How would you synthesize the following compounds from benzene using reagents from the table? Reagents CH3CI / AICI3 1. NaOH / H20 2. H3O* a e i Cl2 b CH;CI f NBS / (PHCO2)2 Br2 / FeBr3 Cl2 / FeCl3 1. СО2 2. Нзо* HNO3 / H2SO4 C g k d NaCN KMNO4 / H3O* Mg / dry ether a) Phenylacetic acid, C,H¿CH,CO,H b) p-Methylbenzoic acid (p-toluic acid)
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![How would you synthesize the following compounds from benzene using reagents from the table?
Reagents
Cl2
1. NaOH / H2O
2. Hзо"
CH3CI / AICI3
i
a
e
CH3CI
NBS / (PhCO2
b
f
Br2 / FeBr3
Cl2 / FeCl3
1. CO2 2. H3O*
HNO3 / H2SO4
g
k
d
NaCN
KMNO4 /
H3O*
Mg / dry ether
a) Phenylacetic acid, C¿H3CH2CO,H
b) p-Methylbenzoic acid (p-toluic acid)
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![Predict the product, if any, of reaction between methyl propanoate and LİAIH4, then H3O*.
• Draw only the product derived from the acyl portion of methyl propanoate.
• You do not have to consider stereochemistry.
• If no reaction occurs, draw the organic starting material.
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