3- compound a ↓ compound b m 9 Reagents a. HCI b. HBr CH₂O. H₂SO4 d. Br₂ e. Ch 1. 9 h. i. J. k. 1. H₂, Pd Br₂, H₂O Cl₂, H₂O Oso, then NaHSO, Hg(OAc)₂. H₂O then NaBH, BH, then H₂O₂, NaOH O, then (CH₂)₂S m. n. 0. P. q r. 2 equivalents of NaNH₂ H₂, Lindlar's catalyst Na/NH₁ H₂SO4, HgSO4 (sia),BH then H₂O₂, NaOH 1 equivalent of NaNH₂ compound c The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook. In this synthesis, reagents from the table (shown i blue) are used to carry out the indicated reactions. In the box below, draw the structure of compound b

Chemistry by OpenStax (2015-05-04)
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Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
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Chapter11: Solutions And Colloids
Section: Chapter Questions
Problem 50E: A sample of an organic compound (a nonelectrolyte) weighing 1.35 g lowered the freezing point of...
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3-
compound a
Į
m
compound b
9
Reagents
a. HCI
b. HBr
CH₂O. H₂SO4
d. Br₂.
e. Ch
f.
9
h.
H₂, Pd
Br₂, H₂O
Cl₂, H₂O
i. Oso, then NaHSO,
J. Hg(OAc)₂, H₂O then NaBH,
k.
BH, then H₂O₂, NaOH
O, then (CH)S
1.
m.
n. H₂, Lindlar's catalyst
Na/NH₁
0.
H₂SO4, HgSO
(sia),BH then H₂O₂, NaOH
1 equivalent of NaNH₂
2 equivalents of NaNH₂
p.
q
r.
compound c
The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook.
In this synthesis, reagents from the table (shown blue) are used to carry out the indicated reactions. In the box below, draw the structure of compound b
Transcribed Image Text:3- compound a Į m compound b 9 Reagents a. HCI b. HBr CH₂O. H₂SO4 d. Br₂. e. Ch f. 9 h. H₂, Pd Br₂, H₂O Cl₂, H₂O i. Oso, then NaHSO, J. Hg(OAc)₂, H₂O then NaBH, k. BH, then H₂O₂, NaOH O, then (CH)S 1. m. n. H₂, Lindlar's catalyst Na/NH₁ 0. H₂SO4, HgSO (sia),BH then H₂O₂, NaOH 1 equivalent of NaNH₂ 2 equivalents of NaNH₂ p. q r. compound c The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook. In this synthesis, reagents from the table (shown blue) are used to carry out the indicated reactions. In the box below, draw the structure of compound b
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