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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

Expert verified

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

p-Bromotoluene reacts with potassium amide to give a mixture of mand p-methylaniline. Explain.

Propose a mechanism to account for the reaction of benzene with 2,2,5,5-tetramethyltetrahydrofuran.

Monobromination of toluene gives a mixture of three bromotoluene products. Draw and name them.

As written, the following syntheses have flaws. What is wrong with

each?

Rank the following aromatic compounds in the expected order of their

reactivity toward Friedel–Crafts alkylation. Which compounds are

unreactive?

(a)Bromobenzene (b) Toluene (c) Phenol

(d)Aniline (e)Nitrobenzene (f)p-Bromotoluene
See all solutions

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