9. Br₂, H₂O Cl₂, H₂O h. i. OsO4 then NaHSO3 j. k. BH3 then H₂O2, NaOH 1. 03 then (CH3)2S Hg(OAc)2, H₂O then NaBH4 In this synthesis starting with acetylene, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound h.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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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 a
HC=CH
a.
b.
compound f
Reagents
HCI
HBr
H₂O, H₂SO4
C.
d. Br₂
e.
Cl₂
r
compound d
compound j
compound i
n
compound h
compound c
compound b
n
HC=CH
m.
n.
O.
compound g
compound e
HC=CH
2 equivalents of NaNH₂
H₂, Lindlar's catalyst
Na/NH3
p.
H₂SO4, HgSO4
q. (sia)₂BH then H₂O₂, NaOH
Pr
Transcribed Image Text:compound a HC=CH a. b. compound f Reagents HCI HBr H₂O, H₂SO4 C. d. Br₂ e. Cl₂ r compound d compound j compound i n compound h compound c compound b n HC=CH m. n. O. compound g compound e HC=CH 2 equivalents of NaNH₂ H₂, Lindlar's catalyst Na/NH3 p. H₂SO4, HgSO4 q. (sia)₂BH then H₂O₂, NaOH Pr
Reagents
a.
HCI
b. HBr
c. H₂O, H₂SO4
d. Br₂
e. Cl₂
f.
j.
H₂, Pd
g.
h.
i. OsO4 then NaHSO3
k.
I.
Br₂, H₂O
Cl₂, H₂O
HC=CH
Hg(OAc)2, H₂O then NaBH4
BH3 then H₂O₂, NaOH
O3 then (CH3)2S
m. 2 equivalents of NaNH2
n.
H₂, Lindlar's catalyst
O.
p.
q.
r.
Na/NH3
H₂SO4, HgSO4
(sia)₂BH then H₂O₂, NaOH
1 equivalent of NaNH₂
In this synthesis starting with acetylene, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the
structure of compound h.
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• In cases where there is more than one answer, just draw one.
• Show stereochemistry in a meso compound.
• Do not include counter-ions, e.g., Na+, I, in your answer.
Transcribed Image Text:Reagents a. HCI b. HBr c. H₂O, H₂SO4 d. Br₂ e. Cl₂ f. j. H₂, Pd g. h. i. OsO4 then NaHSO3 k. I. Br₂, H₂O Cl₂, H₂O HC=CH Hg(OAc)2, H₂O then NaBH4 BH3 then H₂O₂, NaOH O3 then (CH3)2S m. 2 equivalents of NaNH2 n. H₂, Lindlar's catalyst O. p. q. r. Na/NH3 H₂SO4, HgSO4 (sia)₂BH then H₂O₂, NaOH 1 equivalent of NaNH₂ In this synthesis starting with acetylene, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound h. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • In cases where there is more than one answer, just draw one. • Show stereochemistry in a meso compound. • Do not include counter-ions, e.g., Na+, I, in your answer.
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