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Ethyl alcohol gives ethyl chloride with ...

Ethyl alcohol gives ethyl chloride with the help of

A

`SOCl_(2)`

B

KCl

C

`Cl_(2)`

D

NaCl

Text Solution

AI Generated Solution

The correct Answer is:
To convert ethyl alcohol (C2H5OH) into ethyl chloride (C2H5Cl), we can use thionyl chloride (SOCl2) as a reagent. Here’s a step-by-step explanation of the process: ### Step 1: Understanding the Reactants - Ethyl alcohol (C2H5OH) contains a hydroxyl group (-OH) which is not a good leaving group in its current state. - To convert it into ethyl chloride, we need to transform the -OH group into a better leaving group. **Hint:** Identify the functional groups in the reactants and their properties. ### Step 2: Formation of a Better Leaving Group - The hydroxyl group can be converted into a better leaving group by protonation. This can be achieved by using thionyl chloride (SOCl2). - The lone pair of electrons on the oxygen atom of the alcohol can attack the sulfur atom in SOCl2, forming a complex. **Hint:** Consider how the structure of SOCl2 interacts with the -OH group. ### Step 3: Formation of a Protonated Alcohol - When the oxygen attacks sulfur, it forms a tetrahedral intermediate where the oxygen is now positively charged (C2H5OH2+). - This intermediate can then lose a water molecule (H2O), which is a good leaving group. **Hint:** Remember that the formation of a carbocation is a key step in many substitution reactions. ### Step 4: Nucleophilic Attack by Chloride Ion - After the loss of water, a carbocation (C2H5+) is formed. - The chloride ion (Cl-) from the thionyl chloride can now attack this carbocation, leading to the formation of ethyl chloride (C2H5Cl). **Hint:** Think about the stability of the carbocation and how the chloride ion acts as a nucleophile. ### Step 5: Byproducts Formation - The reaction also produces sulfur dioxide (SO2) and hydrochloric acid (HCl) as byproducts. - The overall reaction can be summarized as: \[ C2H5OH + SOCl2 \rightarrow C2H5Cl + SO2 + HCl \] **Hint:** Always keep track of the reactants and products to ensure the reaction is balanced. ### Final Answer Ethyl alcohol gives ethyl chloride with the help of thionyl chloride (SOCl2). ---
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