How would you synthesize the following compounds from benzene using reagents from the table? a CH3CI/AICI3 b C d CH3CI Cl₂/FeCl3 NaCN a) p-Bromobenzoic acid b) m-Chlorobenzoic acid e f 9 h Reagents 1. NaOH/H₂O 2. H₂O* NBS/(PhCO₂)2 1. CO₂ 2. H3O* KMnO4/ H3O+ i Cl₂ j k I Br₂/FeBr3 HNO3/H₂SO4 Mg / dry ether

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
Chapter7: Alkynes
Section: Chapter Questions
Problem 7.27P: Following is the structural formula of the tranquilizer meparfynol (Oblivon). Propose a synthesis...
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How would you synthesize the following compounds from benzene using reagents from the table?
a
b
C
d
CH3CI / AICI 3
CH3CI
Cl2/FeCl3
NaCN
a) p-Bromobenzoic acid
b) m-Chlorobenzoic acid
e
f
9
h
Reagents
1. NaOH / H₂O
2. H3O*
NBS/(PhCO2)2
1. CO₂ 2. H3O+
KMnO4 / H3O+
i
j
k
I
Cl₂
Br₂/FeBr3
HNO3 / H₂SO4
Mg / dry ether
Transcribed Image Text:How would you synthesize the following compounds from benzene using reagents from the table? a b C d CH3CI / AICI 3 CH3CI Cl2/FeCl3 NaCN a) p-Bromobenzoic acid b) m-Chlorobenzoic acid e f 9 h Reagents 1. NaOH / H₂O 2. H3O* NBS/(PhCO2)2 1. CO₂ 2. H3O+ KMnO4 / H3O+ i j k I Cl₂ Br₂/FeBr3 HNO3 / H₂SO4 Mg / dry ether
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