compound d NaCN, SN2 PLE compound f compound c Reagents f NACN, SN2 HBr 2 equivalents of NANH2 a. m. b b. HBr, H2O2, hv c. H20, H2SO4 d. Br2 Cl2 H2, Pd g. Br2, H20 h. Cl2, H2O i. OsO4 then NaHSO3 H2, Lindlar's catalyst Na / NH3 n. O. compound b compound e H2SO4, H9SO4 (sia)2BH then H2O2, NaOH 1 equivalent of NANH2 е. q. w f. S. NBS, hv compound a Br2, hv Cl2, hv t. u. j. Hg(OAc)2, H2O then NaBH4 k. BH3 then H2O2, NaOH Og then (CH3)2S V. HCI w. (CH3)3CO'K* I. The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook. In this synthesis, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound e. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If there are alternative structures, draw the most stable one. • If the reaction produces a racemic mixture, draw both stereoisomers. Separate structures with + signs from the drop-down menu.

Chemistry
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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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compound d
NaCN, SN2
compound f
compound c
Reagents
HBr
2 equivalents of NaNH2
H2, Lindlar's catalyst
Na / NH3
H2SO4, H9SO4
NaCN, SN2
m.
a.
b
b. HBr, H2O2, hy
n.
c. H2O, H2SO4
d. Br2
O.
compound b
compound e
р.
е. Cl
f. Н2. Pd
(sia)2BH then H2O2, NaOH
1 equivalent of NaNH2
q.
r.
g. Br2, H2O
S.
NBS, hv
compound a
h. Cl2, H2O
i.
t.
Br2, hv
OsO4 then NaHSO3
Cl2, hv
u.
j.
Hg(OAc)2, H20 then NaBH4
HCI
V.
k. BH3 then H2O2, NaOH
Og then (CH3)2S
w. (CH3);CO"K*
I.
The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook.
In this synthesis, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound e.
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• If there are alternative structures, draw the most stable one.
• If the reaction produces a racemic mixture, draw both stereoisomers.
Separate structures with + signs from the drop-down menu.
Transcribed Image Text:compound d NaCN, SN2 compound f compound c Reagents HBr 2 equivalents of NaNH2 H2, Lindlar's catalyst Na / NH3 H2SO4, H9SO4 NaCN, SN2 m. a. b b. HBr, H2O2, hy n. c. H2O, H2SO4 d. Br2 O. compound b compound e р. е. Cl f. Н2. Pd (sia)2BH then H2O2, NaOH 1 equivalent of NaNH2 q. r. g. Br2, H2O S. NBS, hv compound a h. Cl2, H2O i. t. Br2, hv OsO4 then NaHSO3 Cl2, hv u. j. Hg(OAc)2, H20 then NaBH4 HCI V. k. BH3 then H2O2, NaOH Og then (CH3)2S w. (CH3);CO"K* I. The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook. In this synthesis, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound e. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If there are alternative structures, draw the most stable one. • If the reaction produces a racemic mixture, draw both stereoisomers. Separate structures with + signs from the drop-down menu.
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