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15 Cards in this Set

  • Front
  • Back

stability of resonance structures

^ stability = ^ delocalization energy

resonance contributor rules

1. ^ stability = ^ contribution


2. ^ number contributors = ^ delocalization energy


3. ^ equivalency = ^ delocalization energy

Isolated vs. conjugated dienes

isolated = separated by more than 1 single bond


conjugated = separated by 1 single bond


more stable bc ^ # resonance structures

Benzylic cation



5 resonance structures

1,2 addition reaction

occurs in conjugated dienes


forms faster


kinetic product


1,4 addition reaction

adds to 1 and 4 position


moves double bond over


thermodynamic product

kinetic product

irreversible


forms most rapidly


occurs at low temps


1,2 addition

thermodynamic product

reversible


most stable


occurs at high temps


1,4 addition

Diels-Alder reaction

conjugated diene (C=C-C=C) + dienophile (C=C)



= cyclic molecule with R substituent



(1,4 addition)

pericyclic reaction

reaction taking place in one step by a cyclic shift in electrons

cycloaddition reaction

reaction in which two reactants form a cyclic product

concerted reaction

things occurring in the same step

cyclic dienes

form bridged bicyclic compounds

exo configuration

endo configuration



(diels alder rxns are endo-selective)