Which of the following alkanes cannot be prepared by Wurtz reaction?
(A) Methane
(B) Ethane
(C) Propane
(D) 2-Methylpropane

(A) Methane:

  • Would require coupling of methyl halide (CH₃–X) with itself.
  • This gives ethane (CH₃–CH₃), not methane.
  • So methane cannot be prepared by Wurtz reaction.

(B) Ethane:

  • Formed by coupling of two methyl halide molecules (CH₃–X).
  • Ethane can be prepared.

(C) Propane:

  • Would require coupling of methyl halide (CH₃–X) and ethyl halide (C₂H₅–X).
  • This is unsymmetrical, and Wurtz reaction gives a mixture (ethane, propane, butane).
  • Propane cannot be prepared cleanly.

(D) 2-Methylpropane (isobutane):

  • Can be obtained by coupling of isopropyl halide (CH₃–CHBr–CH₃) and methyl halide.
  • Again, leads to mixtures — not ideal.
  • Cannot be prepared selectively.

Final Correct Answer:

(A) Methane — it cannot be prepared by the Wurtz reaction.

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