The Diels-Alder Reaction THE DIELS-ALDER REACTION Pre-Laboratory Questions/Exercises Sec. No. Name 1. What problems might arise if the solvent were not anhydrous? 2. Sketch the highest occupied molecular orbital (HOMO) of butadiene, sketch the lowest unoc- cupied molecular orbital (LUMO) of ethylene, and show that these orbitals have the correct symmetry for cycloaddition. aboocne 9orollo ds To dos onRgonq blaow DoTwod worl o alilelorCIs ya 3 HOT 3. In the reaction between a 1,3-cyclopentadiene and maleic anhydride, why is the major product the more sterically hindered endo cycloadduct rather than the exo? о S O endo exo majoro minor DA O shas works h ece t ece t www.gggae The Organic Chemistry Laboratory Experience 42 4. Draw the structures for the products of each of the following Diels-Alder reactions: ÇO2ME Bv-T CO2ME NC. NON NC CN O bstud to (OMOH) Ieidzo spolom boiquoo0 180rdgid od r wr O 5. Show how you would prepare each of the following compounds using a Diels-Alder reaction: CH3 NO bydas oisinn bus onsibetaoqgoloroCNtoted noboe s af & Sows odh ouch sorlis obboloye c alor broqc bairl vilnoiroiom GX0
The Diels-Alder Reaction THE DIELS-ALDER REACTION Pre-Laboratory Questions/Exercises Sec. No. Name 1. What problems might arise if the solvent were not anhydrous? 2. Sketch the highest occupied molecular orbital (HOMO) of butadiene, sketch the lowest unoc- cupied molecular orbital (LUMO) of ethylene, and show that these orbitals have the correct symmetry for cycloaddition. aboocne 9orollo ds To dos onRgonq blaow DoTwod worl o alilelorCIs ya 3 HOT 3. In the reaction between a 1,3-cyclopentadiene and maleic anhydride, why is the major product the more sterically hindered endo cycloadduct rather than the exo? о S O endo exo majoro minor DA O shas works h ece t ece t www.gggae The Organic Chemistry Laboratory Experience 42 4. Draw the structures for the products of each of the following Diels-Alder reactions: ÇO2ME Bv-T CO2ME NC. NON NC CN O bstud to (OMOH) Ieidzo spolom boiquoo0 180rdgid od r wr O 5. Show how you would prepare each of the following compounds using a Diels-Alder reaction: CH3 NO bydas oisinn bus onsibetaoqgoloroCNtoted noboe s af & Sows odh ouch sorlis obboloye c alor broqc bairl vilnoiroiom GX0
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Chapter1: Chemical Foundations
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
Transcribed Image Text:The Diels-Alder Reaction
THE DIELS-ALDER REACTION
Pre-Laboratory Questions/Exercises
Sec. No.
Name
1. What problems might arise if the solvent were not anhydrous?
2. Sketch the highest occupied molecular orbital (HOMO) of butadiene, sketch the lowest unoc-
cupied molecular orbital (LUMO) of ethylene, and show that these orbitals have the correct
symmetry for cycloaddition.
aboocne 9orollo ds To dos onRgonq blaow DoTwod worl
o alilelorCIs ya
3
HOT
3. In the reaction between a 1,3-cyclopentadiene and maleic anhydride, why is the major product
the more sterically hindered endo cycloadduct rather than the exo?
о
S
O
endo
exo
majoro
minor
DA
O shas
works h ece t

Transcribed Image Text:ece t
www.gggae
The Organic Chemistry Laboratory Experience
42
4. Draw the structures for the products of each of the following Diels-Alder reactions:
ÇO2ME
Bv-T
CO2ME
NC.
NON
NC
CN
O bstud to (OMOH) Ieidzo spolom boiquoo0 180rdgid od r
wr
O
5. Show how you would prepare each of the following compounds using a Diels-Alder reaction:
CH3
NO
bydas oisinn bus onsibetaoqgoloroCNtoted noboe s af &
Sows odh ouch sorlis obboloye
c alor broqc
bairl vilnoiroiom
GX0
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