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Why more substituted alkenes are more stable than less substituted alkenes

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Is it possible to determine why more substituted alkenes are more stable. Either by a mathematical formula (not dH that only gives a number for how strong the bonding is but a formula that takes proton and electron forces inte account) or by explaining how the electrons and protons align in a manner that makes it harder to break more substituted pi bonds of alkenes because of electrostatic forces.

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Solution Summary

A qualitative explanation is given explaining why more substituted alkenes are more stable than less substituted alkenes.

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Consider the mono and disubstituted alkenes shown above. The main accepted reason for stability is based on what we refer to as secondary orbital interactions. You know that p-p orbital overlap results in a pi-bond and that the methyl groups C-H bonds are sp3 orbitals. The C=C bond is fixed but the C-H bonds can be rotated. Because C=C bonds are shorter, ...

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