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Ch.3 - Chemical Reactions and Reaction Stoichiometry
Chapter 3, Problem 111

Section 2.9 introduced the idea of structural isomerism, with 1-propanol and 2-propanol as examples. Determine which of these properties would distinguish these two substances: (a) boiling point, (b) combustion analysis results, (c) molecular weight, (d) density at a given temperature and pressure. You can check on the properties of these two compounds in Wolfram Alpha (http://www.wolframalpha.com/) or the CRC Handbook of Chemistry and Physics.

Verified step by step guidance
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Step 1: Understand the concept of structural isomerism. Structural isomers are compounds with the same molecular formula but different structural arrangements of atoms. 1-propanol and 2-propanol are structural isomers of C3H8O.
Step 2: Consider the boiling point. Structural isomers often have different boiling points due to variations in molecular structure affecting intermolecular forces. Check the boiling points of 1-propanol and 2-propanol to see if they differ.
Step 3: Analyze combustion analysis results. Since both isomers have the same molecular formula, their combustion analysis results (amounts of CO2 and H2O produced) will be identical, as combustion depends on the molecular formula.
Step 4: Evaluate molecular weight. Both 1-propanol and 2-propanol have the same molecular formula, C3H8O, and thus the same molecular weight. This property cannot distinguish between them.
Step 5: Examine density at a given temperature and pressure. Density can vary between structural isomers due to differences in molecular packing and structure. Check the densities of 1-propanol and 2-propanol under the same conditions to determine if they differ.

Key Concepts

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

Structural Isomerism

Structural isomerism occurs when compounds have the same molecular formula but different structural arrangements of atoms. In the case of 1-propanol and 2-propanol, both have the formula C3H8O, yet they differ in the position of the hydroxyl (-OH) group. This difference in structure leads to variations in physical and chemical properties, making it essential to understand isomerism when comparing these compounds.
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Boiling Point

The boiling point of a substance is the temperature at which its vapor pressure equals the external pressure, causing it to change from liquid to gas. For alcohols like 1-propanol and 2-propanol, the position of the hydroxyl group affects intermolecular hydrogen bonding, which in turn influences their boiling points. Understanding boiling point differences is crucial for distinguishing between isomers.
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Density

Density is defined as mass per unit volume and is a key physical property that can vary between isomers. The arrangement of atoms in 1-propanol and 2-propanol leads to differences in their densities, which can be measured under specific temperature and pressure conditions. Recognizing how structural differences impact density helps in identifying and comparing isomeric compounds.
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Related Practice
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