This compound can be synthesized from compounds (A) and (B). Propose a synthesis of compound (A) from toluene. NH₂ 09-08 Br Br (A) OH NO₂ (B) CI

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.60P
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This compound can be synthesized from compounds (A) and (B).
Propose a synthesis of compound (A) from toluene.
NH₂
dio-88
Br
Br-
a. CH3CH=CH₂, H3PO4
b. acetyl chloride, AlCl3
c. HNO3/H₂SO4
d. 2-methylpropanoyl chloride, AlCl3
e. H₂, Pd/C
f. BH3/THF
From the table of reagents, select the components necessary to synthesize the given molecule and enter their letters, in the order that they are
to be used without commas between, in the box, i.e. 'hiacc'.
If a reaction is to be used more than once, enter its letter multiple times as necessary.
Reagents Available
g. H₂NNH₂, OH, H₂O
h. OH
i. CH31
(A)
j.
H₂CRO4
k. Br₂, FeBr3
I. SOCI₂
OH
m. Cl₂, FeCl3
n. Cl2₂, A
o. propanoyl chloride, AICI 3
p. Br₂, H+
q. t-butylamine
NO₂
(B)
CI
Transcribed Image Text:This compound can be synthesized from compounds (A) and (B). Propose a synthesis of compound (A) from toluene. NH₂ dio-88 Br Br- a. CH3CH=CH₂, H3PO4 b. acetyl chloride, AlCl3 c. HNO3/H₂SO4 d. 2-methylpropanoyl chloride, AlCl3 e. H₂, Pd/C f. BH3/THF From the table of reagents, select the components necessary to synthesize the given molecule and enter their letters, in the order that they are to be used without commas between, in the box, i.e. 'hiacc'. If a reaction is to be used more than once, enter its letter multiple times as necessary. Reagents Available g. H₂NNH₂, OH, H₂O h. OH i. CH31 (A) j. H₂CRO4 k. Br₂, FeBr3 I. SOCI₂ OH m. Cl₂, FeCl3 n. Cl2₂, A o. propanoyl chloride, AICI 3 p. Br₂, H+ q. t-butylamine NO₂ (B) CI
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