Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap
8th Edition
ISBN: 9780134581064
Author: Bruice, Paula Yurkanis
Publisher: Prentice Hall
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Textbook Question
Chapter 19.3, Problem 5P
Draw the product of each of the following reactions:
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Q3: Curved Arrows, Lewis Acids & Bases, Nucleophiles and Electrophiles
Considering the following reactions:
a) Predict the products to complete the reactions.
b) Use curved electron-pushing arrows to show the mechanism for the reaction in
the forward direction. Redraw some of the compounds to explicitly illustrate all
bonds that are broken and all bonds that are formed.
c) Label Lewis acids and bases, nucleophiles and electrophiles in the reactions.
A.
S
+
AICI 3
B.
+
H₂O
3. A thermometer is placed in a test tube of chipped ice at -5.0 °C. The temperature is recorded at the
time intervals shown below until room temperature is reached. Plot the data given below on graph
paper and explain all flat, horizontal portions of the curve. Plot time on the X-axis!
Time (min)
Temperature (°C)
0
-5.0
2
-2.5
4
-1.0
6
0.0
10
0.0
15
0.0
20
0.0
25
0.0
30
1.5
35
4.0
40
8.0
45
11.5
50
15.0
55
17.5
60
19.0
65
20.0
70
20.0
75
20.0
80
20.0
Naming the Alkanes
a) Write the IUPAC nomenclature of the compound below
b) Draw 4-isopropyl-2,4,5-trimethylheptane, identify the primary, secondary, tertiary, and
quaternary carbons.
c) Rank pentane, neopentane and isopentane for boiling point.
pentane:
H3C-CH2-CH2-CH2-CH3
neopentane:
CH3
H3C-Ċ-CH3
I
CH3
isopentane:
CH3
H3C-CH2-CH-CH3
Chapter 19 Solutions
Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap
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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