j) 3. For the following transformations draw the major product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the product obtained from the reaction, if one is provided. Only organic products need to be provided. a) b) c) OH HBr 1 equiv NaH 1) TsCl, pyridine 2 NaNj d) CH3 H₂PO₂ 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) SOBr2, pyridine 1) MSCI, TEA 2) 2) CON Na ONa f) HBr excess g) HO 3- H₂SO4 h) HACI KO'Bu 1) KI 2) NaN3 "al 2) 1) NaH₂ KO'Bu Br ONa ☐ ☐ ☐ ☐ 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral Br OH 23 °C 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral
j) 3. For the following transformations draw the major product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the product obtained from the reaction, if one is provided. Only organic products need to be provided. a) b) c) OH HBr 1 equiv NaH 1) TsCl, pyridine 2 NaNj d) CH3 H₂PO₂ 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1) SOBr2, pyridine 1) MSCI, TEA 2) 2) CON Na ONa f) HBr excess g) HO 3- H₂SO4 h) HACI KO'Bu 1) KI 2) NaN3 "al 2) 1) NaH₂ KO'Bu Br ONa ☐ ☐ ☐ ☐ 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral Br OH 23 °C 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral
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...
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Question
Transcribed Image Text:j)
3. For the following transformations draw the major product in the box below. Draw only one stereoisomer in
the box if there is more than one. On the right side check the box(es) that corresponds to the product obtained
from the reaction, if one is provided. Only organic products need to be provided.
a)
b)
c)
OH
HBr
1 equiv
NaH
1) TsCl, pyridine
2 NaNj
d)
CH3
H₂PO₂
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1) SOBr2, pyridine
1) MSCI, TEA
2)
2)
CON Na
ONa
f)
HBr
excess
g) HO
3-
H₂SO4
h)
HACI
KO'Bu
1) KI
2) NaN3
"al
2)
1) NaH₂
KO'Bu
Br
ONa
☐ ☐ ☐ ☐
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
Br
OH
23 °C
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
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