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Aniline reacts with excess of COCl2...

Aniline reacts with excess of ` COCl_2 and KOH ` to form :

A

`C_6 H_5 OH`

B

`C_6 H_5 NCO`

C

`C_6 H_5 NHCOCl`

D

`C_6 H_5 COCl`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the reaction of aniline with excess `COCl2` (thionyl chloride) and `KOH`, we will follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactants are aniline (C6H5NH2) and thionyl chloride (COCl2). - Aniline is a primary amine with the structure C6H5NH2. 2. **Reaction with Thionyl Chloride**: - When aniline reacts with thionyl chloride, the amine group (-NH2) will react with the carbonyl group (C=O) of thionyl chloride. - This reaction leads to the formation of an intermediate compound where the nitrogen atom of aniline forms a bond with the carbon atom of the carbonyl group, resulting in the formation of an acylated amine. 3. **Formation of the Intermediate**: - The reaction can be represented as: \[ C6H5NH2 + COCl2 \rightarrow C6H5NHC(O)Cl \] - Here, C6H5NHC(O)Cl is the intermediate formed. 4. **Role of KOH**: - The presence of KOH (potassium hydroxide) in the reaction acts as a base. It will deprotonate the acylated amine, leading to the formation of a more stable compound. - The hydroxide ion (OH-) will abstract a proton from the nitrogen, resulting in a positively charged nitrogen atom. 5. **Final Product Formation**: - After deprotonation, the intermediate will rearrange and eliminate a chloride ion (Cl-) due to the presence of KOH. - The final product can be represented as: \[ C6H5N=C=O \] - This compound is known as an isocyanate. 6. **Conclusion**: - The final product formed from the reaction of aniline with excess `COCl2` and `KOH` is **benzene isocyanate** (C6H5N=C=O). ### Final Answer: The product formed is **benzene isocyanate (C6H5N=C=O)**. ---
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