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  2. Phenyl group - Wikipedia

    en.wikipedia.org/wiki/Phenyl_group

    It is generally considered an inductively withdrawing group (-I), because of the higher electronegativity of sp 2 carbon atoms, and a resonance donating group (+M), due to the ability of its π system to donate electron density when conjugation is possible. [5] The phenyl group is hydrophobic. Phenyl groups tend to resist oxidation and reduction.

  3. Electrophilic aromatic directing groups - Wikipedia

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

    An electron donating group (EDG) or electron releasing group (ERG, Z in structural formulas) is an atom or functional group that donates some of its electron density into a conjugated π system via resonance (mesomerism) or inductive effects (or induction)—called +M or +I effects, respectively—thus making the π system more nucleophilic.

  4. Dakin oxidation - Wikipedia

    en.wikipedia.org/wiki/Dakin_oxidation

    Adding boric acid to the acid-catalyzed reaction mixture increases the yield of phenol product over phenyl carboxylic acid product, even when using phenyl aldehyde or ketone reactants with electron-donating groups meta to the carbonyl group or electron-withdrawing groups ortho or para to the carbonyl group. Boric acid and hydrogen peroxide form ...

  5. Mesomeric effect - Wikipedia

    en.wikipedia.org/wiki/Mesomeric_effect

    The mesomeric effect is negative (–M) when the substituent is an electron-withdrawing group, and the effect is positive (+M) when the substituent is an electron donating group. Below are two examples of the +M and –M effect. Additionally, the functional groups that contribute to each type of resonance are given below.

  6. Inductive effect - Wikipedia

    en.wikipedia.org/wiki/Inductive_effect

    In Organic chemistry, the inductive effect in a molecule is a local change in the electron density due to electron-withdrawing or electron-donating groups elsewhere in the molecule, resulting in a permanent dipole in a bond. [1] It is present in a σ (sigma) bond, unlike the electromeric effect which is present in a π (pi) bond.

  7. Electron-withdrawing group - Wikipedia

    en.wikipedia.org/wiki/Electron-withdrawing_group

    An electron-withdrawing group (EWG) is a group or atom that has the ability to draw electron density toward itself and away from other adjacent atoms. [1] This electron density transfer is often achieved by resonance or inductive effects.

  8. Arene substitution pattern - Wikipedia

    en.wikipedia.org/wiki/Arene_substitution_pattern

    Electron donating groups, for example amino, hydroxyl, alkyl, and phenyl groups tend to be ortho/para-directors, and electron withdrawing groups such as nitro, nitrile, and ketone groups, tend to be meta-directors.

  9. Homoaromaticity - Wikipedia

    en.wikipedia.org/wiki/Homoaromaticity

    When electron-donating groups are attached to the two boron atoms, the compound favors a classical model with localized bonds. Homoaromatic character is best seen when electron-withdrawing groups are bonded to the boron atoms, causing the compound to adopt a nonclassical, delocalized structure.