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Conjugated vs. Nonconjugated Dienes

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المصدر:  LibreTexts Project

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16-8-2019

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Conjugated vs. Nonconjugated Dienes

Conjugated dienes are two double bonds separated by a single bond

Nonconjugated (Isolated) Dienes are two double bonds are separated by more than one single bond.

When using electrostatic potential maps, it is observed that the pi electron density overlap is closer together and delocalized in conjugated dienes, while in non conjugated dienes the pi electron density is located differently across the molecule. Since having more electron density delocalized makes the molecule more stable conjugated dienes are more stable than non conjugated

For example in 1,3-butadiene the carbons with the single bond are sp2 hybridized unlike in nonconjugated dienes where the carbons with single bonds are sp3 hybridized. This difference in hybridization shows that the conjugated dienes have more 's' character and draw in more of the pi electrons, thus making the single bond stronger and shorter than an ordinary alkane C-C bond (1.54Å).