Chemical Principles
8th Edition
ISBN: 9781305581982
Author: Steven S. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Chapter 14, Problem 25E
Why must all six atoms in
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Draw the stepwise mechanism for the reactions
Part I.
a)
Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone
b) Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone
(3,3-dimethyl-2-butanone) and 2, 3-dimethyl - 1,3-butadiene. Give reasonable mechanism
the formation of
the products
For
3. The explosive decomposition of 2 mole of TNT (2,4,6-trinitrotoluene) is shown below:
Assume the C(s) is soot-basically atomic carbon (although it isn't actually atomic carbon in real life).
2
CH3
H
NO2
NO2
3N2 (g)+7CO (g) + 5H₂O (g) + 7C (s)
H
a. Use bond dissociation energies to calculate how much AU is for this reaction in kJ/mol.
Chapter 14 Solutions
Chemical Principles
Ch. 14 - Prob. 1DQCh. 14 - Prob. 2DQCh. 14 - Prob. 3DQCh. 14 - Prob. 4DQCh. 14 - Prob. 5DQCh. 14 - Prob. 6DQCh. 14 - Compare and contrast the MO model with the LE...Ch. 14 - Prob. 8DQCh. 14 - Prob. 9ECh. 14 - Prob. 10E
Ch. 14 - Prob. 11ECh. 14 - Prob. 12ECh. 14 - Prob. 13ECh. 14 - Use the localized electron model to describe the...Ch. 14 - Prob. 15ECh. 14 - Use the LE model to describe the bonding in H2CO...Ch. 14 - Prob. 17ECh. 14 - The space-filling models of hydrogen cyanide and...Ch. 14 - Prob. 19ECh. 14 - Prob. 20ECh. 14 - Prob. 21ECh. 14 - Indigo is the dye used in coloring blue jeans. The...Ch. 14 - Prob. 23ECh. 14 - Prob. 24ECh. 14 - Why must all six atoms in C2H4 be in the same...Ch. 14 - The allene molecule has the following Lewis...Ch. 14 - Biacetyl and acetoin are added to margarine to...Ch. 14 - Many important compounds in the chemical industry...Ch. 14 - Prob. 29ECh. 14 - Hot and spicy foods contain molecules that...Ch. 14 - Two molecules used in the polymer industry are...Ch. 14 - Prob. 32ECh. 14 - The three most stable oxides of carbon are carbon...Ch. 14 - Prob. 34ECh. 14 - Prob. 35ECh. 14 - What are the relationships among bond order, bond...Ch. 14 - Prob. 37ECh. 14 - A Lewis structure obeying the octet rule can be...Ch. 14 - Prob. 39ECh. 14 - Why does the molecular orbital model do a better...Ch. 14 - Prob. 41ECh. 14 - Prob. 42ECh. 14 - Prob. 43ECh. 14 - In which of the following diatomic molecules would...Ch. 14 - Prob. 45ECh. 14 - Using the molecular orbital model to describe the...Ch. 14 - The transport of O2 in the blood is carried out by...Ch. 14 - Prob. 48ECh. 14 - Prob. 49ECh. 14 - Consider the following electron configuration:...Ch. 14 - Prob. 51ECh. 14 - Using an MO energy-level diagram, would you expect...Ch. 14 - Use Figs.14.45 and 14.46 to answer the following...Ch. 14 - The diatomic molecule OH exists in the gas phase....Ch. 14 - Prob. 55ECh. 14 - Describe the bonding in the O3 molecule and the...Ch. 14 - Prob. 57ECh. 14 - The space-filling model for benzoic acid is shown...Ch. 14 - Prob. 59ECh. 14 - Prob. 60ECh. 14 - The microwave spectrum of 12C16O shows that the...Ch. 14 - Prob. 62ECh. 14 - Prob. 63ECh. 14 - Prob. 64ECh. 14 - Draw the Lewis structures, predict the molecular...Ch. 14 - Prob. 66AECh. 14 - Prob. 67AECh. 14 - Prob. 68AECh. 14 - Prob. 69AECh. 14 - Prob. 70AECh. 14 - Prob. 71AECh. 14 - Prob. 72AECh. 14 - Prob. 73AECh. 14 - Vitamin B6 is an organic compound whose deficiency...Ch. 14 - Prob. 75AECh. 14 - Prob. 76AECh. 14 - Prob. 77AECh. 14 - Prob. 78AECh. 14 - Prob. 79AECh. 14 - Draw the Lewis structures for TeCl4 , ICl5 , PCl5...Ch. 14 - Prob. 81AECh. 14 - Pelargondin is the molecule responsible for the...Ch. 14 - Prob. 83AECh. 14 - Prob. 84AECh. 14 - Prob. 85AECh. 14 - Prob. 86AECh. 14 - Given that the ionization energy of F2 is...Ch. 14 - Bond energy has been defined in the text as the...Ch. 14 - a.A flask containing gaseous N2 is irradiated with...Ch. 14 - Use the MO model to determine which of the...Ch. 14 - Cholesterol (C27H46O) has the following structure:...Ch. 14 - Arrange the following from lowest to highest...Ch. 14 - Carbon monoxide (CO) forms bonds to a variety of...Ch. 14 - Prob. 94CPCh. 14 - In Exercise71 in Chapter13 , the Lewis structures...Ch. 14 - Prob. 96CPCh. 14 - Prob. 97CPCh. 14 - Prob. 98MP
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- Part I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone and (3,3-dimethyl-2-butanone) 2,3-dimethyl-1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forwardShow the mechanism for these reactionsarrow_forwardDraw the stepwise mechanismarrow_forward
- Draw a structural formula of the principal product formed when benzonitrile is treated with each reagent. (a) H₂O (one equivalent), H₂SO₄, heat (b) H₂O (excess), H₂SO₄, heat (c) NaOH, H₂O, heat (d) LiAlH4, then H₂Oarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardDraw stepwise mechanismarrow_forward
- Part I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: a) Give the major reason for the exposure of benzophenone al isopropyl alcohol (w/acid) to direct sunlight of pina colone Mechanism For b) Pinacol (2,3-dimethy 1, 1-3-butanediol) on treatment w/ acid gives a mixture (3,3-dimethyl-2-butanone) and 2, 3-dimethyl-1,3-butadiene. Give reasonable the formation of the productsarrow_forwardwhat are the Iupac names for each structurearrow_forwardWhat are the IUPAC Names of all the compounds in the picture?arrow_forward
- 1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)arrow_forward19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+arrow_forwardLi+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiClarrow_forward
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