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Question: Which of the following is NOT obtained when a mixture of Iodoethane and 1-Iosopropane is treated wit...

Which of the following is NOT obtained when a mixture of Iodoethane and 1-Iosopropane is treated with sodium metal in dry ether?

A

propane

B

butane

C

pentane

D

hexane

Answer

propane

Explanation

Solution

In the Wurtz reaction, two alkyl halides are coupled in the presence of sodium metal in dry ether. For iodoethane (CH₃CH₂I) and 1-iodopropane (CH₃CH₂CH₂I), the possible couplings are:

  1. Ethyl + Ethyl:
    CH₃CH₂–CH₂CH₃ → Butane

  2. Propyl + Propyl:
    CH₃CH₂CH₂–CH₂CH₂CH₃ → Hexane

  3. Ethyl + Propyl (cross-coupling):
    CH₃CH₂–CH₂CH₂CH₃ → Pentane

Since propane (CH₃CH₂CH₃) cannot be formed from any combination of these groups, it is the alkane not formed.