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. Pd or Pt (catalyst) HBr ROOR (peroxide) Н20 H₂SO4 HCI 1. BH, THF 6 2. H₂O2, NaOH Br₂ BH3⚫THF Br2 H₂O Br2 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O2 CH3CO₂H (peroxyacid) ΤΗ 20 1 2 18 17 16 15 14 13 12 11 10 Pd or Ni (catalyst leuterium) D₂ (deuterium EtOH A ABCD Br B Br 8.8 Br Br C Br D αα Br "Br σα Br 'Br

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Chapter1: Chemical Foundations
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Question 3
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)
120 (CH3)2S
Br2
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
20 1 2
18
17
16
15
14
13
HBr
ROOR (peroxide)
H₂O
12 11 10
MCPBA
1. OsO4
2. H₂O2
CH3CO₂H
(peroxyacid)
MCPBA
A
H2SO4
HCI
1. BH3⚫THF
2. H₂O2, NaOH
Br2
Br2
H₂O
BH3⚫THF
Br₂
Pd or Ni (catalyst)
D₂ (deuterium)
EtOH
B
с
D
Br
Br
аа
Br
'Br
8.8°
Br
Br
'Br
8.8°
Α
ABU
C
D
Br
'Br
Transcribed Image Text:Question 3 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) 120 (CH3)2S Br2 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI 20 1 2 18 17 16 15 14 13 HBr ROOR (peroxide) H₂O 12 11 10 MCPBA 1. OsO4 2. H₂O2 CH3CO₂H (peroxyacid) MCPBA A H2SO4 HCI 1. BH3⚫THF 2. H₂O2, NaOH Br2 Br2 H₂O BH3⚫THF Br₂ Pd or Ni (catalyst) D₂ (deuterium) EtOH B с D Br Br аа Br 'Br 8.8° Br Br 'Br 8.8° Α ABU C D Br 'Br
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