Question 4 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 H₂ Pd or Pt (catalyst) HBr ROOR (peroxide) H₂O MCPBA 1. OsO4 2. H₂O2 CH,COSH (peroxyacid) MCPBA 18 17 16 15 H₂O 14 13 20 1 2 12 11 10 Br EtOH Pd or Ni (catalyst) D₂ (deuterium) H2SO4 HCI 1. BH3⚫THF 2. H2O2, NaOH Br₂ Br2 H₂O BH3⚫THF A B с D ४.४ "OH "OH 8.8 A B с OH ४.४ "OH
Question 4 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 H₂ Pd or Pt (catalyst) HBr ROOR (peroxide) H₂O MCPBA 1. OsO4 2. H₂O2 CH,COSH (peroxyacid) MCPBA 18 17 16 15 H₂O 14 13 20 1 2 12 11 10 Br EtOH Pd or Ni (catalyst) D₂ (deuterium) H2SO4 HCI 1. BH3⚫THF 2. H2O2, NaOH Br₂ Br2 H₂O BH3⚫THF A B с D ४.४ "OH "OH 8.8 A B с OH ४.४ "OH
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text: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.
Question 4
1.03
2. DMS
Br2
CH3OH
KMnO4, NaOH
cold
HI
MCPBA
1. Os04
2. H₂O2
CH3CO₂H
(peroxyacid)
2. (CH3)2S
18
17
16
15
MCPBA
14
H₂O
13
H₂
Pd or Pt (catalyst)
20 1 2
12 11 10
Br
FIOH
Pd or Ni (catalyst)
D2 (deuterium)
HBr
ROOR (peroxide)
H₂O
H2SO4
HCI
1. BH3⚫THF
2. H₂O2, NaOH
218
H₂O
BH3⚫THF
Br2
A
B
OH
OH
с
OH
D
४.४
"OH
OH
"OH
8.8
A
A B C
с
D
४.४
"OH
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