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Chapter 9: Problem 23

Methanol, \(\mathrm{CH}_{3} \mathrm{OH}\), has a normal boiling point of \(64.7^{\circ} \mathrm{C}\) and a vapor pressure of \(100 \mathrm{mmHg}\) at \(21.2^{\circ} \mathrm{C}\). Formaldehyde, \(\mathrm{H}_{2} \mathrm{C}=\mathrm{O},\) has a normal boiling point of \(-19.5^{\circ} \mathrm{C}\) and a vapor pressure of \(100 \mathrm{mmHg}\) at \(-57.3^{\circ} \mathrm{C} .\) Explain why these two compounds have different boiling points and require different temperatures to achieve the same vapor pressure.

Short Answer

Expert verified
Methanol has stronger intermolecular forces than formaldehyde, leading to a higher boiling point and requiring a higher temperature to reach the same vapor pressure.

Step by step solution

01

Understand Boiling Point

The boiling point of a substance is the temperature at which its vapor pressure equals the atmospheric pressure. For methanol and formaldehyde, the differences in boiling points indicate the strength of intermolecular forces acting within the liquids鈥攕tronger forces require more energy (higher temperature) to overcome.
02

Compare Intermolecular Forces

Methanol (\(\mathrm{CH}_3 \mathrm{OH}\)) can form hydrogen bonds due to its OH group, whereas formaldehyde (\(\mathrm{H}_2\mathrm{C} \!=\mathrm{O}\)) cannot form hydrogen bonds as effectively as methanol. This makes the intermolecular forces within methanol stronger than those within formaldehyde.
03

Impact on Vapor Pressure

Stronger intermolecular forces in methanol result in a lower vapor pressure at a given temperature compared to substances with weaker forces. This means methanol requires a higher temperature to reach the same vapor pressure as formaldehyde.
04

Relationship with Temperature and Vapor Pressure

At \(64.7^{\circ}\mathrm{C}\), methanol's vapor pressure matches atmospheric pressure, meaning it has reached its boiling point. Conversely, formaldehyde, with weaker forces, boils at a much lower temperature, \(-19.5^{\circ} \mathrm{C}\). When both are at \(100 \, \mathrm{mmHg}\), methanol is at a significantly higher temperature (\(21.2^{\circ} \mathrm{C}\)) than formaldehyde (\(-57.3^{\circ} \mathrm{C}\)).

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Key Concepts

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

Boiling Point
The boiling point is an essential concept in understanding the transition between liquid and gas phases of a substance. It is defined as the temperature at which a liquid's vapor pressure matches the external atmospheric pressure, leading to the formation of bubbles within the liquid. The boiling point reveals a lot about the forces holding a liquid together.

For substances like methanol and formaldehyde, the boiling point differences highlight variations in intermolecular forces. Methanol has a boiling point of 64.7^{ ext{o}} ext{C}, while formaldehyde boils at -19.5^{ ext{o}} ext{C}.

  • Methanol's higher boiling point suggests stronger intermolecular forces, requiring more energy to reach the same vapor pressure as formaldehyde.
  • Conversely, formaldehyde's lower boiling point indicates weaker molecular attractions, thus less energy is needed to achieve the boiling state.
Understanding these differences prepares you to grasp the significant influence of intermolecular forces on the boiling process.
Vapor Pressure
Vapor pressure is a measure of a liquid's tendency to evaporate. At any given temperature, molecules in a liquid can gain enough energy to break free from intermolecular attractions and enter the gas phase. The vapor pressure reflects how easily this process occurs.

Methanol and formaldehyde illustrate how variations in intermolecular forces influence vapor pressure. At the same vapor pressure of 100 mmHg, methanol is at a substantially higher temperature (21.2掳C) compared to formaldehyde (-57.3掳C).

  • Methanol's stronger intermolecular forces mean it retains its molecules more tightly, leading to lower vapor pressure at the same temperature than formaldehyde.
  • For formaldehyde, weaker intermolecular attractions result in a higher vapor pressure, even at lower temperatures.
This difference explains why certain substances are more volatile than others, directly impacting evaporative cooling and distillation processes.
Hydrogen Bonding
Hydrogen bonding is a special type of strong intermolecular force that occurs when hydrogen is covalently bonded to electronegative atoms like oxygen, nitrogen, or fluorine. This bonding accounts for higher boiling points and affects vapor pressure substantially.

In methanol (CH鈧僌H), hydrogen bonding is prevalent due to the presence of the hydroxyl (OH) group. This enables methanol molecules to form strong attractions with each other, elevating its boiling point and influencing its vapor pressure.

  • Methanol forms hydrogen bonds easily, leading to stronger intermolecular forces, thus requiring more energy (higher temperature) to transition to the gas phase.
  • In contrast, formaldehyde (H鈧侰=O) lacks the OH group and does not form hydrogen bonds as effectively, resulting in weaker intermolecular forces.
By understanding hydrogen bonding, you're better equipped to predict physical properties like boiling point and vapor pressure in similar compounds, especially those containing nitrogen, oxygen, or fluorine.

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Most popular questions from this chapter

The normal boiling point of \(\mathrm{SO}_{2}\) is \(263.1 \mathrm{~K}\) and that of \(\mathrm{NH}_{3}\) is \(239.7 \mathrm{~K}\). At \(-40^{\circ} \mathrm{C}\), would you predict that ammonia has a vapor pressure greater than, less than, or equal to that of sulfur dioxide? Explain.

Organic compounds with structures based on benzene, \(\mathrm{C}_{6} \mathrm{H}_{6},\) can be formed by substituting an atom or a group of atoms for one of the hydrogens. Such substituted benzenes have their own properties, different from benzene and from each other. Explain the order of experimental boiling points for these four compounds. (a) \(\mathrm{C}_{6} \mathrm{H}_{6}\left(80{ }^{\circ} \mathrm{C}\right)\) (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Cl}\left(131{ }^{\circ} \mathrm{C}\right)\) (c) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Br}\left(156^{\circ} \mathrm{C}\right)\) (d) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}\left(182{ }^{\circ} \mathrm{C}\right)\)

Solid lithium has a body-centered cubic unit cell with the length of the edge of \(351 \mathrm{pm}\) at \(20{ }^{\circ} \mathrm{C}\). Calculate the density of lithium at this temperature.

Potassium chloride and rubidium chloride both have the sodium chloride structure (Figure 9.24 ). X-ray diffraction experiments indicate that their cubic unit cell dimensions are \(629 \mathrm{pm}\) and \(658 \mathrm{pm}\), respectively. (i) One \(m o l \mathrm{KCl}\) and \(1 \mathrm{~mol} \mathrm{RbCl}\) are ground together to a very fine powder in a mortar and pestle, and the X-ray diffraction pattern of the pulverized solid is measured. Two patterns are observed, each corresponding to a cubic unit cell-one with an edge length of \(629 \mathrm{pm}\) and one with an edge length of \(658 \mathrm{pm}\). Call this Sample 1 . (ii) One \(\mathrm{mol} \mathrm{KCl}\) and \(1 \mathrm{~mol} \mathrm{RbCl}\) are heated until the entire mixture is molten and then cooled to room temperature. A single X-ray diffraction pattern indicates a cubic unit cell with an edge length of roughly \(640 \mathrm{pm}\). Call this Sample 2 . (a) Suppose that Samples 1 and 2 were analyzed for their chloride content. What fraction of each sample is chloride? Could the samples be distinguished by means of chemical analysis? (b) Interpret the two X-ray diffraction results in terms of the structures of the crystal lattices of Samples 1 and 2 . (c) What chemical formula should you write for Sample \(1 ?\) For Sample \(2 ?\) (d) Suppose that you dissolved \(1.00 \mathrm{~g}\) Sample 1 in \(100 \mathrm{~mL}\) water in a beaker and did the same with \(1.00 \mathrm{~g}\) Sample 2\. Which sample would conduct electricity better, or would both be the same? What ions would be present in each solution at what concentrations?

Define the crystallization enthalpy of a substance. How is it related to the substance's fusion enthalpy?
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