Bài giảng Organic chemistry - Chapter 6: Conjugated alkadienes - Phan Nam

ORGANIC CHEMISTRY  
Dr Nam T. S. Phan  
Faculty of Chemical Engineering  
HCMC University of Technology  
Office: room 211, B2 Building  
Phone: 38647256 ext. 5681  
Email: ptsnam@hcmut.edu.vn  
1
Chapter 6: CONJUGATED  
ALKADIENES  
A non-polar molecule  
2
Reactions of isolated dienes are just like  
those of alkenes  
3
NOMENCLATURE OF  
ALKADIENES  
6
PREPARATION OF 1,3-ALKADIENE  
Dehydrogenations  
Eliminations of unsaturated alcohols & alkyl halides  
ELECTROPHILIC ADDITION  
REACTIONS  
8
9
Reaction mechanism:  
11  
12  
DIELS-ALDER REACTIONS  
13  
Reactivity of the dienophile is increased if 1 or  
more electron-withdrawing groups are present  
Partial positive charge  
14  
Stereochemistry  
Racemic  
mixture  
15  
In order to participate in a Diels-Alder reaction,  
the diene must be in an s-cis conformation  
C1 & C4 are too far apart  
to react with the  
dienophile  
17  
Polymerizations  
18  
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