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BÀI GIẢNG ORGANIC CHEMISTRY chapter6

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
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Chapter 6:

CONJUGATED
ALKADIENES

A non-polar molecule

2


Reactions of isolated dienes are just like

those of alkenes
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NOMENCLATURE OF
ALKADIENES

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PREPARATION OF 1,3-ALKADIENE
Dehydrogenations

Eliminations of unsaturated alcohols & alkyl halides

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ELECTROPHILIC ADDITION
REACTIONS

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Reaction mechanism:

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DIELS-ALDER REACTIONS

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Reactivity of the dienophile is increased if 1 or
more electron-withdrawing groups are present

Partial positive charge

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Stereochemistry

Racemic
mixture

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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

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Polymerizations

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