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. H₂ Pd or Pt (catalyst) HBr 1. 03 2. (CH3)2S Br2 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI 20 1 2 18 17 16 15 6543 14 13 12 11 10 mCPBA 1. Os04 2. H₂O₂ CH3CO₂H (peroxyacid) 1. MCPBA 2. H₂O* A 'CI B HBr ROOR (peroxide) H₂O H₂SO4 HCI 3 5670 1. BH3.THF 2. H₂O2, NaOH Br2 Br2 H₂O BH, THF Br₂ EtOH Pd or Ni (catalyst) D₂ (deuterium) C D H H

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Chapter1: Chemical Foundations
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Question 5
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
CH3OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
μ
Pd or Pt (catalyst)
20 1
19
18
17
16
15
14
13
HBr
ROOR (peroxide)
H₂O
H2SO4
HCI
1. BH3.THF
12
9.
11 10
MCPBA
1. OsO4
2. H₂O₂
CH3CO₂H
(peroxyacid)
2. H₂O2, NaOH
Br2
Br2
H₂O
BH3⚫THF
Br-
FIOH
Pd or Ni (catalyst)
D₂ (deuterium)
A
B
8.8
A
B
с
D
0
H
D
४.४
Transcribed Image Text:Question 5 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 CH3OH 1.03 2. DMS KMnO4, NaOH cold HI μ Pd or Pt (catalyst) 20 1 19 18 17 16 15 14 13 HBr ROOR (peroxide) H₂O H2SO4 HCI 1. BH3.THF 12 9. 11 10 MCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) 2. H₂O2, NaOH Br2 Br2 H₂O BH3⚫THF Br- FIOH Pd or Ni (catalyst) D₂ (deuterium) A B 8.8 A B с D 0 H D ४.४
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