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Acetone reacts with phosphorous pentachl...

Acetone reacts with phosphorous pentachloride to give:

A

Vic-dihalide

B

`alpha, alpha` -dihalide

C

Gem-dihalide

D

`alpha, omega`- dihalide

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The correct Answer is:
To determine the product of the reaction between acetone and phosphorus pentachloride (PCl5), we can follow these steps: ### Step 1: Identify the Structure of Acetone Acetone is a ketone with the molecular formula \( \text{C}_3\text{H}_6\text{O} \). Its structure can be represented as: \[ \text{CH}_3\text{C}(=O)\text{CH}_3 \] ### Step 2: Understand the Reaction with PCl5 When acetone reacts with phosphorus pentachloride, chlorination occurs at the carbonyl carbon (the carbon atom double-bonded to oxygen). The oxygen atom in the carbonyl group will be displaced by chlorine. ### Step 3: Mechanism of the Reaction 1. **Formation of a Chloronium Ion**: The oxygen atom in acetone attacks phosphorus in PCl5, leading to the formation of a chloronium ion and the release of a chloride ion (Cl⁻). \[ \text{CH}_3\text{C}(=O)\text{CH}_3 + \text{PCl}_5 \rightarrow \text{CH}_3\text{C}^+(Cl)\text{CH}_3 + \text{POCl}_3 + \text{Cl}^- \] 2. **Nucleophilic Attack**: The chloride ion (Cl⁻) acts as a nucleophile and attacks the positively charged carbon (the carbonyl carbon), resulting in the formation of a geminal dichloride. \[ \text{CH}_3\text{C}^+(Cl)\text{CH}_3 + \text{Cl}^- \rightarrow \text{CH}_3\text{C}(Cl)(Cl)\text{CH}_3 \] ### Step 4: Identify the Product The product formed is a geminal dichloride, where both chlorine atoms are attached to the same carbon atom (the carbonyl carbon). The structure of the product can be represented as: \[ \text{CH}_3\text{C}(Cl)(Cl)\text{CH}_3 \] ### Conclusion Thus, the reaction of acetone with phosphorus pentachloride yields a **geminal dihalide**. ### Final Answer The product is a geminal dihalide. ---
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VMC MODULES ENGLISH-HALOALKANES & HALOARENES -ENABLE
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