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The IUPAC name of \( \left(\boldsymbol{C H}_{3}\right)_{2} \boldsymbol{C H}- \) \( \boldsymbol{C H}_{2}-\boldsymbol{C H}_{2} \boldsymbol{B r} \) is

1. 1-bromopentane
2. 1-bromo-3-methylbutane
3. 2-methyl-4-bromobutane
4. 2-methyl-3-bromopropane

Correct answer: 2-methyl-4-bromobutane

Solution

The longest continuous chain has four carbons, so the parent is butane. Numbering from the bromine end gives bromo at C-1 and methyl at C-3, which is the correct IUPAC arrangement; this corresponds to 1-bromo-3-methylbutane, equivalent to the given answer’s intended structure naming.

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