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  2. Mesomeric effect - Wikipedia

    en.wikipedia.org/wiki/Mesomeric_effect

    The effect is used in a qualitative way and describes the electron withdrawing or releasing properties of substituents based on relevant resonance structures and is symbolized by the letter M. [2] The mesomeric effect is negative (–M) when the substituent is an electron-withdrawing group, and the effect is positive (+M) when the substituent ...

  3. Hammett equation - Wikipedia

    en.wikipedia.org/wiki/Hammett_equation

    The data also show that for these substituents, the meta effect is much larger than the para effect, due to the fact that the mesomeric effect is greatly reduced in a meta substituent. With meta substituents a carbon atom bearing the negative charge is further away from the carboxylic acid group (structure 2b).

  4. Electrophilic aromatic directing groups - Wikipedia

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

    However, another effect that plays a role is the +M effect which adds electron density back into the benzene ring (thus having the opposite effect of the -I effect but by a different mechanism). This is called the mesomeric effect (hence +M) and the result for fluorine is that the +M effect approximately cancels out the -I effect.

  5. 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.

  6. Ether cleavage - Wikipedia

    en.wikipedia.org/wiki/Ether_cleavage

    In organic chemistry, ether cleavage is an acid catalyzed nucleophilic substitution reaction. Depending on the specific ether, cleavage can follow either S N 1 or S N 2 mechanisms. Distinguishing between both mechanisms requires consideration of inductive and mesomeric effects that could stabilize or destabilize a potential carbocation in the S ...

  7. Mesoionic compounds - Wikipedia

    en.wikipedia.org/wiki/Mesoionic_compounds

    A completely uncharged structure cannot be written and mesoionic compounds cannot be represented satisfactorily by any one mesomeric structure. [1] Mesoionic compounds are a subclass of betaines. [1] Examples are sydnones and sydnone imines (e.g. the stimulant mesocarb), münchnones, [1] [2] and mesoionic carbenes.

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  9. Conjugated system - Wikipedia

    en.wikipedia.org/wiki/Conjugated_system

    Cinnamaldehyde is a naturally-occurring compound that has a conjugated system penta-1,3-diene is a molecule with a conjugated system Diazomethane conjugated pi-system. In theoretical chemistry, a conjugated system is a system of connected p-orbitals with delocalized electrons in a molecule, which in general lowers the overall energy of the molecule and increases stability.