Workshop1_132_Ch9_key

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Chem 132 Dr. Yang Chapter 9 Workshop #1 1. Arrange these compounds in order of increasing boiling point. Explain your reasoning. a. CH 4 b. CH 3 CH 3 c. CH 3 CH 2 Cl d. CH 3 CH 2 OH CH 4 < CH 3 CH 3 < CH 3 CH 2 Cl < CH 3 CH 2 OH. Boiling point increases as intermolecular forces increase. CH 3 CH 2 OH has H-bonding. CH 3 CH 2 Cl has dipole-dipole forces (because it’s polar). CH 3 CH 3 and CH 4 both have London dispersion forces, which get stronger with increasing molecular weight. 2. Arrange these compounds in order of increasing boiling point. Explain your reasoning. a. H 2 S b. H 2 Se c. H 2 O H 2 S < H 2 Se < H 2 O. H 2 O has H-bonding. H 2 S and H 2 Se have virtually the same dipole moment, and so virtually the same dipole-dipole forces, but because Se is heavier than S, H 2 Se has stronger London dispersion forces. 3. Rationalize the difference in boiling points for each of the following pairs of substances: a. HF -20°C HCl -85°C b. HCl -85°C LiCl 1360°C c. n- pentane CH 3 CH 2 CH 2 CH 2 CH 3 36.2°C n -hexane CH 3 CH 2 CH 2 CH 2 CH 2 CH 3 69°C a. HF is capable of H-bonding; HCl is not. b. LiCl is ionic, and HCl is a molecular solid with only dipole forces and LD forces. Ionic forces are much stronger than the forces for molecular solids. c. n-Hexane is a larger molecule, so it has stronger LD forces. 4. In each of the following groups of substances, pick the one that has the given property. Justify each answer. a. Highest boiling point: CCl 4 , CF 4 , CBr 4 b. Lowest freezing point: LiF, F 2 , HCl c. Smallest Vapor Pressure at 25°C: CH 3 OCH 3 , CH 3 CH 2 OH, CH 3 CH 2 CH 3 d. Greatest Viscosity: H 2 S, HF, H 2 O 2 e. Greatest heat of vaporization: H 2 CO, CH 3 CH 3 , CH 4 f. Smallest enthalpy of fusion: I 2 , CsBr, CaO a. CBr 4 ; largest of these nonpolar molecules, so it has the strongest LD (London Dispersion) forces.
Chem 132 Dr. Yang Chapter 9 Workshop #1 b. F 2 ; ionic forces in LiF are much stronger than the molecular forces in F 2 and HCl. HCl has dipole forces, whereas the nonpolar F 2 does not exhibit these. So F 2 has the weakest intermolecular forces and the lowest freezing point. c. CH 3 CH 2 OH; can form H-bonding interactions, unlike the other covalent compounds. d. H 2 O 2 ; the H-O-O-H structure has twice the number of H-bonding sites as compared to HF, so H 2 O 2 has the stronger H-bonding interactions and the greatest viscosity. e. H 2 CO; H 2 CO is polar, so it has dipole forces, unlike the other nonpolar covalent compounds, so H 2 CO will have the highest enthalpy of vaporization. f. I 2 ; I 2 has only LD forces, whereas CsBr and CaO have much stronger ionic forces. I 2 has the weakest intermolecular forces, so it has smallest ΔH fusion . 5. Ethanol has a heat of vaporization of 38.56 kJ/mol and a normal boiling point of 78.4 C. What is the vapor pressure of ethanol at 15 C? Clausius-Clapeyron equation relates vapor pressures at two different temperatures. ∆ H vap = 38.56 kJ mol = 38560 J mol T 1 = 78.4 = 351.55 K T 2 = 15 = 288.15 K P 1 = 760 torr ( atmospheric pressure ) ln P 2 P 1 = ∆ H vap R ( 1 T 2 1 T 1 ) ln P 2 ( 760 torr ) = ( 38560 J mol ) ( 8.314 J mol K ) ( 1 288.15 K 1 351.55 K ) P 2 = 41.70 torr 6. The molar heat of fusion of benzene (C 6 H 6 ) is 9.92 kJ/mol. Its molar heat of vaporization is 30.7 kJ/mol. Calculate the heat required to melt 8.25 g benzene at its normal melting point. Calculate the heat required to vaporize 8.25 g benzene at its normal boiling point. Why is the heat of vaporization more than three times the heat of fusion? Melt: 8.25 g C 6 H 6 × 1 molC 6 H 6 78.11 g × 9.92 kJ 1 molC 6 H 6 = 1.05 kJ Vaporize: 8.25 g C 6 H 6 × 1 molC 6 H 6 78.11 g × 30.7 kJ 1 molC 6 H 6 = 3.24 kJ
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