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Question
Write the equations for the preparation of ethyl chloride using
- Hydrogen halide
- ethene
- Thionyl chloride
Which of these methods is preferred and why?
Solution
- Hydrogen halide:
\[\ce{\underset{\text{Ethanol}}{CH3CH2 - OH + HCl} ->[anhydrous][ZnCl2] \underset{\text{Ethyl chloride}}{CH3CH2 - Cl} + H2O}\] - Ethene:
\[\ce{\underset{\text{Ethene}}{CH2 = CH2} + HCl -> \underset{\text{Ethyl chloride}}{CH3 - CH2 - Cl}}\] - Thionyl chloride:
- The preparation of ethyl chloride using thionyl chloride will be the most preferred method.
1. Thionyl chloride reacts with straight-chain primary alcohols to give unrearranged alkyl chloride.
2. The byproducts (SO2 and HCl) obtained during the course of the reaction are in a gaseous state thus, there is no need to put extra effort for its separation. Hence, this method is preferred for the preparation of ethyl chloride.
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