IUPAC name of (CH3)3CCH2Br is

Correct answer: C. 1-bromo-2,2-dimethylpropane

  • A. 1-bromopentane
  • B. 1-bromo-2,2,2-trimethylethane
  • C. 1-bromo-2,2-dimethylpropane
  • D. 2-bromopentane

Explanation

The longest chain containing the bromine has three carbons, giving propane, with the bromine on carbon 1 and two methyl groups on carbon 2. Counting all five carbons as a straight chain gives the pentane answers, which ignores the branching. Numbering must start from the end nearer the substituent, which puts the bromine at position 1.

This question appeared on the UHS MDCAT 2025 paper, which you can sit online with every answer explained.

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About Nomenclature, Structure and Reactivity

Alkyl halides are named by selecting the longest carbon chain and locating the halogen substituent, while their structures are classified as primary, secondary or tertiary. Their reactivity includes nucleophilic substitution and elimination, with the behaviour of leaving groups and the distinction between SN1 and SN2 mechanisms linked to substrate structure.

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