compound j compound i compound h compound g compound f compound e compound d a HC=CH

Chemistry
10th Edition
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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The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook.

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 j.

  • 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.
compound j
i
compound i
compound h
compound g
compound f
compound e
compound d
a
HC=CH
Transcribed Image Text:compound j i compound i compound h compound g compound f compound e compound d a HC=CH
HC=CH
compound a
compound c
HC=CH
compound b
HC=CH
Reagents
a. HCI
m. 2 equivalents of NaNH2
b. HBr
H2, Lindlar's catalyst
Na / NH3
p. H2SO4, HgSO4
q. (sia)2BH then H2O2, NaOH
n.
с. Но, Н2SO4
d. Br2
O.
e. Cl2
H2, Pd
g. Br2, H20
h. Cl2, H20
i.
f.
r.
1 equivalent of NaNH2
Os04 then NaHSO3
j.
Hg(OAc)2, H20 then NaBH4
k. BH3 then H2O2, NaOH
Og then (CH3)2S
I.
Transcribed Image Text:HC=CH compound a compound c HC=CH compound b HC=CH Reagents a. HCI m. 2 equivalents of NaNH2 b. HBr H2, Lindlar's catalyst Na / NH3 p. H2SO4, HgSO4 q. (sia)2BH then H2O2, NaOH n. с. Но, Н2SO4 d. Br2 O. e. Cl2 H2, Pd g. Br2, H20 h. Cl2, H20 i. f. r. 1 equivalent of NaNH2 Os04 then NaHSO3 j. Hg(OAc)2, H20 then NaBH4 k. BH3 then H2O2, NaOH Og then (CH3)2S I.
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