This synthesis was designed using the Organic Chemistry Road Map found in the appendix of your textbook. compound a compound b q compound c compound f W compound e NaOH compound d

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Chapter1: Chemical Foundations
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This synthesis was designed using the Organic Chemistry Road Map found in the appendix of your textbook.
compound a
compound b
compound c
Reagents
HX
a.
b. HBr, H₂O₂, hv
c. H₂O, H₂SO4
d. X₂
H₂, Pd
X₂, H₂O
OsO4 then NaHSO3
e.
f.
g.
h.
i. BH3 then H₂O₂, NaOH
j. 03 then (CH3)2S
k.
I.
compound f
In this synthesis, reagents from the table are used to carry out the indicated steps (shown in blue).
2 equivalents of NaNH₂
H₂, Lindlar's catalyst
compound e
W
Hg(OAc)2, H₂O then NaBH4
NaOH
compound d
m.
Na/NH3
n. H₂SO4, HgSO4
o.
p.
q.
r.
S.
(sia)2BH then H₂O₂, NaOH
1 equivalent of NaNH₂
NBS, hv
X2, hv
(CH3)3CO¹K*
t.
PBr3
u. SOCI₂
V. H3PO4
W. H₂CRO4
X.
PCC
y.
104
In the box below, draw the structure of compound f.
Transcribed Image Text:This synthesis was designed using the Organic Chemistry Road Map found in the appendix of your textbook. compound a compound b compound c Reagents HX a. b. HBr, H₂O₂, hv c. H₂O, H₂SO4 d. X₂ H₂, Pd X₂, H₂O OsO4 then NaHSO3 e. f. g. h. i. BH3 then H₂O₂, NaOH j. 03 then (CH3)2S k. I. compound f In this synthesis, reagents from the table are used to carry out the indicated steps (shown in blue). 2 equivalents of NaNH₂ H₂, Lindlar's catalyst compound e W Hg(OAc)2, H₂O then NaBH4 NaOH compound d m. Na/NH3 n. H₂SO4, HgSO4 o. p. q. r. S. (sia)2BH then H₂O₂, NaOH 1 equivalent of NaNH₂ NBS, hv X2, hv (CH3)3CO¹K* t. PBr3 u. SOCI₂ V. H3PO4 W. H₂CRO4 X. PCC y. 104 In the box below, draw the structure of compound f.
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