Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 6, Problem 6.5P
Follow the curved arrows and draw the products of the following reaction.
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What are the IUPAC Names of all the compounds in the picture?
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)
19.78 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+
Chapter 6 Solutions
Organic Chemistry
Ch. 6 - Problem 6.1 Classify each transformation as...Ch. 6 - Prob. 6.2PCh. 6 - Problem 6.3 By taking into account...Ch. 6 - Problem 6.4 Use curved arrows to show the movement...Ch. 6 - Problem 6.5 Follow the curved arrows and draw the...Ch. 6 - Prob. 6.6PCh. 6 - Problem 6.7 Use the values in Table 6.2 to...Ch. 6 - Prob. 6.8PCh. 6 - aWhich Keq corresponds to a negative value of G,...Ch. 6 - Given each of the following values, is the...
Ch. 6 - Given each of the following values, is the...Ch. 6 - The equilibrium constant for the conversion of the...Ch. 6 - Prob. 6.13PCh. 6 - For a reaction with H=40kJ/mol, decide which of...Ch. 6 - For a reaction with H=20kJ/mol, decide which of...Ch. 6 - Draw an energy diagram for a reaction in which the...Ch. 6 - Prob. 6.17PCh. 6 - Prob. 6.18PCh. 6 - Problem 6.19 Consider the following energy...Ch. 6 - Draw an energy diagram for a two-step reaction,...Ch. 6 - Which value if any corresponds to a faster...Ch. 6 - Prob. 6.22PCh. 6 - Problem 6.23 For each rate equation, what effect...Ch. 6 - Prob. 6.24PCh. 6 - Identify the catalyst in each equation. a....Ch. 6 - Draw the products of homolysis or heterolysis of...Ch. 6 - Explain why the bond dissociation energy for bond...Ch. 6 - Classify each transformation as substitution,...Ch. 6 - Prob. 6.29PCh. 6 - 6.30 Draw the products of each reaction by...Ch. 6 - 6.31 (a) Add curved arrows for each step to show...Ch. 6 - Prob. 6.32PCh. 6 - Prob. 6.33PCh. 6 - Prob. 6.34PCh. 6 - Calculate H for each reaction. a HO+CH4CH3+H2O b...Ch. 6 - Homolysis of the indicated CH bond in propene...Ch. 6 - Prob. 6.37PCh. 6 - Prob. 6.38PCh. 6 - 6.39. a. Which value corresponds to a negative...Ch. 6 - Prob. 6.40PCh. 6 - For which of the following reaction is S a...Ch. 6 - Prob. 6.42PCh. 6 - Prob. 6.43PCh. 6 - 6.44 Consider the following reaction: .
Use curved...Ch. 6 - Prob. 6.45PCh. 6 - Draw an energy diagram for the Bronsted-Lowry...Ch. 6 - Prob. 6.47PCh. 6 - Indicate which factors affect the rate of a...Ch. 6 - Prob. 6.49PCh. 6 - 6.50 The conversion of acetyl chloride to methyl...Ch. 6 - Prob. 6.51PCh. 6 - Prob. 6.52PCh. 6 - The conversion of (CH3)3Cl to (CH3)2C=CH2 can...Ch. 6 - 6.54 Explain why is more acidic than , even...Ch. 6 - Prob. 6.55PCh. 6 - Prob. 6.56PCh. 6 - Prob. 6.57PCh. 6 - Although Keq of equation 1 in problem 6.57 does...Ch. 6 - Prob. 6.59P
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