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Expressing resonance when drawing Lewis structures may be done either by drawing each of the possible resonance forms and placing double-headed arrows between them or by using dashed lines to represent the partial bonds (although the latter is a good representation of the resonance hybrid which is not, formally speaking, a Lewis structure ...
Contributing structures of the carbonate ion. In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or forms, [1] also variously known as resonance structures or canonical structures) into a resonance hybrid (or hybrid structure) in valence bond theory.
Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. one with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical and physical properties. Such a resonance structure is called a Clar structure. In other words, a ...
Below is an example of how NRT may generate a list of resonance structures. (1) Given an input wavefunction, NRT creates a list of reference Lewis structures. The LEWIS option tests each structure and rejects those that do not conform to the Lewis bonding theory (i.e., those that do not fulfill the octet rule, pose unreasonable formal charges ...
The number of electron pairs in the valence shell of a central atom is determined after drawing the Lewis structure of the molecule, and expanding it to show all bonding groups and lone pairs of electrons. [1]: 410–417 In VSEPR theory, a double bond or triple bond is treated as a single bonding group. [1]
A valence bond structure resembles a Lewis structure, but when a molecule cannot be fully represented by a single Lewis structure, multiple valence bond structures are used. Each of these VB structures represents a specific Lewis structure. This combination of valence bond structures is the main point of resonance theory.
EWGs enhance the Lewis acidity, making compounds more reactive as Lewis acids. For example, fluorine is a stronger electron-withdrawing substituent than methyl, resulting in an increased Lewis acidity of boron trifluoride relative to trimethylborane. Electron-withdrawing groups also tend to reduce Lewis basicity. [3]
Although the electronic structure according to valence bond theory can be written as H−N=C=O, the vibrational spectrum has a band at 2268.8 cm −1 in the gas phase, which some say indicates a carbon–nitrogen triple bond. [10] [11] If so, then the canonical form H−N + ≡C−O − is the major resonance structure.