Chemistry: Structure and Properties, Books a la Carte PACKAGE W/MasteringChemistry, 2nd Edition
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ISBN: 9780134777559
Author: Tro, Nivaldo J.
Publisher: PEARSON
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Chapter 6, Problem 54E
Draw an MO energy diagram for HCI. Predict the bond order and make a sketch of the lowest energy bonding molecular orbital
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Nitration of Methyl Benzoate:
1. Predict the major product for the reaction below AND provide a mechanism. Include ALL resonance structures for the
intermediate.
C(CH3)3
NO₂*
?
2. Assuming the stoichiometry is 1:1 for the reaction above, what volume of concentrated nitric acid would be required to
mononitrate 0.50 grams of the compound above?
What product(s) might you expect if you nitrated phenol instead of methyl benzoate? Explain your reasoning.
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?
Sodium Borohydride Reduction (continued on the next page):
1. Draw the product of each of the reactions below and give the formula mass to the nearest whole number.
?
(1) NaBH
(2) acid
(1) NaBD4
(2) acid
?
2.
In mass spectra, alcohols typically break as shown in equation 8 in chapter 11 (refer to your lab manual). The larger group is
generally lost and this gives rise to the base peak in the mass spectrum. For the products of each of the reactions in question
# 1, draw the ion corresponding to the base peak for that product and give its mass to charge ratio (m/z).
3. Given the reaction below, calculate how many mg of 1-phenyl-1-butanol that can be produced using 31 mg NaBH4 and an
excess of butyrophenone.
4.
+ NaBH4
OH
(after workup with dilute
HCI)
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?
Aspirin from Wintergreen:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
Write a step-by-step mechanism for the esterification of salicylic acid with acetic anhydride catalyzed by concentrated H₂SO4.
3. Calculate the exact monoisotopic mass of aspirin showing your work.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
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Chapter 6 Solutions
Chemistry: Structure and Properties, Books a la Carte PACKAGE W/MasteringChemistry, 2nd Edition
Ch. 6 - Prob. 1ECh. 6 - What is a chemical bond according to valence bond...Ch. 6 - In valence bond theory, what determines the...Ch. 6 - In valence bond theory, the interaction energy...Ch. 6 - What is hybridization? Why is hybridization...Ch. 6 - How does hybridization of the atomic orbitals in...Ch. 6 - How is the number of hybrid orbitals related to...Ch. 6 - Sketch each hybrid orbital sp sp2 sp3 sp3d sp3d2Ch. 6 - Prob. 9ECh. 6 - Name the hybridization scheme that corresponds to...
Ch. 6 - What is a chemical bond according to molecular...Ch. 6 - Explain the difference between hybrid atomic...Ch. 6 - What is a bonding molecular orbital?Ch. 6 - Prob. 14ECh. 6 - What is the role of wave interference in...Ch. 6 - Prob. 16ECh. 6 - Prob. 17ECh. 6 - Prob. 18ECh. 6 - Prob. 19ECh. 6 - Prob. 20ECh. 6 - Prob. 21ECh. 6 - When applying molecular orbital theory to...Ch. 6 - In molecular orbital theory, what is a nonbonding...Ch. 6 - Write a short paragraph describing chemical...Ch. 6 - The valence electron configurations of several...Ch. 6 - The valence electron configurations of several...Ch. 6 - Draw orbital diagrams (boxes with arrows in them)...Ch. 6 - Draw orbital diagrams (boxes with arrows in them)...Ch. 6 - Prob. 29ECh. 6 - Draw orbital diagrams (boxes with arrows in them)...Ch. 6 - Which hybridization scheme allows the formation of...Ch. 6 - Which hybridization scheme allows the central atom...Ch. 6 - Write a hybridization and bonding scheme for each...Ch. 6 - Write a hybridization and bonding scheme for each...Ch. 6 - Write a hybridization and bonding scheme for each...Ch. 6 - Write a hybridization and bonding scheme for each...Ch. 6 - Write a hybridization and bonding scheme for each...Ch. 6 - Write a hybridization and bonding scheme for each...Ch. 6 - Consider the structure of the amino acid alanine...Ch. 6 - Consider the structure of the amino acid aspartic...Ch. 6 - Sketch the bonding molecular orbital that results...Ch. 6 - Sketch the antibonding molecular orbital that...Ch. 6 - Draw an MO energy diagram and predict the bond...Ch. 6 - Draw an MO energy diagram and predict the bond...Ch. 6 - Sketch the bonding and antibonding molecular...Ch. 6 - Sketch the bonding and antibonding molecular...Ch. 6 - Using the molecular orbital energy ordenng for...Ch. 6 - Using the molecular orbital energy ordering for...Ch. 6 - Apply molecular orbital theory to predict if each...Ch. 6 - Apply molecular orbital theory to predict if each...Ch. 6 - According to MO theory, which molecule or ion has...Ch. 6 - According to MO theory, which molecule or ion has...Ch. 6 - Draw an MO energy diagram for CO. (Use the energy...Ch. 6 - Draw an MO energy diagram for HCI. Predict the...Ch. 6 - For each compound, draw the Lewis structure,...Ch. 6 - For each compound, draw the Lewis structure,...Ch. 6 - Amino acids are biological compounds that link...Ch. 6 - The genetic code is based on four different bases...Ch. 6 - The structure of caffeine, present in coffee and...Ch. 6 - The structure of acetylsalicylic acid (aspirin) is...Ch. 6 - Draw a molecular orbital energy diagram for CIF....Ch. 6 - Draw Lewis structures and MO diagrams for CN+, CN,...Ch. 6 - Bromine can form compounds or ions with any number...Ch. 6 - The compound C3H4 has two double bonds. Describe...Ch. 6 - How many hybrid orbitals do we use to describe...Ch. 6 - Prob. 66ECh. 6 - In VSEPR theory, which uses the Lewis model to...Ch. 6 - The resuts of a molecular orbital calculation for...Ch. 6 - Prob. 69ECh. 6 - cis-2-Butene isomerizes (changes its structure) to...Ch. 6 - The ion CH5 + can form under very special...Ch. 6 - Neither the VSEPR model nor the hybridization...Ch. 6 - Prob. 73ECh. 6 - The most stable forms of the nonmetals in groups...Ch. 6 - Consider the bond energies of three iodine...Ch. 6 - How many atomic orbitals form a set of sp3hybrid...Ch. 6 - Have each group member pick one of these...Ch. 6 - Divide your group into two subgroups. Have one...Ch. 6 - A molecular orbital calculation for Hi results in...Ch. 6 - Determine the hybridization about 0 in CH3OH.Ch. 6 - Determine the hybridization about C in H2CO.Ch. 6 - According to the valance bond theory, which kind...Ch. 6 - Use molecular orbital theory to determine the bond...Ch. 6 - Use molecular orbital theory to predict which...Ch. 6 - Use molecular orbital theory to determine which...Ch. 6 - Which hybridization scheme occurs about nitrogen...Ch. 6 - Prob. 8SAQCh. 6 - Prob. 9SAQCh. 6 - Prob. 10SAQCh. 6 - Which type of orbitals overlap to form the sigma...
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