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  2. Resonance (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Resonance_(chemistry)

    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.

  3. Mesomeric effect - Wikipedia

    en.wikipedia.org/wiki/Mesomeric_effect

    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]

  4. Lewis structure - Wikipedia

    en.wikipedia.org/wiki/Lewis_structure

    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 ...

  5. Enol - Wikipedia

    en.wikipedia.org/wiki/Enol

    In organic chemistry, enols are a type of Functional group or intermediate in organic chemistry containing a group with the formula C=C(OH) (R = many substituents). The term enol is an abbreviation of alkenol, a portmanteau deriving from "-ene"/"alkene" and the "-ol".

  6. Mesoionic compounds - Wikipedia

    en.wikipedia.org/wiki/Mesoionic_compounds

    Sydnone structures are mesoionic. In chemistry, mesoionic compounds are one in which a heterocyclic structure is dipolar and where both the negative and the positive charges are delocalized. [1] A completely uncharged structure cannot be written and mesoionic compounds cannot be represented satisfactorily by any one mesomeric structure. [1]

  7. Natural resonance theory - Wikipedia

    en.wikipedia.org/wiki/Natural_Resonance_Theory

    The NBOs for a resonance structure formula can then be, subsequently, calculated from the CHOOSE option. Operationally, there are three ways in which alternative resonance structures may be generated: (1) from the LEWIS option, considering the Wiberg bond indices; (2) from the delocalization list; (3) specified by the user. [1]

  8. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    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 ...

  9. Linnett double-quartet theory - Wikipedia

    en.wikipedia.org/wiki/Linnett_Double-Quartet_Theory

    One of the main benefits is that many molecular structures, such as molecular oxygen and ozone, can be represented using a single LDQ structure without invoking any resonance structures. This lesser reliance on resonance structures is favourable as, according to Linnett, resonance structures are not satisfactory descriptions of bonding as the ...