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Chapter 16: Q16-18P (page 511)

What aromatic products would you obtain from the KMnO4oxidation of the following substances?

a.

b.

Short Answer

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a.

b.

Step by step solution

01

Oxidation of Aromatic Compounds

The benzene ring is inert to oxidizing agents likeKMnO4 andNa2Cr2O7 .The alkyl side chains comprising benzylic hydrogen are oxidized to carboxyl groups by these reagents. Compounds that do not possess benzylic hydrogen atoms are not oxidized.

02

Aromatic compounds obtained from the oxidation of different compounds 

(a)The given compound 1-isopropyl-3-nitrobenzene reacts withKMnO4 andH2O to form 3-nitrobenzoic acid. The reaction can be given as:

Reaction(a)

(b)The given compound, 1-(tert-butyl)-4-methylbenzene reacts with KMnO4and H2Oto form 4-(tert-butyl)benzoic acid. The reaction can be given as:

Reaction(b)

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Most popular questions from this chapter

Question:Predict the major product(s) of the following reactions:

(a)

(b)

(c)

(d)

Would you expect the Friedel鈥揅rafts reaction of benzene with (R)-2-chlorobutane to yield optically active or racemic product? Explain.

The N,N,N-trimethylammonium group -N+(CH3)3 , is one of the few groups that is a meta-directing deactivator yet has no electron-withdrawing resonance effect. Explain

Electrophilic substitution on 3-phenylpropanenitrile occurs at theortho and para positions, but reaction with 3-phenylpropenenitrileoccurs at the meta position. Explain, using resonance structures of theintermediates.

What is the major monosubstitution product from the Friedel鈥揅rafts reaction of benzene with 1-chloro-2-methylpropane in the presence of AlCl3 ?
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