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What is the IUPAC name of the compound H3C-CH(CH3)-CH(Br)-CH2-CH3?

Chemistry

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Answer

3-bromo-2-methylpentane\text{3-bromo-2-methylpentane}

Step-by-step solution

5 steps
  1. Identify the longest continuous carbon chain.

    The given compound is:

    H3C−CH(CH3)−CH(Br)−CH2−CH3\text{H}_{3}\text{C}-\text{CH}(\text{CH}_{3})-\text{CH}(\text{Br})-\text{CH}_{2}-\text{CH}_{3}

    The longest continuous carbon chain is 5 carbons long. This makes the parent alkane pentane.

  2. Identify the substituents.

    • There is a methyl (CH3\text{CH}_{3}) group.
    • There is a bromo (Br\text{Br}) group.
  3. Number the carbon chain to give the substituents the lowest possible numbers.

    Let's consider numbering from both ends:

    • Numbering from left to right:

      C1H3−C2H(CH3)−C3H(Br)−C4H2−C5H3\text{C}^{1}\text{H}_{3}-\text{C}^{2}\text{H}(\text{CH}_{3})-\text{C}^{3}\text{H}(\text{Br})-\text{C}^{4}\text{H}_{2}-\text{C}^{5}\text{H}_{3}

      The methyl group is at carbon 2. The bromo group is at carbon 3. The set of locants is (2, 3).

    • Numbering from right to left:

      C5H3−C4H2−C3H(Br)−C2H(CH3)−C1H3\text{C}^{5}\text{H}_{3}-\text{C}^{4}\text{H}_{2}-\text{C}^{3}\text{H}(\text{Br})-\text{C}^{2}\text{H}(\text{CH}_{3})-\text{C}^{1}\text{H}_{3}

      The bromo group is at carbon 3. The methyl group is at carbon 4. The set of locants is (3, 4).

    Comparing the two sets of locants, (2, 3) is lower than (3, 4). Therefore, we number the chain from left to right.

  4. Arrange the substituents alphabetically.

    • Bromo (Br\text{Br}) comes before Methyl (CH3\text{CH}_{3}).
  5. Combine the name.

    The bromo group is at position 3.
    The methyl group is at position 2.
    The parent chain is pentane.

    The full name of the compound is:

    3-bromo-2-methylpentane\text{3-bromo-2-methylpentane}
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