ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Chapter 8, Problem 58P
Draw the major product formed when
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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 8 Solutions
ORGANIC CHEMISTRY
Ch. 8.1 - Problem 8.1 Label the and carbons in each alkyl...Ch. 8.2 - Problem 8.2 Classify each alkene in the following...Ch. 8.2 - Prob. 3PCh. 8.2 - Prob. 4PCh. 8.2 - Problem 8.5 Label each pair of alkenes as...Ch. 8.2 - Problem 8.6 Which alkene in each pair is more...Ch. 8.2 - Problem 8.7 Several factors can affect alkene...Ch. 8.4 - Prob. 8PCh. 8.4 - Prob. 9PCh. 8.4 - Prob. 10P
Ch. 8.4 - Prob. 11PCh. 8.5 - Problem 8.12 What alkenes are formed from each...Ch. 8.6 - Prob. 13PCh. 8.6 - Problem 8.14 What alkenes are formed from each...Ch. 8.6 - Problem 8.15 How does each of the following...Ch. 8 - 8.24 Rank the alkenes shown in the ball-and-stick...Ch. 8 - Prob. 25PCh. 8 - 8.26 What is the major E2 elimination product...Ch. 8 - Prob. 27PCh. 8 - Prob. 28PCh. 8 - Prob. 29PCh. 8 - 8.30 Label each pair of alkenes as constitutional...Ch. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - For each of the following alkenes, draw the...Ch. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Prob. 37PCh. 8 - What alkene is the major product formed from each...Ch. 8 - Prob. 39PCh. 8 - Prob. 41PCh. 8 - Draw the products formed when each dihalide is...Ch. 8 - Draw all of the substitution and elimination...Ch. 8 - Prob. 56PCh. 8 - 8.59 Draw a stepwise, detailed mechanism for each...Ch. 8 - Draw the major product formed when...Ch. 8 - Draw a stepwise, detailed mechanism for the...Ch. 8 - Explain why the reaction of with gives ...Ch. 8 - Draw a stepwise detailed mechanism that...Ch. 8 - Prob. 63PCh. 8 - 8.65 Explain the selectivity observed in the...Ch. 8 - Prob. 65PCh. 8 - Prob. 66PCh. 8 - 8.68 (a) Draw all products formed by treatment of...
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