Resonance
Start with the big picture
Resonance structures are alternative electron arrangements for a single molecule; the real species is a resonance hybrid, not a set of forms that interconvert. Valid contributors preserve atom positions and σ bonds, maintain octets in typical cases, and conserve overall charge. Contributors with full octets and limited charge separation generally matter more, while charge is favored on electronegative atoms. Delocalization can stabilize conjugated alkenes and allylic intermediates, helping account for reaction behavior such as 1,2- versus 1,4-addition to conjugated dienes. It can also affect acidity, basicity, substituent effects, and UV–Vis absorption. Resonance is not the main explanation for terminal alkyne acidity, which chiefly reflects sp hybridization.
What you'll learn
- Identify the electron movements that distinguish resonance structures from changes in molecular connectivity.
- Apply key criteria for evaluating valid resonance contributors.
- Relate resonance delocalization to stability and reactivity in conjugated and allylic systems.
- Describe how resonance influences acidity, substituent effects, and UV–Vis absorption.
Continue your study
Work through the complete notes and reinforce the topic with the study tools available in the full lesson.