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In dichloromethane, \(\mathrm{CH}_{2} \mathrm{Cl}_{2}(\mu=1.60 \mathrm{D})\), the dispersion force contribution to the intermolecular attractive forces is about five times larger than the dipole-dipole contribution. Compared to \(\mathrm{CH}_{2} \mathrm{Cl}_{2}\), would you expect the relative importance of the dipole-dipole contribution to increase or decrease (a) in dibromomethane \((\mu=1.43 \mathrm{D})\), (b) in difluoromethane \((\mu=1.93 \mathrm{D})\) ? (c) Explain.

Short Answer

Expert verified
(a) The relative importance of the dipole-dipole contribution will decrease in dibromomethane (CHâ‚‚Brâ‚‚) compared to dichloromethane (CHâ‚‚Clâ‚‚) because its dipole moment is smaller, leading to weaker dipole-dipole forces. (b) The relative importance of the dipole-dipole contribution will increase in difluoromethane (CHâ‚‚Fâ‚‚) compared to CHâ‚‚Clâ‚‚ due to its stronger dipole moment, which results in stronger dipole-dipole forces. (c) The relative importance decreases in CHâ‚‚Brâ‚‚ because of its weaker dipole moment, while it increases in CHâ‚‚Fâ‚‚ due to its stronger dipole moment compared to CHâ‚‚Clâ‚‚.

Step by step solution

01

Understand Dispersion and Dipole-Dipole Forces

Dispersion forces are weak forces that result from temporary dipoles caused by the random movement of electrons. They exist in all molecules. On the other hand, dipole-dipole forces are interactions between molecules with permanent dipoles, such as polar molecules. The strength of the dipole-dipole force depends on the magnitude of the molecular dipole moment (µ).
02

Compare Molecular Dipole Moments

We are given the molecular dipole moments as follows: - Dichloromethane (CH₂Cl₂): µ = 1.60 D - Dibromomethane (CH₂Br₂): µ = 1.43 D - Difluoromethane (CH₂F₂): µ = 1.93 D
03

Analyze Dibromomethane (CHâ‚‚Brâ‚‚)

Comparing the dipole moments, we see that CHâ‚‚Brâ‚‚ has a lower dipole moment than CHâ‚‚Clâ‚‚. This means that the dipole-dipole forces in dibromomethane are weaker compared to those in dichloromethane. However, both molecules have dispersion forces. Since the dipole-dipole forces are weaker in dibromomethane, the relative importance of dispersion forces will be higher. Therefore, the relative importance of the dipole-dipole forces will decrease in dibromomethane (CHâ‚‚Brâ‚‚) compared to dichloromethane (CHâ‚‚Clâ‚‚). Answer (a): The relative importance of the dipole-dipole contribution will decrease in dibromomethane.
04

Analyze Difluoromethane (CHâ‚‚Fâ‚‚)

Comparing the dipole moments, we see that CHâ‚‚Fâ‚‚ has a higher dipole moment than CHâ‚‚Clâ‚‚. This means that the dipole-dipole forces in difluoromethane are stronger compared to those in dichloromethane. Consequently, the relative importance of the dipole-dipole forces will increase in difluoromethane (CHâ‚‚Fâ‚‚) compared to dichloromethane (CHâ‚‚Clâ‚‚), even though both molecules have dispersion forces. Answer (b): The relative importance of the dipole-dipole contribution will increase in difluoromethane.
05

Explanation

In CHâ‚‚Brâ‚‚, the dipole moment is smaller than in CHâ‚‚Clâ‚‚, leading to weaker dipole-dipole forces. The weaker dipole-dipole forces in CHâ‚‚Brâ‚‚ make the dispersion forces relatively more dominant compared to CHâ‚‚Clâ‚‚. In contrast, CHâ‚‚Fâ‚‚ has a higher dipole moment than CHâ‚‚Clâ‚‚, which means stronger dipole-dipole forces. Therefore, the relative importance of the dipole-dipole forces in CHâ‚‚Fâ‚‚ is greater than in CHâ‚‚Clâ‚‚, even though both molecules have dispersion forces. Answer (c): The relative importance of the dipole-dipole contribution will decrease in CHâ‚‚Brâ‚‚ because of its weaker dipole moment compared to CHâ‚‚Clâ‚‚. On the other hand, it will increase in CHâ‚‚Fâ‚‚ due to its stronger dipole moment compared to CHâ‚‚Clâ‚‚.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Dispersion Forces
Dispersion forces, also known as London dispersion forces, are the weakest type of intermolecular force. Despite their weakness, they are present in all molecules. These forces arise due to the random movement of electrons that create temporary dipoles. These temporary dipoles, in turn, induce dipoles in neighboring molecules, resulting in a small attraction between them. This effect is especially notable in larger and more complex molecules, as the increased electron cloud size enhances the possibility of temporary dipole formation.
The strength of dispersion forces is influenced by:
  • Molecular size: Larger molecules have more electrons and are more polarizable, leading to stronger dispersion forces.
  • Shape: Long-chain molecules have stronger dispersion forces than compact-shaped molecules due to more surface contact area.
Although dispersion forces are generally weaker than other forces, their contribution can be significant, particularly in large molecules or atoms with high electron densities.
Dipole-Dipole Forces
Dipole-dipole forces occur between molecules that possess permanent dipoles, i.e., polarized molecules. These forces arise because of the electrostatic attraction between the positive end of one polar molecule and the negative end of another. The strength of dipole-dipole interactions is contingent on the dipole moment (\(\mu\)), which indicates the degree of polarity a molecule has.
Some factors that affect dipole-dipole interactions include:
  • Dipole moment magnitude: Greater molecular polarity, as seen with a larger dipole moment, leads to stronger dipole-dipole attractions.
  • Orientation: Optimally aligned dipoles attract more strongly compared to randomly oriented molecules.
These forces play a crucial role in determining the properties and behaviors of polar molecules such as dissolving and boiling points. Polar molecules, influenced by these interactions, typically have higher boiling points than nonpolar ones due to the stronger attractions holding the molecules together.
Molecular Dipole Moment
The molecular dipole moment (\(\mu\)) is a vector quantity that represents the polarity of a molecule. It is calculated based on the vector sum of the individual bond dipole moments, which arise from the difference in electronegativity between bonded atoms. The dipole moment is expressed in Debye units (D).
The importance of the molecular dipole moment lies in its ability to influence molecular interactions, like dipole-dipole forces. A higher dipole moment generally indicates a more polar molecule and therefore stronger dipole-dipole interactions.
In practical terms, the dipole moment impacts:
  • Solubility: Polar molecules (with high dipole moments) tend to be soluble in polar solvents.
  • Boiling and melting points: Molecules with higher dipole moments often exhibit higher boiling/melting points.
  • Reactivity and physical properties: The polarity can affect how molecules interact and react with each other and different substances.
It's fascinating to see how this singular measurement can offer insights into a molecule's interactions and its physical and chemical properties.

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Most popular questions from this chapter

(a) Which is generally stronger, intermolecular interactions or intramolecular interactions? (b) Which of these kinds of interactions are broken when a liquid is converted to a gas?

Acetone \(\left[\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CO}\right]\) is widely used as an industrial solvent. (a) Draw the Lewis structure for the acetone molecule and predict the geometry around each carbon atom. (b) Is the acetone molecule polar or nonpolar? (c) What kinds of intermolecular attractive forces exist between acetone molecules? (d) 1-Propanol \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\right)\) has a molecular weight that is very similar to that of acetone, yet acetone boils at \(56.5^{\circ} \mathrm{C}\) and 1 -propanol boils at \(97.2^{\circ} \mathrm{C}\). Explain the difference.

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