Starting with benzene,the best method for preparing p-nitrobenzoic acid is: A)HNO₃/H₂SO₄; then CH₃Cl/AlCl₃; then separation of isomers; then KMnO₄/ ^-OH/heat,followed by H₃O⁺. B)CH₃Cl/AlCl₃; then HNO₃/H₂SO₄; then separation of isomers; then KMnO₄/ ^-OH/heat,followed by H₃O⁺. C)CH₃Cl/AlCl₃; then KMnO₄/^-OH/heat,followed by H₃O⁺; then HNO₃/H₂SO₄. D)HNO₃/H₂SO₄; then KMnO₄/^-OH/heat,followed by H₃O⁺; then CH₃Cl/AlCl₃. E)HNO₃/H₂SO₄; then CO₂,followed by H₃O⁺.

Question

Quizplus · Accepted Answer

The first step should be the introduction of the nitro group onto the benzene ring, which can be achieved by using HNO3 and H2SO4. Next, p-nitrobenzyl chloride (which can be obtained from p-nitrobenzaldehyde) is reacted with benzene in the presence of AlCl3 to form p-nitrobenzylbenzene. This product is then oxidized with KMnO4 and H2SO4 to form p-nitrobenzoic acid. Finally, this acid can be esterified with methanol to form its methyl ester, which is then hydrolyzed with HCl to yield the desired p-nitrobenzoic acid. Option B describes this sequence of reactions in the correct order.

Starting with Benzene,the Best Method for Preparing P-Nitrobenzoic Acid Is