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Ch.11 - Liquids & Phase Changes
Chapter 11, Problem 93

1,3-Propanediol can form intramolecular as well as intermolecular hydrogen bonds. Draw a structure of 1,3-propanediol showing an intramolecular hydrogen bond. Structure of 1,3-propanediol showing an intramolecular hydrogen bond.

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Identify the functional groups present in 1,3-propanediol. It has two hydroxyl (-OH) groups attached to a three-carbon chain.
Draw the carbon chain with three carbon atoms in a row.
Attach the hydroxyl groups to the first and third carbon atoms in the chain.
To show an intramolecular hydrogen bond, draw a dashed line between the hydrogen of one hydroxyl group and the oxygen of the other hydroxyl group.
Ensure the structure is clear and the intramolecular hydrogen bond is properly indicated.

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Key Concepts

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

Hydrogen Bonding

Hydrogen bonding is a type of attractive interaction that occurs between a hydrogen atom covalently bonded to a highly electronegative atom (like oxygen or nitrogen) and another electronegative atom. In 1,3-propanediol, hydrogen bonds can form both intramolecularly (within the same molecule) and intermolecularly (between different molecules), influencing the compound's physical properties and reactivity.
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Intramolecular vs. Intermolecular Forces

Intramolecular forces are the forces that hold atoms together within a molecule, while intermolecular forces are the forces that occur between different molecules. Understanding the distinction is crucial for analyzing molecular behavior, as intramolecular hydrogen bonds can stabilize a molecule's structure, whereas intermolecular hydrogen bonds can affect boiling points and solubility.
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Structural Representation of Molecules

The structural representation of molecules, such as Lewis structures or skeletal formulas, provides a visual understanding of how atoms are arranged and bonded within a molecule. For 1,3-propanediol, drawing the structure with an intramolecular hydrogen bond helps illustrate how the molecule can fold upon itself, allowing for the formation of these specific interactions, which are key to its chemical behavior.
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