Question 16 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 18 20 17 16 Pd or Pt (catalyst) HBr ROOR (peroxide) H₂O H2SO4 HCI 12 11 10 9 8 1. BH3.THF 2. H₂O₂, NaOH Br₂ Br2 H₂O BH3⚫THF mCPBA 1. Os04 2. H₂O₂ HOD-HD (peroxyacid) MCPBA 15 14 13 A B ४.१ A ов C D D₂ (deuterium) D αα α.α

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Chapter1: Chemical Foundations
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Question 16
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
20
HBr
ROOR (peroxide)
H₂O
H₂SO4
HCI
MCPBA
1. OsO4
2. H₂O₂
18
17
16
15
CH3COJH
(peroxyacid)
14
MCPBA
13
12 11 10
D2 (deuterium)
9
8
1. BH3.THF
2. H₂O2, NaOH
Br₂
Br2
H₂O
BH3⚫THF
A
B
४.१
A
ов
C
D
D
α.α
α. α
Transcribed Image Text:Question 16 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 20 HBr ROOR (peroxide) H₂O H₂SO4 HCI MCPBA 1. OsO4 2. H₂O₂ 18 17 16 15 CH3COJH (peroxyacid) 14 MCPBA 13 12 11 10 D2 (deuterium) 9 8 1. BH3.THF 2. H₂O2, NaOH Br₂ Br2 H₂O BH3⚫THF A B ४.१ A ов C D D α.α α. α
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