1.03 2. DMS KMnO4, NaOH cold HI Br₂ CH3OH mCPBA 1. Oso4 2. H₂O2 HO A ماع C مع 1.03 2. (CH3)2S 18 17 16 15 19 14 CH3CO3H (peroxyacid) 13 H₂ Pd or Pt (catalyst) HBr 20 1 2 12 11 10 1. МСРВА 2. H3O* 3 4 5 6 7 8 Pd or Ni (catalyst) D2 (deuterium) EtOH Br₂ BH 3 THF OH HBr ROOR (peroxide) H₂O H₂SO4 B HCI D 1. BH 3 THF 2. H₂O2, NaOH Br₂ H₂O Br₂

General Chemistry - Standalone book (MindTap Course List)
11th Edition
ISBN:9781305580343
Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Publisher:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Chapter6: Thermochemisty
Section: Chapter Questions
Problem 6.94QP
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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.

1.03
2. DMS
KMnO4, NaOH
cold
HI
Br₂
CH3OH
mCPBA
1. Oso4
2. H₂O2
HO
A
ماع
C
مع
1.03
2. (CH3)2S
18
17
16
15
19
14
CH3CO3H
(peroxyacid)
13
H₂
Pd or Pt (catalyst)
HBr
20 1
2
12 11 10
1. МСРВА
2. H3O*
3
4
5
6
7
8
Pd or Ni (catalyst)
D2 (deuterium)
EtOH
Br₂
BH 3 THF
OH
HBr
ROOR (peroxide)
H₂O
H₂SO4
B
HCI
D
1. BH 3 THF
2. H₂O2, NaOH
Br₂
H₂O
Br₂
Transcribed Image Text:1.03 2. DMS KMnO4, NaOH cold HI Br₂ CH3OH mCPBA 1. Oso4 2. H₂O2 HO A ماع C مع 1.03 2. (CH3)2S 18 17 16 15 19 14 CH3CO3H (peroxyacid) 13 H₂ Pd or Pt (catalyst) HBr 20 1 2 12 11 10 1. МСРВА 2. H3O* 3 4 5 6 7 8 Pd or Ni (catalyst) D2 (deuterium) EtOH Br₂ BH 3 THF OH HBr ROOR (peroxide) H₂O H₂SO4 B HCI D 1. BH 3 THF 2. H₂O2, NaOH Br₂ H₂O Br₂
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