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Hyperconjugation affects several properties. [6] [10]Bond length: Hyperconjugation is suggested as a key factor in shortening of sigma bonds (σ bonds). For example, the single C–C bonds in 1,3-butadiene and propyne are approximately 1.46 Å in length, much less than the value of around 1.54 Å found in saturated hydrocarbons.
In molecules which have resonance or nonclassical bonding, bond order may not be an integer.In benzene, the delocalized molecular orbitals contain 6 pi electrons over six carbons, essentially yielding half a pi bond together with the sigma bond for each pair of carbon atoms, giving a calculated bond order of 1.5 (one and a half bond).
Under the framework of valence bond theory, resonance is an extension of the idea that the bonding in a chemical species can be described by a Lewis structure. For many chemical species, a single Lewis structure, consisting of atoms obeying the octet rule, possibly bearing formal charges, and connected by bonds of positive integer order, is sufficient for describing the chemical bonding and ...
The stabilizing interaction can be depicted as an orbital interaction or by resonance structures involving "no-bond" resonance forms. (For clarity, a dashed line is used to show that the hydrogen atom is still attached, although the formal C–H bond order in the hyperconjugative structure is zero.)
Structural and chemical properties, such as bond order, valency, and bond polarity, may be calculated from resonance weights. [2] Specifically, bond orders may be divided into their covalent and ionic contributions, while valency is the sum of bond orders of a given atom.
This bonding scheme is succinctly summarized by the following two resonance structures: I—I···I − ↔ I − ···I—I (where "—" represents a single bond and "···" represents a "dummy bond" with formal bond order 0 whose purpose is only to indicate connectivity), which when averaged reproduces the I—I bond order of 0.5 obtained ...
The nitrate ion (NO − 3), for instance, must form a double bond between nitrogen and one of the oxygens to satisfy the octet rule for nitrogen. However, because the molecule is symmetrical, it does not matter which of the oxygens forms the double bond. In this case, there are three possible resonance structures.
In chemistry, the mesomeric effect (or resonance effect) is a property of substituents or functional groups in a chemical compound. It is defined as the polarity produced in the molecule by the interaction of two pi bonds or between a pi bond and lone pair of electrons present on an adjacent atom. [ 1 ]