Statements (51)
| Predicate | Object |
|---|---|
| gptkbp:instanceOf |
gptkb:chemical_compound
|
| gptkbp:aromaticTransitionState |
true
|
| gptkbp:bondBreaking |
two pi bonds
|
| gptkbp:bondFormation |
two sigma bonds
|
| gptkbp:catalyzes |
gptkb:Lewis_acid
|
| gptkbp:category |
gptkb:chemical_compound
named reaction pericyclic reaction |
| gptkbp:designer |
true
|
| gptkbp:discoveredIn |
1928
|
| gptkbp:electronDemand |
inverse electron demand
normal electron demand |
| gptkbp:example |
synthesis of cyclohexene
synthesis of steroids synthesis of insect pheromones |
| gptkbp:favoredBy |
electron-poor dienophile
electron-rich diene |
| gptkbp:has_stereochemistry |
endo rule
|
| https://www.w3.org/2000/01/rdf-schema#label |
Diels-Alder reaction
|
| gptkbp:importantFor |
widely used in organic chemistry
|
| gptkbp:improves |
electron-donating groups on diene
electron-withdrawing groups on dienophile |
| gptkbp:industrialApplication |
production of plastics
production of agrochemicals production of synthetic rubbers |
| gptkbp:inhibitedBy |
steric hindrance
|
| gptkbp:mechanismOfAction |
concerted
|
| gptkbp:mechanisticFeature |
suprafacial addition
|
| gptkbp:namedAfter |
gptkb:Kurt_Alder
gptkb:Otto_Diels |
| gptkbp:NobelPrizeYear |
gptkb:Kurt_Alder
gptkb:Otto_Diels 1950 |
| gptkbp:product |
cyclohexene derivative
|
| gptkbp:reactant |
diene
dienophile |
| gptkbp:reactionSubtype |
[4+2] cycloaddition
|
| gptkbp:regioselectivity |
ortho/para
|
| gptkbp:relatedTo |
aza-Diels-Alder reaction
hetero-Diels-Alder reaction |
| gptkbp:reverseReaction |
retro-Diels-Alder reaction
|
| gptkbp:solvent |
various organic solvents
|
| gptkbp:stereospecific |
true
|
| gptkbp:temperature |
rate increases with temperature
|
| gptkbp:transitionState |
six-membered ring
|
| gptkbp:type |
cycloaddition
|
| gptkbp:usedIn |
organic synthesis
natural product synthesis pharmaceutical synthesis |
| gptkbp:bfsParent |
gptkb:Enone
|
| gptkbp:bfsLayer |
7
|