ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
8th Edition
ISBN: 9780134595450
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 19, Problem 33P
- a. Draw resonance contributors to show why pyridine-N-oxide is more reactive than pyridine toward electrophilic
aromatic substitution. - b. At what position does pyridine-N-oxide undergo electrophilic aromatic substitution?
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Fill in the blanks by selecting the appropriate term from below:
For a process that is non-spontaneous and that favors products at equilibrium, we know that a) ΔrG∘ΔrG∘ _________, b) ΔunivSΔunivS _________, c) ΔsysSΔsysS _________, and d) ΔrH∘ΔrH∘ _________.
Highest occupied molecular orbital
Lowest unoccupied molecular orbital
Label all nodes and regions of highest and lowest electron density for both orbitals.
Relative Intensity
Part VI. consider the multi-step reaction below for compounds A, B, and C.
These compounds were subjected to mass spectrometric analysis and
the following spectra for A, B, and C was obtained.
Draw the structure of B and C and match all three compounds
to the correct spectra.
Relative Intensity
Relative Intensity
20
NaоH
0103
Br
(B)
H2504
→ (c)
(A)
100-
MS-NU-0547
80
40
20
31
10
20
100-
MS2016-05353CM
80
60
100
MS-NJ-09-3
80
60
40
20
45
J.L
80
S1
84
M+
absent
राग
135 137
S2
62
164 166
11
S3
25
50
75
100
125
150
175
m/z
Chapter 19 Solutions
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
Ch. 19.1 - Name the following:Ch. 19.2 - Prob. 3PCh. 19.2 - Prob. 4PCh. 19.3 - Draw the product of each of the following...Ch. 19.5 - Prob. 6PCh. 19.5 - Explain why cyclopentadiene (pKa = 15) is more...Ch. 19.5 - When pyrrole is added to a dilute solution of...Ch. 19.6 - Prob. 10PCh. 19.6 - How to the mechanisms of the following reactions...Ch. 19.6 - Prob. 12P
Ch. 19.6 - Rank the following compounds from easiest to...Ch. 19.7 - Prob. 14PCh. 19.7 - Prob. 15PCh. 19.7 - Prob. 16PCh. 19.7 - Prob. 17PCh. 19.7 - Prob. 18PCh. 19.7 - Prob. 19PCh. 19.7 - Prob. 20PCh. 19 - Name the following:Ch. 19 - Prob. 22PCh. 19 - Rank the following compounds from strongest acid...Ch. 19 - Which of the following compounds is easier to...Ch. 19 - Rank the following compounds from most reactive to...Ch. 19 - One of the following compounds undergoes...Ch. 19 - Benzene undergoes electrophilic aromatic...Ch. 19 - Pyrrole reacts with excess...Ch. 19 - The dipole moments of furan and tetrahydrofuran...Ch. 19 - Name the following:Ch. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - a. Draw resonance contributors to show why...Ch. 19 - The chemical shifts of the C-2 hydrogen in the...Ch. 19 - Explain why protonating aniline has a dramatic...Ch. 19 - Prob. 36PCh. 19 - Propose a mechanism for the following reaction:Ch. 19 - Prob. 38PCh. 19 - Propose a mechanism for the following reactions:Ch. 19 - Prob. 40PCh. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - Organic chemists work with tetraphenylporphyrins...Ch. 19 - Show how the following compounds can be prepared...
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