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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

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question of what product is formed when acetone reacts with phosphorus pentachloride (PCl5), we can follow these steps: ### Step 1: Identify the structure of acetone Acetone is a simple ketone with the molecular formula \( \text{C}_3\text{H}_6\text{O} \). Its structure can be represented as: \[ \text{CH}_3\text{C}(\text{O})\text{CH}_3 \] This means it has a carbonyl group (C=O) flanked by two methyl groups (CH3). **Hint:** Remember that acetone is a ketone, which means it has a carbonyl group (C=O) between two carbon atoms. ### Step 2: Understand the reaction with PCl5 Phosphorus pentachloride (PCl5) is a reagent that can convert alcohols and carbonyl compounds into chlorinated products. In the case of acetone, the carbonyl group will react with PCl5. **Hint:** PCl5 can replace the oxygen in the carbonyl group with chlorine atoms through a nucleophilic substitution reaction. ### Step 3: Predict the reaction mechanism When acetone reacts with PCl5, the carbonyl oxygen is replaced by chlorine atoms. Since acetone has one carbonyl group, it will lead to the formation of a geminal dihalide. The reaction can be visualized as follows: 1. The carbonyl oxygen (C=O) is replaced by two chlorine atoms (Cl). 2. This results in the formation of a compound where both chlorine atoms are attached to the same carbon atom. **Hint:** A geminal dihalide is formed when two halogen atoms are bonded to the same carbon atom. ### Step 4: Write the product The product of this reaction will be: \[ \text{Me}_2\text{C}(\text{Cl})_2 \] This indicates that we have a carbon atom with two chlorine atoms and two methyl groups attached to it, which is a geminal dihalide. **Hint:** The final product is a geminal dihalide because both chlorine atoms are attached to the same carbon atom. ### Conclusion The reaction of acetone with phosphorus pentachloride yields a geminal dihalide, specifically: \[ \text{Me}_2\text{C}(\text{Cl})_2 \] ### Final Answer The product formed when acetone reacts with phosphorus pentachloride is a geminal dihalide. ---
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