Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Textbook Question
Chapter 9, Problem 60P
Draw the products of each reaction.
a. c.
b. d.
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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 9 Solutions
Organic Chemistry (6th Edition)
Ch. 9.1 - Problem 9.1 Label each ether and alcohol in...Ch. 9.3 - Give the IUPAC name for each compound.Ch. 9.3 - Problem 9.3 Give the structure corresponding to...Ch. 9.3 - Name each of the following ethers.Ch. 9.3 - Name each epoxide.
a. (two ways) b. c. (two...Ch. 9.6 - Problem 9.8 Draw the organic product of each...Ch. 9.6 - Prob. 9PCh. 9.6 - Problem 9.10 Draw the products of each reaction.
...Ch. 9.8 - Problem 9.11 Draw the products formed when each...Ch. 9.8 - Prob. 12P
Ch. 9.11 - Problem 9.18 Draw the products of each reaction,...Ch. 9.11 - Problem 9.19 What is the major product formed...Ch. 9.12 - Prob. 19PCh. 9.12 - Prob. 20PCh. 9.12 - Problem 9.22 Draw the organic products formed in...Ch. 9.12 - Problem 9.23 Draw two steps to convert into each...Ch. 9.13 - Prob. 23PCh. 9.13 - Problem 9.25 Draw the products of each reaction,...Ch. 9.13 - Draw the products formed when (S)-butan-2-ol is...Ch. 9.13 - Draw the product formed when (CH3)2CHOH is treated...Ch. 9.14 - What alkyl halides are formed when each ether is...Ch. 9.14 - Explain why the treatment of anisole with HBr...Ch. 9.15 - Name each thiol.
a. b.
Ch. 9.15 - Draw the product of each reaction. ac b.d.Ch. 9.15 - Give the IUPAC name for each sulfide.
a. b.
Ch. 9.15 - Draw the product of each reaction.
a. b.
Ch. 9.16 - Prob. 33PCh. 9.16 - The cis and trans isomers of 2, 3-dimethyloxirane...Ch. 9.16 - Problem 9.36 Draw the product of each...Ch. 9 - 9.37 Name each compound depicted in the...Ch. 9 - Answer each question using the ball-and-stick...Ch. 9 - Prob. 38PCh. 9 - 9.40 Give IUPAC name for each...Ch. 9 - Prob. 40PCh. 9 - Prob. 41PCh. 9 - 9.46 What alkenes are formed when each alcohol is...Ch. 9 - Prob. 46PCh. 9 - Prob. 51PCh. 9 - 9.57 Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 53PCh. 9 - 9.59 Draw two different routes to each of the...Ch. 9 - Prob. 55PCh. 9 -
9.61 Draw the products formed when each ether is...Ch. 9 - 9.62 Draw a stepwise mechanism for each...Ch. 9 - Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 59PCh. 9 - Draw the products of each reaction. a.c. b.d.Ch. 9 - Prob. 64PCh. 9 - Prob. 75P
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