Custom eBook for Organic Chemistry
2nd Edition
ISBN: 9798214171104
Author: Straumanis
Publisher: Cengage Custom
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Chapter 9, Problem 1CTQ
Interpretation Introduction
Interpretation: The given reaction needs to completed by adding curved arrow and drawing the product formed.
Concept Introduction: Curved arrows are used in organic reactions to show the movement of electrons. Here, electrons move from electron rich species to electron deficient species. A carbocation is formed when valency of carbon is not completed and it has a positive charge on it. The order of stability is such that tertiary carbocation is highly stable and primary carbocation is least stable.
Expert Solution & Answer
Answer to Problem 1CTQ
Explanation of Solution
In the given reaction, Br-Br bond breaks resulting formation of 2 Br with partial positive and partial negative charge. The bromine with partial positive charge can attack on double bond of
The movement takes place from negative charge species to positive charge. Here, double bond in alkene is considered as electron rich thus, double bond attacks on Br with partial positive charge. This results in the formation of secondary carbocation. The overall reaction can be represented as follows:
Conclusion
The complete reaction can be represented as follows:
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Part V. Label ad match the carbons in compounds Jane and Diane
w/ the corresponding peak no.
in the
Spectra (Note: use the given peak no. To label the carbons, other peak
no are intentionally
omitted)
7 4 2
-0.13
-0.12
-0.11
-0.10
-0.08
8
CI
Jane
1
-0.09
5
210
200
190
180
170
160
150
140
130
120
110
100
-8
90
f1 (ppm)
11
8
172.4
172.0
f1 (ppr
HO
CI
NH
Diane
7
3
11
80
80
-80
-R
70
60
60
2
5
-8
50
40
8.
170
160
150
140
130
120
110
100
90
-0
80
70
20
f1 (ppm)
15
30
-20
20
-60
60
-0.07
-0.06
-0.05
-0.04
-0.03
-0.02
-0.01
-0.00
-0.01
10
-0.17
16
15
56
16
-0.16
-0.15
-0.14
-0.13
-0.12
-0.11
-0.10
-0.09
-0.08
-0.07
-0.06
-0.05
-0.04
17.8 17.6 17.4 17.2 17.0
f1 (ppm)
-0.03
-0.02
550
106
40
30
20
20
-0.01
-0.00
F-0.01
10
0
Chapter 9 Solutions
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