A Br 'Br Br₂ CH3OH 1.03 2. DMS KMnO4, NaOH cold HI mCPBA 1. Os04 2. H₂O2 B 1. 03 2. (CH3)2S Br 18 17 Br 16 15 CH3CO3H (peroxyacid) 19 14 13 H₂ Pd or Pt (catalyst) HBr 20 1 1. МСРВА 2. H3O+ 2 12 11 10 C 4 Pd or Ni (catalyst) D2 (deuterium) EtOH Br₂ Br 5 Br 6 7 8 BH 3 THF Br Br Br Br œ œ a ďa ""Br Br Br Br HBr ROOR (peroxide) I H₂O H₂SO4 HCI 1. BH 3 THF 2. H₂O2, NaOH Br₂ Br₂ H₂O Br D 'Br Br 'Br Br Br I I I I I I I I I I I I I I T I I I I I I I I I I I I I I
A Br 'Br Br₂ CH3OH 1.03 2. DMS KMnO4, NaOH cold HI mCPBA 1. Os04 2. H₂O2 B 1. 03 2. (CH3)2S Br 18 17 Br 16 15 CH3CO3H (peroxyacid) 19 14 13 H₂ Pd or Pt (catalyst) HBr 20 1 1. МСРВА 2. H3O+ 2 12 11 10 C 4 Pd or Ni (catalyst) D2 (deuterium) EtOH Br₂ Br 5 Br 6 7 8 BH 3 THF Br Br Br Br œ œ a ďa ""Br Br Br Br HBr ROOR (peroxide) I H₂O H₂SO4 HCI 1. BH 3 THF 2. H₂O2, NaOH Br₂ Br₂ H₂O Br D 'Br Br 'Br Br Br I I I I I I I I I I I I I I T I I I I I I I I I I I I I I
Chemistry for Engineering Students
4th Edition
ISBN:9781337398909
Author:Lawrence S. Brown, Tom Holme
Publisher:Lawrence S. Brown, Tom Holme
Chapter11: Chemical Kinetics
Section: Chapter Questions
Problem 11.73PAE
Related questions
Question
100%
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.
Transcribed Image Text:A
Br
'Br
Br₂
CH3OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
mCPBA
1. Os04
2. H₂O2
B
1. 03
2. (CH3)2S
Br
18
17
Br
16
15
CH3CO3H
(peroxyacid)
19
14
13
H₂
Pd or Pt (catalyst)
HBr
20
1
1. МСРВА
2. H3O+
2
12 11 10
C
4
Pd or Ni (catalyst)
D2 (deuterium)
EtOH
Br₂
Br
5
Br
6
7
8
BH 3 THF
Br
Br
Br
Br
œ œ a ďa
""Br
Br
Br
Br
HBr
ROOR (peroxide)
I
H₂O
H₂SO4
HCI
1. BH 3 THF
2. H₂O2, NaOH
Br₂
Br₂
H₂O
Br
D
'Br
Br
'Br
Br
Br
I
I
I
I
I
I
I
I
I
I
I
I
I
I
T
I
I
I
I
I
I
I
I
I
I
I
I
I
I
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