Answer each question in no more than 100 words. Picture attached for first few questions. 1. Which molecule(s) can form hydrogen bonds with other molecules of the same compound? 2. Which of the following five molecules has the highest boiling point?: Pentane, Diethyl ether, 1-Butanol, 1-Propanol, 2-Butanol. Explain your reasoning. 3. Describe a method you might use to separate pentane and 1-butanol, explaining how the properties of the molecules allow you to do so. 4. Consider a cylindrical container partially filled with liquid ethanol (C H O). How do the rates of ethanol evaporation and condensation change when suddenly a piston enclosing the cylindrical container is moved down, decreasing the volume of the container? How does this system return to equilibrium? 5. Arrange the following compounds in order of increasing volatility. 1-methane, CH , 2-ethane, C H , 3-chloroethane, C H Cl, and 4-ethanol, C H O. Explain your reasoning. 6. For each pair of compounds listed below, select the one with a higher boiling point. Justify your selection. H S or H Se CH OH or CH SH CH OCH or CH CH OH CS or CO CO or NO 7. All molecules attract one another. Yet two liquids, hexane and water are immiscible. Explain why in terms of all pertinent intermolecular interactions. 8. We know that at 25 C water has a pH = 7.0 and K =1 x 10 . Interestingly, at 100 C water has a K = 51.3 x 10 . What is the pH of water at 100 C and is it neutral, acidic, or basic? 9. Consider the relative acidities of the following pairs: H SO vs. H SO ; HF vs. HI; CH ClCOOH vs. CH COOH; H O vs. H O . For each pair, choose the compound of the higher acidity and explain your choice.