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Solved: Quinolines, heterocyclic compounds that contain a

Chapter 20, Problem 35P

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QUESTION:

Quinolines, heterocyclic compounds that contain a pyridine ring fused to a benzene ring, are commonly synthesized by a method known as the Skraup synthesis, in which aniline reacts with glycerol under acidic conditions. Nitrobenzene is added to the reaction mixture to serve as an oxidizing agent. The i rst step in the synthesis is the dehydration of glycerol to propenal.

a. What product would be obtained if para-ethylaniline were used instead of aniline?

b. What product would be obtained if \(3\)-hexen-\(2\)-one were used instead of glycerol?

c. What starting materials are needed for the synthesis of \(2,7\)-diethyl-\(3\)-methylquinoline?

Equation Transcription:

Text Transcription:

3

2

2,7

Questions & Answers

QUESTION:

Quinolines, heterocyclic compounds that contain a pyridine ring fused to a benzene ring, are commonly synthesized by a method known as the Skraup synthesis, in which aniline reacts with glycerol under acidic conditions. Nitrobenzene is added to the reaction mixture to serve as an oxidizing agent. The i rst step in the synthesis is the dehydration of glycerol to propenal.

a. What product would be obtained if para-ethylaniline were used instead of aniline?

b. What product would be obtained if \(3\)-hexen-\(2\)-one were used instead of glycerol?

c. What starting materials are needed for the synthesis of \(2,7\)-diethyl-\(3\)-methylquinoline?

Equation Transcription:

Text Transcription:

3

2

2,7

ANSWER:

Solution 35P

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