Organic And Biological Chemistry
7th Edition
ISBN: 9781305638686
Author: H. Stephen Stoker
Publisher: Brooks Cole
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Question
Chapter 3.2, Problem 3QQ
Interpretation Introduction
Interpretation:
The incorrect statement among the given statements concerning alcohols has to be chosen.
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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 3 Solutions
Organic And Biological Chemistry
Ch. 3.1 - Prob. 1QQCh. 3.1 - Prob. 2QQCh. 3.2 - Prob. 1QQCh. 3.2 - Prob. 2QQCh. 3.2 - Prob. 3QQCh. 3.3 - Prob. 1QQCh. 3.3 - Prob. 2QQCh. 3.3 - Prob. 3QQCh. 3.3 - Prob. 4QQCh. 3.4 - Prob. 1QQ
Ch. 3.4 - Prob. 2QQCh. 3.4 - Prob. 3QQCh. 3.5 - Prob. 1QQCh. 3.5 - Prob. 2QQCh. 3.5 - Prob. 3QQCh. 3.5 - Prob. 4QQCh. 3.6 - Prob. 1QQCh. 3.6 - Prob. 2QQCh. 3.6 - Prob. 3QQCh. 3.7 - Prob. 1QQCh. 3.7 - Prob. 2QQCh. 3.8 - Prob. 1QQCh. 3.8 - Prob. 2QQCh. 3.9 - Prob. 1QQCh. 3.9 - Prob. 2QQCh. 3.9 - Prob. 3QQCh. 3.9 - Prob. 4QQCh. 3.9 - Prob. 5QQCh. 3.9 - Prob. 6QQCh. 3.10 - Prob. 1QQCh. 3.10 - Prob. 2QQCh. 3.11 - Prob. 1QQCh. 3.11 - Prob. 2QQCh. 3.11 - Prob. 3QQCh. 3.12 - Prob. 1QQCh. 3.12 - Prob. 2QQCh. 3.13 - Prob. 1QQCh. 3.13 - Prob. 2QQCh. 3.13 - Prob. 3QQCh. 3.14 - Prob. 1QQCh. 3.14 - Prob. 2QQCh. 3.14 - Prob. 3QQCh. 3.15 - Prob. 1QQCh. 3.15 - Prob. 2QQCh. 3.15 - Prob. 3QQCh. 3.15 - Prob. 4QQCh. 3.16 - Prob. 1QQCh. 3.16 - Prob. 2QQCh. 3.17 - Prob. 1QQCh. 3.17 - Prob. 2QQCh. 3.17 - Prob. 3QQCh. 3.18 - Prob. 1QQCh. 3.18 - Prob. 2QQCh. 3.18 - Prob. 3QQCh. 3.19 - Prob. 1QQCh. 3.19 - Prob. 2QQCh. 3.20 - Prob. 1QQCh. 3.20 - Prob. 2QQCh. 3.20 - Prob. 3QQCh. 3.20 - Prob. 4QQCh. 3.20 - Prob. 5QQCh. 3.21 - Prob. 1QQCh. 3.21 - Prob. 2QQCh. 3.21 - Prob. 3QQCh. 3.21 - Prob. 4QQCh. 3.21 - Prob. 5QQCh. 3 - Prob. 3.1EPCh. 3 - Indicate whether or not each of the following...Ch. 3 - Prob. 3.3EPCh. 3 - Prob. 3.4EPCh. 3 - Prob. 3.5EPCh. 3 - Prob. 3.6EPCh. 3 - Prob. 3.7EPCh. 3 - Prob. 3.8EPCh. 3 - Prob. 3.9EPCh. 3 - Prob. 3.10EPCh. 3 - Write a condensed structural formula for each of...Ch. 3 - Write a condensed structural formula for each of...Ch. 3 - Prob. 3.13EPCh. 3 - Prob. 3.14EPCh. 3 - Prob. 3.15EPCh. 3 - Prob. 3.16EPCh. 3 - Prob. 3.17EPCh. 3 - Prob. 3.18EPCh. 3 - Prob. 3.19EPCh. 3 - Prob. 3.20EPCh. 3 - Prob. 3.21EPCh. 3 - Prob. 3.22EPCh. 3 - Prob. 3.23EPCh. 3 - Prob. 3.24EPCh. 3 - Prob. 3.25EPCh. 3 - Prob. 3.26EPCh. 3 - Prob. 3.27EPCh. 3 - Prob. 3.28EPCh. 3 - Prob. 3.29EPCh. 3 - Prob. 3.30EPCh. 3 - Give the IUPAC name of the alcohol that fits each...Ch. 3 - Prob. 3.32EPCh. 3 - Prob. 3.33EPCh. 3 - Prob. 3.34EPCh. 3 - Prob. 3.35EPCh. 3 - Prob. 3.36EPCh. 3 - Prob. 3.37EPCh. 3 - Which member of each of the following pairs of...Ch. 3 - Prob. 3.39EPCh. 3 - Which member of each of the following pairs of...Ch. 3 - Determine the maximum number of hydrogen bonds...Ch. 3 - Prob. 3.42EPCh. 3 - Prob. 3.43EPCh. 3 - Prob. 3.44EPCh. 3 - Prob. 3.45EPCh. 3 - Prob. 3.46EPCh. 3 - Classify each of the following alcohols as a...Ch. 3 - Classify each of the following alcohols as a...Ch. 3 - Classify each of the following alcohols as a...Ch. 3 - Classify each of the following alcohols as a...Ch. 3 - Prob. 3.51EPCh. 3 - Prob. 3.52EPCh. 3 - Prob. 3.53EPCh. 3 - Prob. 3.54EPCh. 3 - Prob. 3.55EPCh. 3 - Prob. 3.56EPCh. 3 - Prob. 3.57EPCh. 3 - Prob. 3.58EPCh. 3 - Prob. 3.59EPCh. 3 - Prob. 3.60EPCh. 3 - The alcohol 2,2-dimethyl-1-butanol cannot be...Ch. 3 - Prob. 3.62EPCh. 3 - Prob. 3.63EPCh. 3 - Prob. 3.64EPCh. 3 - Prob. 3.65EPCh. 3 - Prob. 3.66EPCh. 3 - Prob. 3.67EPCh. 3 - Prob. 3.68EPCh. 3 - Prob. 3.69EPCh. 3 - Prob. 3.70EPCh. 3 - Prob. 3.71EPCh. 3 - Prob. 3.72EPCh. 3 - Prob. 3.73EPCh. 3 - Prob. 3.74EPCh. 3 - Prob. 3.75EPCh. 3 - Prob. 3.76EPCh. 3 - Prob. 3.77EPCh. 3 - Prob. 3.78EPCh. 3 - Prob. 3.79EPCh. 3 - Prob. 3.80EPCh. 3 - Prob. 3.81EPCh. 3 - Prob. 3.82EPCh. 3 - Prob. 3.83EPCh. 3 - Prob. 3.84EPCh. 3 - Prob. 3.85EPCh. 3 - Prob. 3.86EPCh. 3 - Prob. 3.87EPCh. 3 - Prob. 3.88EPCh. 3 - Prob. 3.89EPCh. 3 - Prob. 3.90EPCh. 3 - Classify each of the following compounds as an...Ch. 3 - Prob. 3.92EPCh. 3 - Draw or write the following for the simplest ether...Ch. 3 - Draw or write the following for the simplest ether...Ch. 3 - Prob. 3.95EPCh. 3 - Prob. 3.96EPCh. 3 - Assign a common name to each of the ethers in...Ch. 3 - Prob. 3.98EPCh. 3 - Prob. 3.99EPCh. 3 - Prob. 3.100EPCh. 3 - Prob. 3.101EPCh. 3 - Prob. 3.102EPCh. 3 - Prob. 3.103EPCh. 3 - Prob. 3.104EPCh. 3 - Prob. 3.105EPCh. 3 - Prob. 3.106EPCh. 3 - Prob. 3.107EPCh. 3 - Prob. 3.108EPCh. 3 - Prob. 3.109EPCh. 3 - Prob. 3.110EPCh. 3 - Prob. 3.111EPCh. 3 - Prob. 3.112EPCh. 3 - Prob. 3.113EPCh. 3 - Prob. 3.114EPCh. 3 - How many isomeric ethers exist when the R groups...Ch. 3 - Prob. 3.116EPCh. 3 - Prob. 3.117EPCh. 3 - Prob. 3.118EPCh. 3 - Prob. 3.119EPCh. 3 - Prob. 3.120EPCh. 3 - Dimethyl ether and ethanol have the same molecular...Ch. 3 - Prob. 3.122EPCh. 3 - Prob. 3.123EPCh. 3 - Prob. 3.124EPCh. 3 - Prob. 3.125EPCh. 3 - Prob. 3.126EPCh. 3 - Classify each of the following molecular...Ch. 3 - Classify each of the following molecular...Ch. 3 - Prob. 3.129EPCh. 3 - Prob. 3.130EPCh. 3 - Prob. 3.131EPCh. 3 - Draw a condensed structural formula for each of...Ch. 3 - Prob. 3.133EPCh. 3 - Prob. 3.134EPCh. 3 - Prob. 3.135EPCh. 3 - Write the formulas for the sulfur-containing...Ch. 3 - Prob. 3.137EPCh. 3 - For each of the following pairs of compounds,...Ch. 3 - Prob. 3.139EPCh. 3 - Prob. 3.140EPCh. 3 - Prob. 3.141EPCh. 3 - Prob. 3.142EPCh. 3 - Prob. 3.143EPCh. 3 - Prob. 3.144EPCh. 3 - Prob. 3.145EPCh. 3 - Prob. 3.146EP
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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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