Question 14 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. Br2 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI Pd or Pt (catalyst) HBr ROOR (peroxide) H₂O H2SO4 20 2 HCI 5 1. BH3.THF 2. H₂O2, NaOH 12 11 10 Br2 19 18 17 16 15 14 13 MCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) D₂ (deuterium) Pd or l Br2 H₂O BH3⚫THF A B 444 OH OH OH OH œ œœ "OH 'OH OH "OH OH OH с D 44 'OH OH œ œ OH OH OH OH OH ABCD

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
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
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.
Question 14
Pd or Pt (catalyst)
19
18
17
16
20
2
HBr
ROOR (peroxide)
H₂O
H2SO4
HCI
5
1. BH3.THF
2. H₂O2, NaOH
13
12 11 10
Br2
Br2
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
MCPBA
15
14
D₂
(deuterium)
Pd or l
A
B
Br₂
H₂O
BH3⚫THF
с
D
ď ď ď
d
OH
OH
OH
OH
œ œœ
"OH
OH
"OH
OH
OH
ď ď
'OH
OH
OH
de de
OH
OH
А
В
ABCD
Transcribed Image Text: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. Question 14 Pd or Pt (catalyst) 19 18 17 16 20 2 HBr ROOR (peroxide) H₂O H2SO4 HCI 5 1. BH3.THF 2. H₂O2, NaOH 13 12 11 10 Br2 Br2 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 15 14 D₂ (deuterium) Pd or l A B Br₂ H₂O BH3⚫THF с D ď ď ď d OH OH OH OH œ œœ "OH OH "OH OH OH ď ď 'OH OH OH de de OH OH А В ABCD
Expert Solution
steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Ethers
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY