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Qualitative explanations for the differences in boiling points and water solubilities of various compounds based on their molecular polarities, hydrogen bonding, and intermolecular forces. It also discusses the trends in melting points of different substances and the factors affecting the strengths of intermolecular forces.
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Colligative Properties AP Set I
Compound Formula
Boiling Pt.(ºC)
Solubility in water Butane CH (^) 3CH^ 2CH^ 2CH^3 0 insoluble Chloroethane CH (^) 3CH (^) 2Cl 12 insoluble Acetone
H 3 C CH 3
O (^56) completely miscible
1-Propanol CH 3 CH 2 CH 2 OH 97
completely miscible
On the basis of dipole moments (molecular polarities) and/or hydrogen bonding, explain in a qualitative way the differences in the
(a) boiling points of butane and chloroethane.
(b) water solubilities of chloroethane and acetone.
(c) water solubilities of butane and 1-propanol.
(d) boiling points of acetone and 1-propanol.
(a) Discuss how the trend in the melting points of the substances tabulated above can be explained in terms of the types of attractive forces and/or bonds in these substances.
(b) For any pairs of substances that have the same kind(s) of attractive forces and/or bonds, discuss the factors that cause variations in the strengths of the forces and/or bonds.
(a) Xenon has a higher boiling point than Neon has.
(b) Solid copper is an excellent conductor of electricity, but solid copper chloride is not.
(c) SiO 2 melts at a very high temperature, while CO 2 is a gas at room temperature, even though Si and C are in the same chemical family.
(d) Molecules of NF 3 are polar, but those of BF 3 are not.
(a) Even though NH 3 and CH 4 have similar molecular masses, NH 3 has a much higher normal boiling point (- 33 °C) than CH 4 (-164°C).
(b) At 25°C and 1.0 atm, ethane (C2H (^) 6) is a gas and hexane (C6H (^) 14) is a liquid.
(c) Si melts at a much higher temperature (1,410°C) than Cl 2 (-101°C).
(d) MgO melts at a much higher temperature (2,852°C) than NaF (993°C).
Answers
1. (a) Butane is nonpolar; chloroethane is polar. Intermolecular forces of attraction in liquid chloroethane are larger due to dipole-dipole attraction; thus a higher boiling point for chloroethane.
(b) Both chloroethane and acetone are polar. However, acetone forms hydrogen bonds to water much more effectively than chloroethane does, resulting in greater solubility of acetone in water.
(c) Butane is non-polar and cannot form hydrogen bonds; 1-propanol is polar and can form hydrogen bonds. 1- propanol can interact with water by both dipole-dipole forces and hydrogen bonds. Butane can interact with water by neither means. Thus, 1-propanol is much more soluble.
(d) Acetone molecules are attracted to each other by van der Waals attraction and dipole-dipole attraction. 1- propanol molecules show these two types of attraction. However, 1-propanol can also undergo hydrogen bonding. This distinguishing feature results in the higher boiling point of 1-propanol.
2. (a) H 2 and C 3 H 8 have low melting points because the forces involved were the weak van der Waals (or London) forces. HF has a higher melting point because intermolecular hydrogen bonding is important. CsI and LiF have still higher melting points because ionic lattice forces must be overcome to break up the crystals, and the ionic forces are stronger than van der Waals forces and hydrogen bonds. SiC is an example of a macromolecular substance where each atom is held to its neighbors by very strong covalent bonds. (b) C3H 8 and H2: There are more interactions per molecule in C3H 8 than in H (^) 2. OR C3H 8 is weakly polar and H 2 is nonpolar. LiF and CsI: The smaller ions in LiF result in a higher lattice energy than CsI has. Lattice energy U is
proportional to
(b) The electrical conductivity of copper metal is based on mobile valence electrons (partially filled bands). Copper chloride is a rigid ionic solid with the valence electrons of copper localized in individual copper(II) ions.
(c) SiO 2 is a covalent network solid. There are strong bonds, many of which must be broken simultaneously to volatilize SiO 2. CO 2 is composed of discrete, nonpolar CO 2 molecules so that the only forces holding the molecules together are the weak London dispersion (van der Waals) forces.
(d) In NF 3 a lone pair of electrons on the central atom results in a pyramidal shape. The dipoles don’t cancel, thus the molecule is polar. While in BF 3 there is no lone pair on the central atom so the molecule has a trigonal planar shape in which the dipoles cancel, thus the molecule is nonpolar.
4. NH 3 exhibits hydrogen bonding (H attached to nitrogen, attracted to N in adjacent molecule) between molecules which creates a larger IMF than CH 4 which doesn’t exhibit H-bonding, only weak London dispersion forces). More energy is required to overcome this higher IMF in NH 3 and, therefore, has a higher boiling point.
(b) Both ethane’s and hexane’s IMF consist mainly of weak London dispersion forces. The greater number of electrons in hexane (50 vs. ethane’s 18) creates a greater IMF, enough to make it a liquid at 25oC but for ethane, the fewer electrons make a smaller IMF and that is not strong enough to cause ethane to condense.
(c) Si forms strong network covalent bonds (4 per atom) to create a high melting solid. The non-polar molecules of Cl 2 (covalent bond, Cl–Cl) do not form strong IMF, only weak London dispersion forces and that makes it easy to melt at a low temperature.