Question
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:
-
Ethyl + Ethyl:
CH₃CH₂–CH₂CH₃ → Butane -
Propyl + Propyl:
CH₃CH₂CH₂–CH₂CH₂CH₃ → Hexane -
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.