+ 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 16 18 17 "Br CH3CO3H (peroxyacid) 15 19 14 13 H₂ Pd or Pt (catalyst) HBr 20 1 1. MCPBA 2. H3O+ 2 12 11 10 Pd or Ni (catalyst) D2 (deuterium) C 3 EtOH Br 4 5 67 8 Br₂ BH 3 THF HBr ROOR (peroxide) H₂O H₂SO4 HCI 1. BH3-THF 2. H₂O2, NaOH Br₂ Br₂ H₂O α Br - Br D o | "Br Br I I I I I I I I I I I I I I I I I I I I I I

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter18: Electrochemistry
Section: Chapter Questions
Problem 29Q: When jump-starting a car with a dead battery, the ground jumper should be attached to a remote part...
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Question

Please predict the products for each of the following reaction #3.

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.

*PLEASE CHOOSE ONE OF THE ANSWERS, A           B           C            D

+
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
16
18
17
"Br
CH3CO3H
(peroxyacid)
15
19
14
13
H₂
Pd or Pt (catalyst)
HBr
20 1
1. MCPBA
2. H3O+
2
12 11 10
Pd or Ni (catalyst)
D2 (deuterium)
C
3
EtOH
Br
4
5
67
8
Br₂
BH 3 THF
HBr
ROOR (peroxide)
H₂O
H₂SO4
HCI
1. BH3-THF
2. H₂O2, NaOH
Br₂
Br₂
H₂O
α
Br
-
Br
D
o
|
"Br
Br
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
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 16 18 17 "Br CH3CO3H (peroxyacid) 15 19 14 13 H₂ Pd or Pt (catalyst) HBr 20 1 1. MCPBA 2. H3O+ 2 12 11 10 Pd or Ni (catalyst) D2 (deuterium) C 3 EtOH Br 4 5 67 8 Br₂ BH 3 THF HBr ROOR (peroxide) H₂O H₂SO4 HCI 1. BH3-THF 2. H₂O2, NaOH Br₂ Br₂ H₂O α Br - Br D o | "Br Br I I I I I I I I I I I I I I I I I I I I I I
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