Ethylene glycol \(\left(\mathrm{HOCH}_{2} \mathrm{CH}_{2} \mathrm{OH}\right)\) is the major component of antifreeze. It is a slightly viscous liquid, not very volatile at room temperature, with a boiling point of \(198^{\circ} \mathrm{C}\). Pentane \(\left(\mathrm{C}_{5} \mathrm{H}_{12}\right),\) which has about the same molecular weight, is a nonviscous liquid that is highly volatile at room temperature and whose boiling point is \(36.1^{\circ} \mathrm{C}\). Explain the differences in the physical properties of the two substances.

Short Answer

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The differences in physical properties of ethylene glycol (HOCH2CH2OH) and pentane (C5H12) stem from their molecular structures and the resulting intermolecular forces. Ethylene glycol's polar hydroxyl groups lead to strong hydrogen bonding, making it more viscous, less volatile, and resulting in a higher boiling point of 198°C. Pentane, on the other hand, interacts via weaker dispersion forces and has no functional groups, leading to a less viscous liquid, higher volatility, and a boiling point of 36.1°C.

Step by step solution

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1. Molecular structure and intermolecular forces for ethylene glycol

Ethylene glycol is an organic compound with the molecular formula HOCH2CH2OH. The molecule contains two hydroxyl groups (-OH), which make it an alcohol. The presence of these polar hydroxyl groups gives rise to strong intermolecular hydrogen bonding between ethylene glycol molecules.
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2. Molecular structure and intermolecular forces for pentane

Pentane, on the other hand, is an alkane with the molecular formula C5H12. It is a simple, non-polar hydrocarbon with no functional groups, which results in weaker dispersion forces (also known as London dispersion forces or van der Waals forces) acting between pentane molecules.
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3. Viscosity comparison

Viscosity depends mainly on the strength of intermolecular forces in a substance. Ethylene glycol has strong hydrogen bonding between its molecules due to the presence of hydroxyl groups, which makes it more viscous than pentane. In contrast, pentane molecules experience weaker dispersion forces, making it a less viscous liquid.
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4. Volatility comparison

Volatility is directly related to the strength of intermolecular forces in a substance. A more volatile substance has weaker intermolecular forces, allowing molecules to escape from the liquid phase more easily. Since ethylene glycol experiences strong intermolecular hydrogen bonding, it is less volatile at room temperature compared to pentane, which has weaker dispersion forces.
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5. Boiling point comparison

Boiling point is also influenced by the strength of intermolecular forces. Substances with stronger intermolecular forces require more energy to overcome these forces and transition from the liquid to the gas phase. This is why ethylene glycol, with its strong hydrogen bonding, has a higher boiling point at 198°C, while pentane, with its weaker dispersion forces, has a boiling point of only 36.1°C.
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Conclusion

The physical properties of ethylene glycol and pentane can be explained by the differences in their molecular structures and the resulting intermolecular forces. Ethylene glycol, with its polar hydroxyl groups, experiences strong hydrogen bonding, leading to a more viscous, less volatile liquid with a higher boiling point than pentane, which interacts via weaker dispersion forces and has no functional groups.

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The vapor pressure of a volatile liquid can be determined by slowly bubbling a known volume of gas through it at a known temperature and pressure. In an experiment, \(5.00 \mathrm{~L}\) of \(\mathrm{N}_{2}\) gas is passed through \(7.2146 \mathrm{~g}\) of liquid benzene, \(\mathrm{C}_{6} \mathrm{H}_{6}\), at \(26.0{ }^{\circ} \mathrm{C}\). The liquid remaining after the experiment weighs \(5.1493 \mathrm{~g}\). Assuming that the gas becomes saturated with benzene vapor and that the total gas volume and temperature remain constant, what is the vapor pressure of the benzene in torr?

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