Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 16, Problem 16.12P
Use resonance theory to explain why the labeled C – O bond lengths are equal in the acetate anion.
acetate
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Experiment 1
Data Table 1: Conservation of Mass - Initial Mass
Data Table 1
Data Table 2
Data Table 3
Data Table 4
Panel 1
Photo 1
Data Table 5
Reaction Mass of test tube and 5.0% HC₂H₂O2 (g)
#
(A)
(B)
Mass of NaHCO, (g) Mass of balloon and NaHCO, (g)
(C)
0.10
1
0829
14.38g
0.20
2
0.929
14.29g
0.35
1.00g
3
14.25g
0.50
1.14g
14.29
Experiment 1
Data Table 2: Moles of HC2H3O2
Reaction Volume of Mass of
Moles of HC₂H₂O₂
5.0%
Vinegar
(g)
(ML)
5.0
0.25
0042 mol
2
5.0
0.25
0042 mol
3
5.0
0.25
0042 mol
5.0
0.25
0042 mol
Experiment 1
Data Table 3: Moles of NaHCO3
Reaction Mass of NaHCO (g)
10g
20g
35g
50g
Experiment 1
Data Table 4: Theoretical Yield of CO₂
Reaction #
1
2
3
Experiment 1
Total mass before reaction (g)
(D=A+C)
15.29
15.21g
15.25g
15.349
Exercise 1
Data Table 1
Data Table 2
Data Table 3
Data Table 4
Panel 1
Photo 1
Data Table 5
Exercise 1-
Data Table 1
Data Table 2
DataTable 3
Data Table 4
Panel 1
Photo 1
Data Table 5
Exercise 1-
Moles of NaHCO
0012 mol
0025 mol
0044 mol
0062 mol…
The chemical reaction you investigated is a two-step reaction. What type of reaction occurs in each step? How did you determine your answer?
Chapter 16 Solutions
Organic Chemistry
Ch. 16 - Prob. 16.1PCh. 16 - Prob. 16.2PCh. 16 - Draw a second resonance structure for each...Ch. 16 - Prob. 16.4PCh. 16 - Prob. 16.5PCh. 16 - Prob. 16.6PCh. 16 - Prob. 16.7PCh. 16 - Determine the hybridization of the labeled atom in...Ch. 16 - Problem 16.10 Draw the structure consistent with...Ch. 16 - Problem 16.11 Neuroprotectin D1 (NPD1) is...
Ch. 16 - Problem 16.12 Using hybridization, predict how the...Ch. 16 - Problem 16.13 Use resonance theory to explain why...Ch. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Problem 16.17 Draw a stepwise mechanism for the...Ch. 16 - Prob. 16.17PCh. 16 - Problem 16.19 Draw the product formed when each...Ch. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Rank the following dienophiles in order of...Ch. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Problem 16.27 Which compound in each pair absorbs...Ch. 16 - Prob. 16.27PCh. 16 - 16.29 Name each diene and state whether the...Ch. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16.35 Explain why the cyclopentadienide anion A...Ch. 16 - Explain each statement using resonance theory. a....Ch. 16 - 16.37 Draw the structure of each compound.
a. in...Ch. 16 - Draw and name all dienes of molecular formula...Ch. 16 - Prob. 16.39PCh. 16 - 16.39 Label each pair of compounds as...Ch. 16 - Prob. 16.41PCh. 16 - 16.41 Draw the products formed when each compound...Ch. 16 - Prob. 16.43PCh. 16 - 16.43 Treatment of alkenes A and B with gives the...Ch. 16 - 16.44 Draw a stepwise mechanism for the following...Ch. 16 - Prob. 16.46PCh. 16 - 16.46 Explain, with reference to the mechanism,...Ch. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - 16.53 Diels–Alder reaction of a monosubstituted...Ch. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - 16.55 Devise a stepwise synthesis of each compound...Ch. 16 - Prob. 16.58PCh. 16 - 16.57 A transannular Diels–Alder reaction is an...Ch. 16 - Draw a stepwise mechanism for the following...Ch. 16 - Draw the products of each reaction. Indicate the...Ch. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - 16.65 The treatment of isoprene with one...Ch. 16 - 16.66 The treatment of with forms B (molecular...Ch. 16 - Rank the following compounds in the order of...Ch. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74P
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