) 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 c.

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D10) 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 c.
compound d
NaCN, SN2
compound f
compound c
Reagents
HBr
2 equivalents of NaNH2
H2, Lindlar's catalyst
Na / NH3
NaCN, SN2
a.
m.
b. HBr, H2O2, hv
n.
С.
H20, H2SO4
O.
compound b
compound e
H2SO4, HgSO,
d. Br2
Cl2
H2, Pd
g. Br2, H20
h. Cl2, H20
Os04 then NaHSO3
j. Hg(OAc)2, H2O then NABH4
k. BH3 then H,02, NaOH
Og then (CH3)2S
р.
(sia)2BH then H202, NaOH
1 equivalent of NaNH2
NBS, hv
e
q.
f.
r.
S.
compound a
Br2, hv
Cl2, hv
t.
i.
u.
V.
HCI
w. (CH3)3COK*
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 c.
• 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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Transcribed Image Text:compound d NaCN, SN2 compound f compound c Reagents HBr 2 equivalents of NaNH2 H2, Lindlar's catalyst Na / NH3 NaCN, SN2 a. m. b. HBr, H2O2, hv n. С. H20, H2SO4 O. compound b compound e H2SO4, HgSO, d. Br2 Cl2 H2, Pd g. Br2, H20 h. Cl2, H20 Os04 then NaHSO3 j. Hg(OAc)2, H2O then NABH4 k. BH3 then H,02, NaOH Og then (CH3)2S р. (sia)2BH then H202, NaOH 1 equivalent of NaNH2 NBS, hv e q. f. r. S. compound a Br2, hv Cl2, hv t. i. u. V. HCI w. (CH3)3COK* 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 c. • 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. Previous Next
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