How would you synthesize the following compounds from benzene using reagents from the table? a b с d CH3CI / AICI 3 CH3CI Cl₂/FeCl3 NaCN a) m-Chlorobenzoic acid f g h Reagents 1. NaOH / H₂O 2. H3O+ NBS/(PhCO2)2 1. CO₂ 2. H3O+ KMnO4 / H3O+ b) p-Methylbenzoic acid (p-toluic acid) i j k I Cl₂ Br₂ / FeBr3 HNO3 / H₂SO4 Mg / dry ether
How would you synthesize the following compounds from benzene using reagents from the table? a b с d CH3CI / AICI 3 CH3CI Cl₂/FeCl3 NaCN a) m-Chlorobenzoic acid f g h Reagents 1. NaOH / H₂O 2. H3O+ NBS/(PhCO2)2 1. CO₂ 2. H3O+ KMnO4 / H3O+ b) p-Methylbenzoic acid (p-toluic acid) i j k I Cl₂ Br₂ / FeBr3 HNO3 / H₂SO4 Mg / dry ether
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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
Transcribed Image Text:How would you synthesize the following compounds from butanoic acid using reagents from the table?
Use letters from the table to list reagents in the order used (first at the left).
Example: ab
a
b
с
1. NaBH4
2. H3O+
1. LIAIH4
2. H3O*
H₂/Pt
1. BH3/THF
2. H₂O₂/NaOH
a) 1-butanol
b) 2-methylbutanoic acid
e
f
g
h
i
Reagents
PBr3
Mg / dry ether
1. Li 2. Cul
1-bromobutane
H3O*, heat
j
k
m
n
KOH / alcohol
KOtBu
1. CO₂ 2. H3O+
HBr, dark
no peroxides
NaCN

Transcribed Image Text:How would you synthesize the following compounds from benzene using reagents from the table?
a
b
с
d
CH3CI / AICI 3
CH3CI
Cl₂/FeCl3
NaCN
a) m-Chlorobenzoic acid
f
g
h
Reagents
1. NaOH / H₂O
2. H3O+
NBS/(PhCO2)2
1. CO₂ 2. H3O+
KMnO4 / H3O+
b) p-Methylbenzoic acid (p-toluic acid)
i
j
k
I
Cl₂
Br₂ / FeBr3
HNO3 / H₂SO4
Mg / dry ether
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