Chemistry: Atoms First
2nd Edition
ISBN: 9780073511184
Author: Julia Burdge, Jason Overby Professor
Publisher: McGraw-Hill Education
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Chapter 7.6, Problem 8PPA
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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 7 Solutions
Chemistry: Atoms First
Ch. 7.1 - Determine the shapes of (a) SO3 and (b) ICl4.Ch. 7.1 - Determine the shapes of (a) CO2 and (b) SCl2.Ch. 7.1 - (a) From what group must the terminal atoms come...Ch. 7.1 - These four models may represent molecules or...Ch. 7.1 - Acetic acid, the substance that gives vinegar its...Ch. 7.1 - Ethanolamine (HOCH2CH2NH2) has a smell similar to...Ch. 7.1 - The bond angle in NH3 is significantly smaller...Ch. 7.1 - Which of these models represents a species in...Ch. 7.1 - Prob. 7.1.1SRCh. 7.1 - Prob. 7.1.2SR
Ch. 7.1 - Prob. 7.1.3SRCh. 7.1 - Prob. 7.1.4SRCh. 7.2 - Prob. 7.3WECh. 7.2 - Prob. 3PPACh. 7.2 - For each of the following hypothetical molecules,...Ch. 7.2 - Which of these models could represent a polar...Ch. 7.2 - Prob. 7.2.1SRCh. 7.2 - Prob. 7.2.2SRCh. 7.3 - Prob. 7.4WECh. 7.3 - Prob. 4PPACh. 7.3 - Prob. 4PPBCh. 7.3 - Prob. 4PPCCh. 7.3 - Prob. 7.3.1SRCh. 7.3 - Prob. 7.3.2SRCh. 7.4 - Hydrogen selenide (H2Se) is a foul-smelling gas...Ch. 7.4 - Prob. 5PPACh. 7.4 - For which molecule(s) can we not use valence bond...Ch. 7.4 - Which of these models could represent a species...Ch. 7.4 - Prob. 7.4.1SRCh. 7.4 - Prob. 7.4.2SRCh. 7.5 - Prob. 7.6WECh. 7.5 - Use hybrid orbital theory to describe the bonding...Ch. 7.5 - Prob. 6PPBCh. 7.5 - Prob. 6PPCCh. 7.5 - Prob. 7.5.1SRCh. 7.5 - Prob. 7.5.2SRCh. 7.6 - Thalidomide (C13H10N2O4) is a sedative and...Ch. 7.6 - The active ingredient in Tylenol and a host of...Ch. 7.6 - Determine the total number of sigma and pi bonds...Ch. 7.6 - In terms of valence bond theory and hybrid...Ch. 7.6 - In addition to its rise in aqueous solution as a...Ch. 7.6 - Use valence bond theory and hybrid orbitals to...Ch. 7.6 - Use valence bond theory and hybrid orbitals to...Ch. 7.6 - Explain why hybrid orbitals are necessary to...Ch. 7.6 - Prob. 7.6.1SRCh. 7.6 - Prob. 7.6.2SRCh. 7.6 - Prob. 7.6.3SRCh. 7.6 - Prob. 7.6.4SRCh. 7.7 - Prob. 7.9WECh. 7.7 - Use molecular orbital theory to determine whether...Ch. 7.7 - Use molecular orbital theory to determine whether...Ch. 7.7 - For most of the homonuclear diatomic species shown...Ch. 7.7 - Prob. 7.7.1SRCh. 7.7 - Prob. 7.7.2SRCh. 7.7 - Prob. 7.7.3SRCh. 7.7 - Prob. 7.7.4SRCh. 7.8 - It takes three resonance structures to represent...Ch. 7.8 - Use a combination of valence bond theory and...Ch. 7.8 - Use a combination of valence bond theory and...Ch. 7.8 - Prob. 10PPCCh. 7.8 - Prob. 7.8.1SRCh. 7.8 - Prob. 7.8.2SRCh. 7.8 - Prob. 7.8.3SRCh. 7.8 - Prob. 7.8.4SRCh. 7 - Prob. 7.1QPCh. 7 - Sketch the shape of a linear triatomic molecule, a...Ch. 7 - Prob. 7.3QPCh. 7 - Prob. 7.4QPCh. 7 - In the trigonal bipyramidal arrangement, why does...Ch. 7 - Prob. 7.6QPCh. 7 - Predict the geometry of the following molecules...Ch. 7 - Prob. 7.8QPCh. 7 - Predict the geometries of the following species...Ch. 7 - Predict the geometries of the following ions: (a)...Ch. 7 - Prob. 7.11QPCh. 7 - Prob. 7.12QPCh. 7 - Prob. 7.13QPCh. 7 - Describe the geometry about each of the central...Ch. 7 - Prob. 7.15QPCh. 7 - Prob. 7.16QPCh. 7 - Prob. 7.17QPCh. 7 - Prob. 7.18QPCh. 7 - Prob. 7.19QPCh. 7 - Prob. 7.20QPCh. 7 - Prob. 7.21QPCh. 7 - Prob. 7.22QPCh. 7 - Explain the term polarizability. What kind of...Ch. 7 - Prob. 7.24QPCh. 7 - What physical properties are determined by the...Ch. 7 - Prob. 7.26QPCh. 7 - Describe the types of intermolecular forces that...Ch. 7 - The compounds Br2 and ICl are isoelectronic (have...Ch. 7 - If you lived in Alaska, which of the following...Ch. 7 - The binary hydrogen compounds of the Group 4A...Ch. 7 - List the types of intermolecular forces that exist...Ch. 7 - Prob. 7.32QPCh. 7 - Prob. 7.33QPCh. 7 - Prob. 7.34QPCh. 7 - Diethyl ether has a boiling point of 34.5C, and...Ch. 7 - Prob. 7.36QPCh. 7 - Which substance in each of the following pairs...Ch. 7 - Prob. 7.38QPCh. 7 - What kind of attractive forces must be overcome to...Ch. 7 - Prob. 7.40QPCh. 7 - Prob. 7.41QPCh. 7 - The following compounds have the same molecular...Ch. 7 - Prob. 7.43QPCh. 7 - Prob. 7.44QPCh. 7 - Use valence bond theory to explain the bonding in...Ch. 7 - Prob. 7.46QPCh. 7 - Prob. 7.47QPCh. 7 - Prob. 7.48QPCh. 7 - Prob. 7.49QPCh. 7 - What is the hybridization of atomic orbitals? Why...Ch. 7 - Prob. 7.51QPCh. 7 - Prob. 7.52QPCh. 7 - Prob. 7.53QPCh. 7 - Describe the bonding scheme of the AsH3 molecule...Ch. 7 - Prob. 7.55QPCh. 7 - Prob. 7.56QPCh. 7 - Describe the hybridization of phosphorus in PF5.Ch. 7 - Prob. 7.58QPCh. 7 - Prob. 7.59QPCh. 7 - Prob. 7.1VCCh. 7 - Prob. 7.2VCCh. 7 - Prob. 7.3VCCh. 7 - Prob. 7.4VCCh. 7 - Prob. 7.60QPCh. 7 - Which of the following pairs of atomic orbitals of...Ch. 7 - Prob. 7.62QPCh. 7 - Prob. 7.63QPCh. 7 - Prob. 7.64QPCh. 7 - Prob. 7.65QPCh. 7 - Prob. 7.66QPCh. 7 - Prob. 7.67QPCh. 7 - Prob. 7.68QPCh. 7 - Benzo[a]pyrene is a potent carcinogen found in...Ch. 7 - What is molecular orbital theory? How does it...Ch. 7 - Define the following terms: bonding molecular...Ch. 7 - Prob. 7.72QPCh. 7 - Prob. 7.73QPCh. 7 - Prob. 7.74QPCh. 7 - Prob. 7.75QPCh. 7 - Draw a molecular orbital energy level diagram for...Ch. 7 - Prob. 7.77QPCh. 7 - Prob. 7.78QPCh. 7 - Prob. 7.79QPCh. 7 - Acetylene (C2H2) has a tendency to lose two...Ch. 7 - Compare the Lewis and molecular orbital treatments...Ch. 7 - Prob. 7.82QPCh. 7 - Prob. 7.83QPCh. 7 - Prob. 7.84QPCh. 7 - Prob. 7.85QPCh. 7 - Draw the molecular orbital diagram for the cyanide...Ch. 7 - Given that BeO is diamagnetic, use a molecular...Ch. 7 - Prob. 7.88QPCh. 7 - Prob. 7.89QPCh. 7 - Both ethylene (C2H4) and benzene (C6H6) contain...Ch. 7 - Chemists often represent benzene with the...Ch. 7 - Determine which of these molecules has a more...Ch. 7 - Nitryl fluoride (FNO2) is used in rocket...Ch. 7 - Describe the bonding in the nitrate ion NO3 in...Ch. 7 - Prob. 7.95QPCh. 7 - Prob. 7.96QPCh. 7 - Prob. 7.97QPCh. 7 - Prob. 7.98QPCh. 7 - Prob. 7.99QPCh. 7 - Antimony pentafluoride (SbF5) combines with XeF4...Ch. 7 - Prob. 7.101QPCh. 7 - The molecular model of nicotine (a stimulant) is...Ch. 7 - Predict the bond angles for the following...Ch. 7 - The germanium pentafluoride anion (GeF5) has been...Ch. 7 - Draw Lewis structures and give the other...Ch. 7 - Which figure best illustrates the hybridization of...Ch. 7 - Prob. 7.107QPCh. 7 - Prob. 7.108QPCh. 7 - Prob. 7.109QPCh. 7 - Prob. 7.110QPCh. 7 - Prob. 7.111QPCh. 7 - Cyclopropane (C3H6) has the shape of a triangle in...Ch. 7 - The compound 1,2-dichloroethane (C2H4Cl2) is...Ch. 7 - Prob. 7.114QPCh. 7 - Prob. 7.115QPCh. 7 - Prob. 7.116QPCh. 7 - Prob. 7.117QPCh. 7 - Prob. 7.118QPCh. 7 - The amino acid selenocysteine is one of the...Ch. 7 - Prob. 7.120QPCh. 7 - Prob. 7.121QPCh. 7 - Prob. 7.122QPCh. 7 - Gaseous or highly volatile liquid anesthetics are...Ch. 7 - Prob. 7.124QPCh. 7 - Prob. 7.125QPCh. 7 - Two of the drugs that are prescribed for the...Ch. 7 - Prob. 7.127QPCh. 7 - Prob. 7.128QPCh. 7 - The BO+ ion is paramagnetic. Determine (a) whether...Ch. 7 - Use molecular orbital theory to explain the...Ch. 7 - Which best illustrates the change in geometry...Ch. 7 - Prob. 7.132QPCh. 7 - Prob. 7.133QPCh. 7 - Aluminum trichloride (AlCl3) is an...Ch. 7 - Prob. 7.135QPCh. 7 - Prob. 7.136QPCh. 7 - Prob. 7.137QPCh. 7 - Consider an N2 molecule in its first excited...Ch. 7 - The Lewis structure for O2 is Use molecular...Ch. 7 - Draw the Lewis structure of ketene (C2H2O) and...Ch. 7 - The compound TCDD, or...Ch. 7 - Name the kinds of attractive forces that must be...Ch. 7 - Carbon monoxide (CO) is a poisonous compound due...Ch. 7 - Prob. 7.144QPCh. 7 - Prob. 7.145QPCh. 7 - Prob. 7.146QPCh. 7 - Prob. 7.147QPCh. 7 - Prob. 7.148QPCh. 7 - Prob. 7.1KSPCh. 7 - Which of the following species does not have...Ch. 7 - Prob. 7.3KSPCh. 7 - Prob. 7.4KSP
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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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