Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Question 15
Please predict the products for each of the following reactions.
Clearly show the regiochemistry (Markovnikov vs anti-Markovnikov) and stereochemistry (syn- vs anti- or both).
If a mixture of enantiomers is formed, please draw all the enantiomers.
Br2
2. (CH3)2S
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
ΖΗ
Pd or Pt (catalyst)
HB
20 1 2
19
18
17
16
15
HBr
ROOR (peroxide)
H₂O
14
13
12 11 10
ТСРВА
1. Os04
2. H₂O₂
CH3CO₂H
(peroxyacid)
MCPBA
5
Pd or Ni (catalyst)
D₂ (deuterium)
A
B
A B
O A
с
D
H2SO4
HCI
1. BH3.THF
2. H₂O2, NaOH
Br2
Br2
H₂O
BH3⚫THF
Br
0
О
D
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Transcribed Image Text:Question 15 Please predict the products for each of the following reactions. Clearly show the regiochemistry (Markovnikov vs anti-Markovnikov) and stereochemistry (syn- vs anti- or both). If a mixture of enantiomers is formed, please draw all the enantiomers. Br2 2. (CH3)2S CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI ΖΗ Pd or Pt (catalyst) HB 20 1 2 19 18 17 16 15 HBr ROOR (peroxide) H₂O 14 13 12 11 10 ТСРВА 1. Os04 2. H₂O₂ CH3CO₂H (peroxyacid) MCPBA 5 Pd or Ni (catalyst) D₂ (deuterium) A B A B O A с D H2SO4 HCI 1. BH3.THF 2. H₂O2, NaOH Br2 Br2 H₂O BH3⚫THF Br 0 О D
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