Question 1 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. Hint: In this case you must choose the best answer to demonstrate the stereochemistry of H2 addition. 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) MCPBA Br2 CH₂OH 2. (CH3)2S 19 18 17 16 15 2. H₂O+ 14 13 H₂ Pd or Pt (catalyst) 20 1 2 12 11 10 HBr ROOR (peroxide) H₂O H2SO4 HCI 5 6 1. BH3.THF 2. H2O2, NaOH Br₂ Br2 H₂O BH3⚫THF FIOH Bra Pd or Ni (catalyst) D₂ (deuterium) A B с D ď "H 8.8 Α ABCD

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Chapter1: Chemical Foundations
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Question 1
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.
Hint: In this case you must choose the best answer to demonstrate the stereochemistry of H2 addition.
H2
Pd or Pt (catalyst)
2. (CH3)2S
Br2
CH₂OH
HBr
ROOR (peroxide)
H₂O
H2SO4
HCI
5
6
1. BH3.THF
2. H2O2, NaOH
Br2
19
18
20
1 2
4'
17
16
15
14
13
12 11 10
1.03
2. DMS
KMnO4, NaOH
cold
HI
MCPBA
1. OsO4
2. H₂O2
CH3CO₂H
(peroxyacid)
MCPBA
30+
Br2
H₂O
BH3⚫THF
Bra
HO+2
Pd or Ni (catalyst)
D₂ (deuterium)
A
B
☑
"H
8.8
ABCD
0
D
Transcribed Image Text:Question 1 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. Hint: In this case you must choose the best answer to demonstrate the stereochemistry of H2 addition. H2 Pd or Pt (catalyst) 2. (CH3)2S Br2 CH₂OH HBr ROOR (peroxide) H₂O H2SO4 HCI 5 6 1. BH3.THF 2. H2O2, NaOH Br2 19 18 20 1 2 4' 17 16 15 14 13 12 11 10 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O2 CH3CO₂H (peroxyacid) MCPBA 30+ Br2 H₂O BH3⚫THF Bra HO+2 Pd or Ni (catalyst) D₂ (deuterium) A B ☑ "H 8.8 ABCD 0 D
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