Resonance - Chemistry共振化学.pptVIP

Resonance Delocalized p bonding Drawing Molecules In Lewis structures, electrons are localized. Electrons belong to covalent bonds between two specific atoms. However, this model doesn’t work well in all circumstances. Resonance Structures Sometimes, a single Lewis structure cannot adequately represent a molecule. The true structure is some blend of the possible structures Benzene, C6H6 Benzene’s unusual properties Perfectly flat, planar molecule Sp2 hybridized, with 120o bond angles All carbon-carbon bond lengths are identical Unusually unreactive molecule Why? Let’s look at its bonding in terms of orbital overlap Recall… s bond: single bond End to end overlap Electron density along bond axis p bond: second bond in double bond Side to side overlap No electron density along bond axis Bonding in Benzene Delocalized Electron Pairs Bonding in Nitrite Summary The electrons in the p bonds are smeared out or “delocalized” among all 6 carbon atoms This lowers the energy of the molecule, making it more stable This also contributes to the color of many organic molecules! Ex. b-carotene * *