Which functional group: alkane, ketone, or alcohol is likely to be the least soluble in water? What IMF exists between the functional group and the polar solvent water? Which functional group: alkane, ketone, or alcohol is likely to be the most soluble in water? What IMF exists between the functional group and the solvent water? Can a ketone like acetone (CH3COCH3) hydrogen bond with water in solution?

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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When a molecule is dissolved in a solvent like water, a solution is created.  The molecule now has the possibility to interact with the solvent using the available intermolecular forces (IMF).  The golden rule of solubility is “like dissolves like” meaning polar molecules dissolve in polar solvents and nonpolar molecule dissolve in nonpolar solvents.  The available IMF for a solution increase since there is also the possibility of forming an even stronger ion-dipole interaction between an ionic salt and a polar solvent.  Water is the most polar solvent, but there are also polar organic solvents like the ketone acetone, CH3COCH3.  The least polar solvents are alkanes since they are nonpolar functional groups.

  1. Which functional group: alkane, ketone, or alcohol is likely to be the least soluble in water? What IMF exists between the functional group and the polar solvent water?
  2. Which functional group: alkane, ketone, or alcohol is likely to be the most soluble in water? What IMF exists between the functional group and the solvent water?
  3. Can a ketone like acetone (CH3COCH3) hydrogen bond with water in solution?
  4. Other common solvents include the alkane hexane and the ketone acetone.  Which solvent (hexane, acetone, or water) would be the best choice to dissolve the compound CCl4 (Hint: consider the polarity of both the solvent and the solute CCl4).  What is the strongest IMF available for this solution?

  5. Which solvent (hexane, acetone, or water) would be the best choice to dissolve the compound dimethyl amine whose Lewis structure is shown below?  What is the strongest IMF available for this solution?

  6. Which solvent (hexane, acetone, or water) would be the best choice to dissolve the compound sodium sulfate, Na2SO4?  What is the strongest IMF available for this solution?

        

IMF (solution)

Relative strength

Requirements

London (Dispersion)

weakest

nonpolar molecule dissolved in a nonpolar solvent

Dipole induced-dipole

weak

polar molecule dissolved in a nonpolar solvent

Dipole-dipole

medium

polar molecule dissolved in a polar solvent

Hydrogen bonding

strong

Polar molecule with a H-bond acceptor (or donor and acceptor) in water (water provides the donor)

Ion-dipole

strongest

Ionic salt dissolved in a polar solvent

H-C-N- C-H
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