KMnO4, NaOH ОН "ОН Br₂ CH3OH 1.03 2. DMS cold HI A mCPBA 1. Os04 2. H2O2 1.03 2. (CH3)2S 18 17 ОН 16 15 19 CH3CO3H (peroxyacid) 14 13 1. МСРВА H2 Pd or Pt (catalyst) 20 1 12 11 10 +OʻH ‘Z 2 B HB 9 4 5 6 7 Pd or Ni (catalyst) D2 (deuterium) EtOH Br₂ 8 HBr ROOR BH 3 THF Фанхолда) H₂SO4 НСІ C 1. BH 3 THF 2. H2O, NaOH Br₂ ОН ОН ОН ОН da dou don dan da фон а "ОН OH ""OH 'ОН ОН OH Br₂ H20 ОН ОН осоосоо "OH D ОН OH ОН КОН

Chemistry by OpenStax (2015-05-04)
1st Edition
ISBN:9781938168390
Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Chapter16: Thermodynamics
Section: Chapter Questions
Problem 2E: What is a nonspontaneous reaction?
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Question

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.

KMnO4, NaOH
ОН
"ОН
Br₂
CH3OH
1.03
2. DMS
cold
HI
A
mCPBA
1. Os04
2. H2O2
1.03
2. (CH3)2S
18
17
ОН
16
15
19
CH3CO3H
(peroxyacid)
14
13
1. МСРВА
H2
Pd or Pt (catalyst)
20 1
12 11 10
+OʻH ‘Z
2
B
HB
9
4
5
6
7
Pd or Ni (catalyst)
D2 (deuterium)
EtOH
Br₂
8
HBr
ROOR
BH 3 THF
Фанхолда)
H₂SO4
НСІ
C
1. BH 3 THF
2. H2O, NaOH
Br₂
ОН
ОН
ОН
ОН
da dou don dan da
фон а
"ОН
OH
""OH
'ОН
ОН
OH
Br₂
H20
ОН
ОН
осоосоо
"OH
D
ОН
OH
ОН
КОН
Transcribed Image Text:KMnO4, NaOH ОН "ОН Br₂ CH3OH 1.03 2. DMS cold HI A mCPBA 1. Os04 2. H2O2 1.03 2. (CH3)2S 18 17 ОН 16 15 19 CH3CO3H (peroxyacid) 14 13 1. МСРВА H2 Pd or Pt (catalyst) 20 1 12 11 10 +OʻH ‘Z 2 B HB 9 4 5 6 7 Pd or Ni (catalyst) D2 (deuterium) EtOH Br₂ 8 HBr ROOR BH 3 THF Фанхолда) H₂SO4 НСІ C 1. BH 3 THF 2. H2O, NaOH Br₂ ОН ОН ОН ОН da dou don dan da фон а "ОН OH ""OH 'ОН ОН OH Br₂ H20 ОН ОН осоосоо "OH D ОН OH ОН КОН
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