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The reaction of a primary alcohol with w...

The reaction of a primary alcohol with which of the following gives purely a haloalkane ?

A

Phosphorus trichloride

B

Phosphorus pentachloride

C

Thionyl chloride

D

Sulphuryl chloride

Text Solution

AI Generated Solution

The correct Answer is:
To determine which reaction of a primary alcohol yields a purely haloalkane, we can analyze the reactions of primary alcohols with different reagents. ### Step-by-Step Solution: 1. **Identify the Nature of Primary Alcohols**: A primary alcohol has the hydroxyl group (-OH) attached to a carbon that is only connected to one other carbon atom. This structure is crucial for determining the reaction pathway. **Hint**: Remember that primary alcohols have the -OH group attached to a carbon that is only connected to one other carbon. 2. **Consider Reagents for Haloalkane Formation**: Common reagents that can react with primary alcohols to form haloalkanes include: - Hydrogen halides (e.g., HCl, HBr, HI) - Thionyl chloride (SOCl2) - Phosphorus trihalides (e.g., PCl3, PBr3) **Hint**: Think about which reagents can replace the -OH group with a halogen atom. 3. **Analyze the Reaction with Thionyl Chloride (SOCl2)**: The reaction of a primary alcohol with thionyl chloride produces a haloalkane and by-products (SO2 and HCl). The reaction can be represented as: \[ R-OH + SOCl2 \rightarrow R-Cl + SO2 + HCl \] This reaction yields a haloalkane (R-Cl) and is known for being efficient. **Hint**: Thionyl chloride is a good reagent to produce haloalkanes from alcohols with minimal side products. 4. **Consider Phosphorus Halides**: The reaction of a primary alcohol with phosphorus trihalides (like PCl3) also produces a haloalkane but may yield side products. The reaction can be represented as: \[ R-OH + PCl3 \rightarrow R-Cl + H3PO3 \] Here, H3PO3 is a side product, indicating that this reaction does not yield a purely haloalkane. **Hint**: Phosphorus halides can produce side products, which may complicate the reaction. 5. **Conclusion**: The reaction of a primary alcohol with thionyl chloride (SOCl2) is the best choice for obtaining a purely haloalkane without significant side products. Therefore, the answer to the question is: **Thionyl chloride (SOCl2)** gives purely a haloalkane when reacting with a primary alcohol. ### Final Answer: **Thionyl chloride (SOCl2)** is the reagent that gives purely a haloalkane when reacting with a primary alcohol.
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