Student Solutions Manual for Oxtoby/Gillis/Butler's Principles of Modern Chemistry, 8th
8th Edition
ISBN: 9798214170251
Author: David W. Oxtoby, H. Pat Gillis and Laurie J. Butler
Publisher: Cengage Learning US
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Chapter 3, Problem 99AP
A stable triatomic molecule can be formed that contains one atom each of nitrogen, sulfur, and fluorine. Three bonding structures are possible, depending on which is the central atom: NSF, SNF, and SFN.
(a) Write a Lewis diagram for each of these molecules, indicating the formal charge on each atom.
(b) Often, the structure with the least separation of formal charge is the most stable. Is this statement consistent with the observed structure for this molecule—namely, NSF, which has a central sulfur atom?
(c) Does consideration of the electronegativities of N, S, and F from Figure 3.18 help rationalize this observed structure? Explain.
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Kumada Coupling:
1. m-Diisobutylbenzene below could hypothetically be synthesized by Friedel-Crafts reaction. Write out the reaction with a
mechanism and give two reasons why you would NOT get the desired product.
Draw the reaction (NOT a mechanism) for a Kumada coupling to produce the molecule above from m-dichlorobenzene.
Calculate the theoretical yield for the reaction in question 2 using 1.5 g of p-dichlorobenzene and 3.0 mL isobutyl bromide.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Wintergreen from Aspirin:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
2. Write the mechanism of the esterification reaction you did.
3.
What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and
then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional
group change.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Chapter 3 Solutions
Student Solutions Manual for Oxtoby/Gillis/Butler's Principles of Modern Chemistry, 8th
Ch. 3 - Before the element scandium was discovered in...Ch. 3 - Prob. 2PCh. 3 - Prob. 3PCh. 3 - Prob. 4PCh. 3 - Prob. 5PCh. 3 - A gold nucleus is located at the origin of...Ch. 3 - Prob. 7PCh. 3 - A gold nucleus is located at the origin of...Ch. 3 - Prob. 9PCh. 3 - Prob. 10P
Ch. 3 - Use the data in Table 3.1 to plot the logarithm of...Ch. 3 - Use the data in Table 3.1 to plot the logarithm of...Ch. 3 - Prob. 13PCh. 3 - Prob. 14PCh. 3 - Prob. 15PCh. 3 - Prob. 16PCh. 3 - Prob. 17PCh. 3 - Prob. 18PCh. 3 - HF has equilibrium bond length of 0.926 A and bond...Ch. 3 - Prob. 20PCh. 3 - For each of the following atoms or ions, state the...Ch. 3 - Prob. 22PCh. 3 - Use the data in Figure 3.11 and Table 3.2 to...Ch. 3 - Use the data in Figure 3.11 and Table 3.2 to...Ch. 3 - Prob. 25PCh. 3 - In a gaseous RbF molecule, the bond length is...Ch. 3 - The bond lengths of the XH bonds in NH3,PH3 , and...Ch. 3 - Arrange the following covalent diatomic molecules...Ch. 3 - The bond length in HI(1.62) is close to the sum of...Ch. 3 - Prob. 30PCh. 3 - Use electronegativity values to arrange the...Ch. 3 - Use electronegativity values to rank the bonds in...Ch. 3 - Prob. 33PCh. 3 - Prob. 34PCh. 3 - Prob. 35PCh. 3 - Estimate the percent ionic character of the bond...Ch. 3 - The percent ionic character of a bond can be...Ch. 3 - The percent ionic character of the bonds in...Ch. 3 - Assign formal charges to all atoms in the...Ch. 3 - Assign formal charges to all atoms in the...Ch. 3 - Determine the formal charges on all the atoms in...Ch. 3 - the formal charges on all the atoms in the...Ch. 3 - Prob. 43PCh. 3 - In each of the following Lewis diagrams, Z...Ch. 3 - Draw Lewis electron dot diagrams for the following...Ch. 3 - Prob. 46PCh. 3 - Prob. 47PCh. 3 - Acetic acid is the active ingredient of vinegar....Ch. 3 - Under certain conditions, the stable form of...Ch. 3 - White phosphorus (P4) consists of four phosphorus...Ch. 3 - Draw Lewis electron dot diagrams for the following...Ch. 3 - Draw Lewis electron dot diagrams for the following...Ch. 3 - Draw Lewis diagrams for the two resonance forms of...Ch. 3 - Draw Lewis diagrams for the three resonance forms...Ch. 3 - Methyl isocyanate, which was involved in the...Ch. 3 - Prob. 56PCh. 3 - Draw Lewis diagrams for the following compounds....Ch. 3 - Draw Lewis diagrams for the following ions. In the...Ch. 3 - Prob. 59PCh. 3 - Prob. 60PCh. 3 - For each of the following molecules or molecular...Ch. 3 - For each of the following molecules or molecular...Ch. 3 - Give an example of a molecule or ion having a...Ch. 3 - Give an example of a molecule or ion having a...Ch. 3 - For each of the answers in Problem 59, state...Ch. 3 - For each of the answers in Problem 60, state...Ch. 3 - Prob. 67PCh. 3 - Mixing SbCl3 and GaCl3 in a 1:1 molar ratio (using...Ch. 3 - (a) Use the VSEPR theory to predict the structure...Ch. 3 - Ozone (O3) has a nonzero dipole moment. In the...Ch. 3 - Assign oxidation numbers to the atoms in each of...Ch. 3 - Prob. 72PCh. 3 - Prob. 73PCh. 3 - Prob. 74PCh. 3 - Prob. 75PCh. 3 - Prob. 76PCh. 3 - Prob. 77PCh. 3 - Prob. 78PCh. 3 - Prob. 79PCh. 3 - Prob. 80PCh. 3 - Prob. 81PCh. 3 - Prob. 82PCh. 3 - Prob. 83PCh. 3 - Prob. 84PCh. 3 - Prob. 85APCh. 3 - Prob. 86APCh. 3 - At large interatomic separations, an alkali halide...Ch. 3 - Prob. 88APCh. 3 - Prob. 89APCh. 3 - Two possible Lewis diagrams for sulfine (H2CSO)...Ch. 3 - There is persuasive evidence for the brief...Ch. 3 - The compound SF3N has been synthesized. (a) Draw...Ch. 3 - Prob. 93APCh. 3 - The molecular ion S3N3 has the cyclic structure ...Ch. 3 - Prob. 95APCh. 3 - Prob. 96APCh. 3 - Prob. 97APCh. 3 - Prob. 98APCh. 3 - A stable triatomic molecule can be formed that...Ch. 3 - The gaseous potassium chloride molecule has a...Ch. 3 - (a) Predict the geometry of the SbCl52 ion, using...Ch. 3 - Prob. 102APCh. 3 - Predict the arrangement of the atoms about the...Ch. 3 - Prob. 104APCh. 3 - Prob. 105APCh. 3 - Prob. 106APCh. 3 - Prob. 107APCh. 3 - Prob. 108APCh. 3 - (a) Determine the oxidation number of lead in each...Ch. 3 - Prob. 110APCh. 3 - Prob. 111CPCh. 3 - Prob. 112CPCh. 3 - A compound is being tested for use as a rocket...Ch. 3 - Prob. 114CP
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