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Ch.11 - Liquids and Intermolecular Forces
Chapter 11, Problem 91a

In Table 11.3, we saw that the viscosity of a series of hydrocarbons increased with molecular weight, doubling from the six-carbon molecule to the ten-carbon molecule.
(a) The eight-carbon hydrocarbon, octane, has an isomer, isooctane. Would you predict that isooctane would have a larger or smaller viscosity than octane? Why?

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1
Understand that viscosity is a measure of a fluid's resistance to flow. In hydrocarbons, viscosity generally increases with molecular weight and the strength of intermolecular forces.
Recognize that octane (C8H18) and isooctane (2,2,4-trimethylpentane) are structural isomers, meaning they have the same molecular formula but different structures.
Consider the structure of octane, which is a straight-chain alkane, and compare it to isooctane, which is a branched alkane.
Recall that branching in hydrocarbons tends to decrease the surface area available for intermolecular interactions, leading to weaker van der Waals forces compared to straight-chain isomers.
Predict that isooctane would have a smaller viscosity than octane due to its branched structure, which reduces intermolecular attractions and thus decreases resistance to flow.

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Key Concepts

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

Viscosity

Viscosity is a measure of a fluid's resistance to flow. It is influenced by the size and shape of the molecules in the fluid; larger and more complex molecules typically result in higher viscosity due to increased intermolecular interactions. In hydrocarbons, as molecular weight increases, viscosity tends to increase because larger molecules can entangle more easily, hindering flow.
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Isomerism

Isomerism refers to the phenomenon where two or more compounds have the same molecular formula but different structural arrangements or spatial orientations. In the case of octane and isooctane, they are structural isomers, meaning they have different connectivity of atoms. This difference can affect their physical properties, including viscosity, as the arrangement of atoms influences how molecules interact with each other.
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Intermolecular Forces

Intermolecular forces are the attractive forces between molecules that influence physical properties such as boiling point, melting point, and viscosity. In hydrocarbons, van der Waals forces (dispersion forces) play a significant role. The strength of these forces can vary based on molecular structure; for example, branched isomers like isooctane generally have weaker intermolecular forces compared to their straight-chain counterparts, potentially leading to lower viscosity.
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Related Practice
Textbook Question

Suppose the vapor pressure of a substance is measured at two different temperatures.

a. By using the Clausius–Clapeyron equation (Equation 11.1), derive the following relationship between the vapor pressures, 𝑃1 and 𝑃2, and the absolute temperatures at which they were measured, 𝑇1 and 𝑇2:

ln𝑃1𝑃2=−Δ𝐻vap𝑅(1𝑇1−1𝑇2)

b. Gasoline is a mixture of hydrocarbons, a component of which is octane (CH3CH2CH2CH2CH2CH2CH2CH3). Octane has a vapor pressure of 13.95 torr at 25°C and a vapor pressure of 144.78 torr at 75°C. Use these data and the equation in part (a) to calculate the heat of vaporization of octane.

c. By using the equation in part (a) and the data given in part (b), calculate the normal boiling point of octane. Compare your answer to the one you obtained from Exercise 11.83.

d. Calculate the vapor pressure of octane at −30°C.


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Textbook Question

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