NCERT Class XI Chemistry Hydrocarbons Solutions

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Question : 25
Total: 25
Why is Wurtz reaction not preferred for the preparation of alkanes containing odd number of carbon atoms? Illustrate your answer by taking one example.
Solution:  
Wurtz reaction is used for preparation of alkanes. During this reaction, an alkyl halide with half the number of carbon atoms than the desired alkane is made to react with sodium metal in acetone. This leads to the formation of the desired alkane.
e.g., If the desired alkane is ethane, methyl iodide is taken.
H3CI+2Na+ICH3
H3CCH3
Ethane
+2NaI

While this method is highly successful for producing alkanes with even number of carbon atoms but it gives a mixture of alkanes when odd numbered alkanes are to be formed.
This happens because two different alkyl halides not only react with each other but also with themselves.
This can be better illustrated with an example - propane is prepared by taking methyl iodide and ethyl iodide.
H3CI+2Na+IC2H5
acetone
CH3CH2CH3
Propane
+2NaI

The side reactions that take place in the reaction mixture are :
H3CI+2Na+ICH3
acetone
C2H5C2H5
Butane
+2NaI

Thus, one gets a mixture of propane, ethane and butane which need to be separated in order to get the desired product.
That is why Wurtz reaction is not preferred for preparation of alkanes containing odd number of carbon atoms.
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