# Step-by-Step Solution Let's analyze and compare **Compound A: 2-Methoxy-2-methylpropane** and **Compound B: 2-Methylpropan-2-ol**. --- ## 1. Draw the Lewis Structures ### Compound A: 2-Methoxy-2-methylpropane **Structure Explanation:** - Parent chain: propane (3 carbons) - Methyl group at C-2 - Methoxy group (–OCH₃) at C-2 **Expanded Structure:** ``` CH3 | CH3—C—O—CH3 | CH3 ``` **Lewis Structure:**  *Alt text: Lewis structure of 2-methoxy-2-methylpropane* --- ### Compound B: 2-Methylpropan-2-ol **Structure Explanation:** - Parent chain: propane - Methyl group at C-2 - Hydroxyl (–OH) group at C-2 **Expanded Structure:** ``` CH3 | CH3—C—OH | CH3 ``` **Lewis Structure:**  *Alt text: Lewis structure of 2-methylpropan-2-ol* --- ## 2. IUPAC Names - **Compound A:** 2-Methoxy-2-methylpropane (ether functional group) - **Compound B:** 2-Methylpropan-2-ol (tertiary alcohol) --- ## 3. Volatility and Boiling Point ### Key Concepts - **Volatility:** How easily a compound evaporates (more volatile = lower boiling point). - **Boiling Point (BP):** Higher boiling point indicates stronger intermolecular forces. ### Functional Groups - **Ethers** (like Compound A): Only weak dipole-dipole and van der Waals forces; **cannot hydrogen bond with themselves**. - **Alcohols** (like Compound B): Can **hydrogen bond** with themselves (O–H), resulting in stronger intermolecular forces. ### Predictions - **Compound A** is **more volatile** (lower BP) because it cannot hydrogen bond. - **Compound B** has the **highest boiling point** due to hydrogen bonding. --- ## 4. Water Solubility - **Compound A:** Somewhat soluble due to the ether oxygen, but less so because it's bulky and lacks –OH for hydrogen bonding with water. - **Compound B:** Much more soluble in water because of the –OH group, which forms strong hydrogen bonds with water. --- ## 5. Final Answers Summary | Property | Compound A (Ether) | Compound B (Alcohol) | |-----------------------|---------------------|---------------------------| | **Lewis Structure** | See image above | See image above | | **Name** | 2-Methoxy-2-methylpropane | 2-Methylpropan-2-ol | | **Volatility** | **More volatile** | Less volatile | | **Boiling Point** | Lower | **Higher** | | **Water Solubility** | Lower | **Higher** | --- ## **Short Explanations** - Alcohols (like B) have higher BP and water solubility due to hydrogen bonding. - Ethers (like A) are more volatile and less soluble because they lack O–H bonds. --- ### **Final Answers** 1. **Lewis structures:** See images above. 2. **Names:** - Compound A: 2-Methoxy-2-methylpropane - Compound B: 2-Methylpropan-2-ol 3. **More volatile:** Compound A (ether) 4. **Highest boiling point:** Compound B (alcohol) 5. **Highest water solubility:** Compound B (alcohol)