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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. Arrow pushing - Wikipedia

    en.wikipedia.org/wiki/Arrow_pushing

    Arrow pushing or electron pushing is a technique used to describe the progression of organic chemistry reaction mechanisms. [1] It was first developed by Sir Robert Robinson.In using arrow pushing, "curved arrows" or "curly arrows" are drawn on the structural formulae of reactants in a chemical equation to show the reaction mechanism.

  4. 1,3-Dipolar cycloaddition - Wikipedia

    en.wikipedia.org/wiki/1,3-Dipolar_cycloaddition

    Resonance structures can be drawn to delocalize both negative and positive charges onto any terminus of a 1,3-dipole (see the scheme below). A more accurate method to describe the electronic distribution on a 1,3-dipole is to assign the major resonance contributor based on experimental or theoretical data, such as dipole moment measurements [ 9 ...

  5. 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).

  6. 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 ]

  7. Arenium ion - Wikipedia

    en.wikipedia.org/wiki/Arenium_ion

    The arenium ion is no longer an aromatic species; however it is relatively stable due to delocalization: the positive charge is delocalized over 3 carbon atoms by the pi system, as depicted on the following resonance structures: A complexed electrophile can contribute to the stability of arenium ions.

  8. Carboximidate - Wikipedia

    en.wikipedia.org/wiki/Carboximidate

    An amidate/imidate anion is formed upon deprotonation of an amide or imidic acid.Since amides and imidic acids are tautomers, they form the same anion upon deprotonation.The two names are thus synonyms describing the same anion, although arguably, imidate refers to the resonance contributor on the left, while amidate refers to the resonance contributor on the right.

  9. Electrophilic aromatic directing groups - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    In general, the resonance effect of elements in the third period and beyond is relatively weak. This is mainly because of the relatively poor orbital overlap of the substituent's 3p (or higher) orbital with the 2p orbital of the carbon. Due to a stronger resonance effect and inductive effect than the heavier halogens, fluorine is anomalous.