O Levels Chemistry (5070)•5070/12/O/N/23

Explanation
Structural isomers from hydrogen substitution in n-butane
Steps:
- Represent butane as CH₃-CH₂-CH₂-CH₃, with carbons labeled 1-2-3-4.
- Identify equivalent positions: C1 and C4 (terminal methyl, primary H); C2 and C3 (methylene, secondary H).
- Substitution at C1 (or C4) forms 1-chlorobutane: CH₃-CH₂-CH₂-CH₂Cl.
- Substitution at C2 (or C3) forms 2-chlorobutane: CH₃-CH₂-CHCl-CH₃.
Why B is correct:
- n-Butane has two sets of equivalent hydrogens (primary and secondary), producing two distinct carbon skeletons for chlorobutane per structural isomer definition.
Why the others are wrong:
- A: Ignores positional differences between primary and secondary carbons.
- C: Overcounts by possibly including stereoisomers, which are not structural.
- D: Assumes all four carbons are unique, but C1≡C4 and C2≡C3.
Final answer: B
Topic: Alkanes
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