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What is the structural isomer of 2-Methylprop-1-ene?

Chemistry

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To find the structural isomer of 2-Methylprop-1-ene, we first need to determine its molecular formula.

  1. Determine the molecular formula of 2-Methylprop-1-ene.

    The name "prop-1-ene" indicates a 3-carbon chain with a double bond between the first and second carbons.
    The "2-methyl" indicates a methyl group (CH3_3) attached to the second carbon.

    The structure is:

    CH2=C(CH3)−CH3\text{CH}_2=\text{C}(\text{CH}_3)-\text{CH}_3

    Counting the carbons: There are 3 carbons in the main chain and 1 carbon in the methyl group, totaling 4 carbons.
    Counting the hydrogens:

    • The first carbon (CH2_2) has 2 hydrogens.
    • The second carbon (C) is bonded to the first carbon (double bond), the third carbon (single bond), and the methyl group (single bond). It has no hydrogens.
    • The third carbon (CH3_3) has 3 hydrogens.
    • The methyl group (CH3_3) has 3 hydrogens. Total hydrogens = 2+0+3+3=82 + 0 + 3 + 3 = 8. So, the molecular formula of 2-Methylprop-1-ene is C4H8\text{C}_4\text{H}_8.
  2. Determine the molecular formula for each option.

    A) but-1-yne
    "But-1-yne" indicates a 4-carbon chain with a triple bond at the first carbon. Alkynes have the general formula CnH2n−2\text{C}_n\text{H}_{2n-2}. For n=4n=4, the formula is C4H2(4)−2=C4H6\text{C}_4\text{H}_{2(4)-2} = \text{C}_4\text{H}_6. This is not C4H8\text{C}_4\text{H}_8.

    B) 2-methylbut-1-ene
    "But-1-ene" indicates a 4-carbon chain with a double bond at the first carbon. "2-methyl" indicates a methyl group at the second carbon.
    The structure is:

    CH2=C(CH3)−CH2−CH3\text{CH}_2=\text{C}(\text{CH}_3)-\text{CH}_2-\text{CH}_3

    Counting carbons: 4 carbons in the main chain + 1 carbon in the methyl group = 5 carbons.
    Alkenes have the general formula CnH2n\text{C}_n\text{H}_{2n}. For n=5n=5, the formula is C5H10\text{C}_5\text{H}_{10}. This is not C4H8\text{C}_4\text{H}_8.

    C) 3-methylprop-1-yne
    "Prop-1-yne" indicates a 3-carbon chain with a triple bond at the first carbon. "3-methyl" indicates a methyl group at the third carbon.
    The structure would be:

    CH≡C−CH(CH3)−CH3\text{CH}\equiv\text{C}-\text{CH}(\text{CH}_3)-\text{CH}_3

    This molecule has a longest chain of 4 carbons containing the triple bond, making it 3-methylbut-1-yne.
    It is an alkyne with 4 carbons, so its molecular formula is C4H2(4)−2=C4H6\text{C}_4\text{H}_{2(4)-2} = \text{C}_4\text{H}_6. This is not C4H8\text{C}_4\text{H}_8.

    D) but-2-ene
    "But-2-ene" indicates a 4-carbon chain with a double bond at the second carbon.
    The structure is:

    CH3−CH=CH−CH3\text{CH}_3-\text{CH}=\text{CH}-\text{CH}_3

    Counting carbons: 4 carbons.
    Counting hydrogens: 3+1+1+3=83 + 1 + 1 + 3 = 8 hydrogens.
    So, the molecular formula of but-2-ene is C4H8\text{C}_4\text{H}_8.

  3. Compare molecular formulas.

    Both 2-Methylprop-1-ene and but-2-ene have the molecular formula C4H8\text{C}_4\text{H}_8. Since they have the same molecular formula but different structural arrangements (one is branched, the other is a straight chain), they are structural isomers.

    The final answer is D\boxed{\text{D}}

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