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7 Cards in this Set

  • Front
  • Back

Factors that influence charge stability

atom


resonance


induction


orbital

Atom

more electronegative = more stable (across row)



larger = more stable (down column)

Resonance

more resonant structures = more stable



but, spreading charge over more electronegative atoms is better than over less electronegative atoms

Induction

via induction...


electronegative groups stabilize


alkyl groups destabilize



effect depends strongly on distance

Orbital

orbital with more s character = more stable



triple > double > single bond

exception:


sp3 N-H vs. sp C-H

sp C-H is more acidic

more stable conjugate base implies

stronger acid