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Common laboratory solvents include acetone \(\left(\mathrm{CH}_{3} \mathrm{COCH}_{3}\right)\), methanol \(\left(\mathrm{CH}_{3} \mathrm{OH}\right)\), toluene \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{3}\right),\) and water. Which of these is the best solvent for nonpolar solutes?

Short Answer

Expert verified
Toluene \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{3}\right)\) is the best solvent for nonpolar solutes among the given common laboratory solvents, as it is a nonpolar solvent itself, and "like dissolves like."

Step by step solution

01

Determine the polarity of acetone

Acetone (CH3COCH3) has a carbonyl group (C=O) in the middle of its structure, making the molecule polar. Oxygen is more electronegative than carbon, creating a dipole moment in the carbonyl group, which makes acetone a polar solvent.
02

Determine the polarity of methanol

Methanol (CH3OH) contains an oxygen-hydrogen (O-H) bond, which is polar due to the high electronegativity difference between oxygen and hydrogen. As a result, methanol is a polar solvent.
03

Determine the polarity of toluene

Toluene (C6H5CH3) has a benzene ring (C6H5) bonded to a methyl group (CH3). Both the benzene ring and the methyl group are composed of carbon and hydrogen atoms, with very little difference in electronegativity, making toluene a nonpolar solvent.
04

Determine the polarity of water

Water (H2O) is a well-known polar solvent due to its bent shape and the large difference in electronegativity between oxygen and hydrogen. This results in a dipole moment, making water a polar solvent.
05

Identify the best solvent for nonpolar solutes

Considering the polarity of each solvent, we can conclude that toluene, being a nonpolar solvent, will be the best choice for dissolving nonpolar solutes among the given common laboratory solvents.

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Key Concepts

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

Nonpolar Solute Solubility
In the world of chemistry, when choosing a solvent for dissolving substances, understanding polarity is key – especially with nonpolar solutes. Nonpolar substances typically have molecules that do not have significant differences in electronegativity among their atoms, leading to an even distribution of charge. This lack of polar nature means nonpolar solutes tend to dissolve best in nonpolar solvents.

The principle ">like dissolves like" applies here. Nonpolar solvents can mix seamlessly with nonpolar solutes because both types don’t have any charges or poles. This allows for their molecules to interact without the resistance or interference that arises from polar charges.

Thus, in a laboratory setting, solvents such as toluene, which is nonpolar, are ideal for dissolving nonpolar solutes efficiently.
Carbonyl Group in Acetone
Acetone, a common laboratory solvent, has a structure defined by its carbonyl group (C=O) situated between two methyl groups (CH3). The presence of this carbonyl group is crucial because it imparts polarity to the acetone molecule.

The oxygen in the carbonyl group is more electronegative than the carbon, creating a partial negative charge on the oxygen and a partial positive charge on the carbon. This charge difference leads to what is known as a dipole moment, which directly contributes to acetone's polarity.

This means that acetone is a polar solvent, making it more suited for dissolving polar solutes rather than nonpolar ones. Understanding this property helps chemists choose the right solvent for reactions or processes that require solubility considerations.
Benzene Ring in Toluene
Toluene is a well-known solvent with a unique nonpolar character due in part to its structure, which consists of a benzene ring attached to a methyl group. The benzene ring, \( \text{C}_{6}\text{H}_{5} \), is a planar cyclic structure with alternating single and double bonds, promoting electron delocalization.

This electron arrangement in the benzene ring means there are no significant positive or negative poles in the molecule. Additionally, the methyl group (\( \text{CH}_{3} \)) attached to the benzene ring does not contribute any polarity, which further enforces toluene's nature as a nonpolar solvent.

Because of its nonpolar nature, toluene is perfectly suited for dissolving nonpolar solutes, adhering to the rule of ">like dissolves like." Its ability to mix with other nonpolar substances while remaining unreactive makes it valuable in various chemical processes.
Dipole Moment in Water
Water is often described as a "universal solvent" due to its polar nature. The molecule's bent shape, along with the presence of highly electronegative oxygen atoms, results in a significant dipole moment. The oxygen atoms attract electrons more than the hydrogen atoms, causing an uneven distribution of charge that creates polarity.

This inherent dipole moment allows water to dissolve many ionic and polar substances effectively. It establishes hydrogen bonding, which is foundational to water's solvent capabilities. However, despite its strengths in dissolving polar solutes, water is generally unsuitable for nonpolar solutes because the difference in polarities leads to poor solubility.

Understanding water's dipole moment is critical for appreciating why it excels as a solvent for certain types of reactions and mixtures, while falling short for nonpolar substances.

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Most popular questions from this chapter

Indicate whether each statement is true or false: \((\) a) \(\mathrm{NaCl}\) dissolves in water but not in benzene \(\left(\mathrm{C}_{6} \mathrm{H}_{6}\right)\) because benzene is denser than water. (b) NaCl dissolves in water but not in benzene because water has a large dipole moment and benzene has zero dipole moment. (c) NaCl dissolves in water but not in benzene because the water-ion interactions are stronger than benzene-ion interactions.

(a) A sample of hydrogen gas is generated in a closed container by reacting \(1.750 \mathrm{~g}\) of zinc metal with \(50.0 \mathrm{~mL}\) of \(1.00 \mathrm{M}\) hydrochloric acid. Write the balanced equation for the reaction, and calculate the number of moles of hydrogen formed, assuming that the reaction is complete. (b) The volume over the solution in the container is 150 mL. Calculate the partial pressure of the hydrogen gas in this volume at \(25^{\circ} \mathrm{C}\), ignoring any solubility of the gas in the solution. (c) The Henry's law constant for hydrogen in water at \(25^{\circ} \mathrm{C}\) is \(7.7 \times 10^{-6} \mathrm{~mol} / \mathrm{m}^{3}-\mathrm{Pa}\). Estimate the number of moles of hydrogen gas that remain dissolved in the solution. What fraction of the gas molecules in the system is dissolved in the solution? Was it reasonable to ignore any dissolved hydrogen in part (b)?

(a) What is the molality of a solution formed by dissolving 1.12 mol of KCl in 16.0 mol of water? (b) How many grams of sulfur \(\left(\mathrm{S}_{8}\right)\) must be dissolved in \(100.0 \mathrm{~g}\) of naphthalene \(\left(\mathrm{C}_{10} \mathrm{H}_{8}\right)\) to make a \(0.12 \mathrm{~m}\) solution?

Calculate the molality of each of the following solutions: (a) \(10.0 \mathrm{~g}\) of benzene \(\left(\mathrm{C}_{6} \mathrm{H}_{6}\right)\) dissolved in \(50.0 \mathrm{~g}\) of carbon tetrachloride \(\left(\mathrm{CCl}_{4}\right),(\mathbf{b}) 5.00 \mathrm{~g}\) of \(\mathrm{NaCl}\) dissolved in \(0.100 \mathrm{~L}\) of water.

Which of the following in each pair is likely to be more soluble in water: (a) cyclohexane \(\left(\mathrm{C}_{6} \mathrm{H}_{12}\right)\) or glucose \(\left(\mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{6}\right)\), (b) propionic acid \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH}\right)\) or sodium propionate \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COONa}\right),(\mathbf{c}) \mathrm{HCl}\) or ethyl chloride \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}\right) ?\) Explain in each case.

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