-NH2 1. CH2=CH-CH=0 2. CH,-CH-CH, H2SO4 -NO2 ОН ОН 2 H20 `N' ОН glycerol quinoline

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter15: Chirality: The Handedness Of Molecules
Section: Chapter Questions
Problem 15.11P: 15-11 In what way are constitutional isomers different from stereoisomers? In what way are they the...
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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 first 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?

-NH2
1.
CH2=CH-CH=0
2.
CH,-CH-CH,
H2SO4
-NO2
ОН ОН
2 H20
`N'
ОН
glycerol
quinoline
Transcribed Image Text:-NH2 1. CH2=CH-CH=0 2. CH,-CH-CH, H2SO4 -NO2 ОН ОН 2 H20 `N' ОН glycerol quinoline
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