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Question

Ethyl iodide and n−propyl iodide are allowed to undergo Wurtz reaction. The alkane which will not be obtained in this reaction is:

A
Butane
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B
Propane
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C
Pentane
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D
Hexane
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Solution

The correct option is B Propane
In Wurtz reaction, alkane is prepared by reducing alkyl halide using Na in dry ether. It is a coupling reaction where two alkyl group will combine to form higher alkanes.
RX+2Na+XR1dry etherRR1+2NaX.
In given reaction, Ethyl iodide and n-propyl iodide are involved i.e., RR1
Therefore, we have 3 possibilities,
(i) R will couple with R (R = Ethyl)
Ethyl is two carbon chain so it react with another ethyl to form four carbon chain, Butane.
CH3CH2I+2Na+ICH2CH3dry etherCH3CH2CH2CH3+2NaI.
(ii) R1 will couple with R1 (R1= n-Propyl)
n-propyl is three carbon chain so it react with another n-propyl to form six carbon chain, Hexane.
CH3CH2CH2I+2Na+ICH2CH2CH3dry etherCH3CH2CH2CH2CH2CH3+2NaI.
(iii) R will couple with R1
Ethyl and n-propyl will combine to form five carbon chain, Pentane.
CH3CH2I+2Na+ICH2CH2CH3dry etherCH3CH2CH2CH2CH3+2NaI.

Thus, propane is not prepared with this combination of alkyl halide in Wurtz reaction.

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