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. CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI TH (catalyst) 19 20 1 HBr ROOR (peroxide) H₂O H2SO4 18 HCI 17 4 MCPBA 1. Os04 2. H₂O₂ CH3CO₂H (peroxyacid) 15 14 13 12 11 10 Pd or Ni D₂ (deuterium) 16 5 6 1. BH3.THF 7 8 2. H₂O2, NaOH 9. Br2 H₂O BH, THF Br2 A B 0 D Br Br Br ď ď ď ď ď Br Br Br Br 8.8 Br Br Br Br ***** "Br Br Br Br A BCD

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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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 7
1. CH3)25
HBr
ROOR (peroxide)
H₂O
14
13
20 1
19
3
18
4
17
16
15
H₂SO4
HCI
6
1. BH3⚫THF
2. H₂O2, NaOH
8
Br₂
12
11 10
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
MCPBA
1. OsO4
2. H₂O₂
CH3CO₂H
(peroxyacid)
Br2
H₂O
BH3⚫THF
Pd or Ni
D₂ (deuterium)
FIOH
A
B
Br
C
Br
Br
D
ď ď ď ď ď
Br
Br
Br
Br
***Br
Α
ABCD
Br
Br
Br
Br
"Br
Br
Br
Br
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 7 1. CH3)25 HBr ROOR (peroxide) H₂O 14 13 20 1 19 3 18 4 17 16 15 H₂SO4 HCI 6 1. BH3⚫THF 2. H₂O2, NaOH 8 Br₂ 12 11 10 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) Br2 H₂O BH3⚫THF Pd or Ni D₂ (deuterium) FIOH A B Br C Br Br D ď ď ď ď ď Br Br Br Br ***Br Α ABCD Br Br Br Br "Br Br Br Br
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