **Chemical Reaction**: \[ \text{C}_6\text{H}_5\text{NH}_2 + \text{HNO}_2 \rightarrow \text{C}_6\text{H}_5\text{N}_2^+\text{Cl}^- \] ### Step 2: Reaction with Fluoroboric Acid 3. React the arene diazonium chloride with fluoroboric acid (HBF4). - **Chemical Reaction**: \[ \text{C}_6\text{H}_5\text{N}_2^+\text{Cl}^- + \text{HBF}_4 \rightarrow \text{C}_6\text{H}_5\text{N}_2^+\text{BF}_4^- + \text{HCl} \] - This results in the formation of benzene diazonium fluoroborate. ### Step 3: Heating the Diazotization Product 4. Heat the benzene diazonium fluoroborate to induce the elimination of nitrogen gas (N2). - **Chemical Reaction**: \[ \text{C}_6\text{H}_5\text{N}_2^+\text{BF}_4^- \xrightarrow{\text{heat}} \text{C}_6\text{H}_5\text{F} + \text{BF}_3 + \text{N}_2 \] - This step produces aryl fluoride. ### Final Product 5. The final product of this reaction is aryl fluoride (C6H5F). ### Conclusion The aryl fluoride is prepared from arene diazonium chloride using fluoroboric acid (HBF4) followed by heating. ---
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