Reagents 2 equivalents of Na H2, Lindlar's catalys Na / NH3 H2SO4, H9SO4 (sia)½BH then H2O2. 1 equivalent of NaN a. HBr m. b. HBr, H2O2, hv n. c. H2O, H2SO4 d. Br2 0. р. e. Cl2 f. H2, Pd g. Br2, H20 h. C2, H20 i. Os0ą then NaHSO3 j. Hg(OAc)2, H2O then NaBH4 k. BH3 then H2O2, NaOH Oa then (CHabs q. r. S. NBS, hv Br2, hv Cl2, hv t. u. V. HCI w. (CH3)3COK* I.

Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
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Chapter11: Solving Equilibrium Problems For Complex Systems
Section: Chapter Questions
Problem 11.3QAP
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compound c
compound f
Reagents
compound e
a.
HBr
m.
2 equivalents of NaNH2
b. HBr, H2O2, hv
H2, Lindlar's catalyst
Na / NH3
H2SO4, H9SO4
(sia)2BH then H2O2, NaOH
n.
m
c. H2O, H2SO4
d. Br2
e. Cl2
f. H2, Pd
g. Br2, H20
h. Cl2, H2O
i.
O.
d.
compound b
compound d
p.
q.
1 equivalent of NANH2
r.
S.
NBS, hv
compound a
Br2, hy
Cl2, hy
t.
Os04 then NaHSO3
j. Hg(OAc)2, H2O then NaBH4
k. BH3 then H2O2, NaOH
I.
u.
V.
HCI
w. (CH3)3CO'K*
Og then (CH3)2S
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.
Transcribed Image Text:compound c compound f Reagents compound e a. HBr m. 2 equivalents of NaNH2 b. HBr, H2O2, hv H2, Lindlar's catalyst Na / NH3 H2SO4, H9SO4 (sia)2BH then H2O2, NaOH n. m c. H2O, H2SO4 d. Br2 e. Cl2 f. H2, Pd g. Br2, H20 h. Cl2, H2O i. O. d. compound b compound d p. q. 1 equivalent of NANH2 r. S. NBS, hv compound a Br2, hy Cl2, hy t. Os04 then NaHSO3 j. Hg(OAc)2, H2O then NaBH4 k. BH3 then H2O2, NaOH I. u. V. HCI w. (CH3)3CO'K* Og then (CH3)2S 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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