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Ch.22 - Organic Chemistry
Chapter 22, Problem 35

Write structural formulas for each of the nine structural isomers of heptane.

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1
Identify the molecular formula of heptane, which is C7H16. This indicates that heptane has 7 carbon atoms and 16 hydrogen atoms.
Understand that structural isomers are compounds with the same molecular formula but different structural formulas. This means the connectivity of atoms differs among isomers.
Start by drawing the straight-chain structure of heptane, which is a continuous chain of seven carbon atoms with hydrogen atoms filling the remaining valences.
Create branched isomers by rearranging the carbon skeleton. Begin by moving one carbon from the end of the chain to create a six-carbon chain with a one-carbon branch (methyl group). This is an example of a structural isomer.
Continue creating more isomers by further branching and rearranging the carbon skeleton, ensuring each carbon has four bonds (satisfying the valency of carbon) and the total number of hydrogen atoms remains 16.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Structural Isomers

Structural isomers are compounds that have the same molecular formula but differ in the arrangement of atoms. This variation can lead to different physical and chemical properties. In the case of heptane (C7H16), the nine structural isomers arise from different ways to connect the carbon atoms, resulting in distinct structures.
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Heptane and its Isomers

Heptane is an alkane with seven carbon atoms, and its molecular formula is C7H16. The structural isomers of heptane include straight-chain and branched forms. Understanding the specific arrangements of carbon and hydrogen in these isomers is crucial for drawing their structural formulas accurately.
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Drawing Structural Formulas

Drawing structural formulas involves representing the arrangement of atoms in a molecule, including bonds between them. For isomers, it is important to depict the connectivity of carbon atoms and the placement of hydrogen atoms. Familiarity with line-angle formulas and the conventions for depicting bonds helps in accurately illustrating the different structural isomers of heptane.
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Structural Formula