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 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O₂ CHICOH (peroxyacid) (CH3)2S 19 18 17 16 15 14 13 12 Pd or Pt (catalyst) 20 1 2 12 11 10 Pd or Ni (catalyst) D, (deuterium) HBr ROOR (peroxide) Br2 H₂O BH, THF H₂O H₂SO4 HCI 1. BH, THF 2. H₂O₂, NaOH Br₂ A B C D OCH 44 44 'Br OCH OCH Br من OCHS Br de de de de Br OCHS OCH A B C D
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 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O₂ CHICOH (peroxyacid) (CH3)2S 19 18 17 16 15 14 13 12 Pd or Pt (catalyst) 20 1 2 12 11 10 Pd or Ni (catalyst) D, (deuterium) HBr ROOR (peroxide) Br2 H₂O BH, THF H₂O H₂SO4 HCI 1. BH, THF 2. H₂O₂, NaOH Br₂ A B C D OCH 44 44 'Br OCH OCH Br من OCHS Br de de de de Br OCHS OCH A B C D
Chemistry
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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:Question 19
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.
HBr
ROOR (peroxide)
H₂O
Br2
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
mCPBA
1. OsO4
2. H₂O₂
18
17
16
CH3CO₂H
(peroxyacid)
15
14
Pa or Pt (catalyst)
19
20 1 2
13
12 11 10
Pd or Ni (catalyst)
D₂ (deuterium)
(deuterium)
A
B
H2SO4
HCI
1. BH3⚫THF
2. H₂O2, NaOH
Br2
Br2
BH3⚫THF
H₂O
0
D
OCH3
а
Br
OCH3
Br
OCH3
Br
Br
OCH3
Br
OCH3
Br
OCH3
de de de of
Br
OCH3
OCH3
'Br
ABCD
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