Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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**Question:**

Which of the following will have the greatest solubility in water? Which will have the greatest solubility in ethyl acetate (an organic solvent)?

**Compounds:**

- **I:** [Structure showing a molecule with various functional groups, including a hydroxyl group and a chloride].
- **II:** [Structure showing a molecule with multiple hydroxyl groups].
- **III:** [Structure showing a long hydrocarbon chain with a benzene ring].
- **IV:** [Structure showing a molecule with two hydroxyl groups and a benzene ring].

**Options:**

- **a.** I in water and IV in ethyl acetate
- **b.** II in water and III in ethyl acetate
- **c.** IV in water and III in ethyl acetate
- **d.** III in water and II in ethyl acetate

**Answer:** b. II in water and III in ethyl acetate

**Explanation:**

- Components with hydrophilic (water-attracting) groups, such as multiple hydroxyl groups, are generally more soluble in water.
- Components with hydrophobic (water-repelling) features, such as long hydrocarbon chains, are more soluble in organic solvents like ethyl acetate.
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Transcribed Image Text:**Question:** Which of the following will have the greatest solubility in water? Which will have the greatest solubility in ethyl acetate (an organic solvent)? **Compounds:** - **I:** [Structure showing a molecule with various functional groups, including a hydroxyl group and a chloride]. - **II:** [Structure showing a molecule with multiple hydroxyl groups]. - **III:** [Structure showing a long hydrocarbon chain with a benzene ring]. - **IV:** [Structure showing a molecule with two hydroxyl groups and a benzene ring]. **Options:** - **a.** I in water and IV in ethyl acetate - **b.** II in water and III in ethyl acetate - **c.** IV in water and III in ethyl acetate - **d.** III in water and II in ethyl acetate **Answer:** b. II in water and III in ethyl acetate **Explanation:** - Components with hydrophilic (water-attracting) groups, such as multiple hydroxyl groups, are generally more soluble in water. - Components with hydrophobic (water-repelling) features, such as long hydrocarbon chains, are more soluble in organic solvents like ethyl acetate.
Expert Solution
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Step 1

Water is a polar molecule capable of forming hydrogen bonding. 

Hence highly polar molecules capable of forming hydrogen bonding and ionic species (due to strongest ion-dipole interaction) are more soluble in water. 

Ethyl acetate is weakly polar with nonpolar hydrocarbon(-R) groups. 

Hence nonpolar and weakly polar molecules are more soluble in ethyl acetate. 

 

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