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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 ...
While these two paths often lead to the similar molecules and resonance structures, the mechanism is different. As such, the mesomeric effect is stronger than the inductive effect. [5] The concepts of mesomeric effect, mesomerism and mesomer were introduced by Ingold in 1938 as an alternative to Pauling's synonymous concept of resonance. [6 ...
For example, in phosphorus pentafluoride (PF 5), 5 resonance structures can be generated each with four covalent bonds and one ionic bond with greater weight in the structures placing ionic character in the axial bonds, thus satisfying the octet rule and explaining both the observed trigonal bipyramidal molecular geometry and the fact that the ...
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 ...
The structure of an amide can be described also as a resonance between two alternative structures: neutral (A) and zwitterionic (B). It is estimated that for acetamide , structure A makes a 62% contribution to the structure, while structure B makes a 28% contribution (these figures do not sum to 100% because there are additional less-important ...
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.
[4] [5] An extended version of this model is used to describe the whole class of hypervalent molecules such as phosphorus pentafluoride and sulfur hexafluoride as well as multi-center π-bonding such as ozone and sulfur trioxide. There are also molecules such as diborane (B 2 H 6) and dialane (Al 2 H 6) which have three-center two-electron bond ...