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  2. Electrophilic substitution - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_substitution

    This reaction is similar to nucleophilic aliphatic substitution where the reactant is a nucleophile rather than an electrophile. The four possible electrophilic aliphatic substitution reaction mechanisms are S E 1, S E 2(front), S E 2(back) and S E i (Substitution Electrophilic), which are also similar to the nucleophile counterparts S N 1 and ...

  3. Azo coupling - Wikipedia

    en.wikipedia.org/wiki/Azo_coupling

    In organic chemistry, an azo coupling is an reaction between a diazonium compound (R−N≡N +) and another aromatic compound that produces an azo compound (R−N=N−R’).In this electrophilic aromatic substitution reaction, the aryldiazonium cation is the electrophile, and the activated carbon (usually from an arene, which is called coupling agent), serves as a nucleophile.

  4. Formylation - Wikipedia

    en.wikipedia.org/wiki/Formylation

    Formylation reactions are a form of electrophilic aromatic substitution and therefore work best with electron-rich starting materials. Phenols are a common substrate, as they readily deprotonate to excellent phenoxide nucleophiles. Other electron-rich substrates, such as mesitylene, pyrrole, or fused aromatic rings can also be expected to react.

  5. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to ...

  6. Aromatic sulfonation - Wikipedia

    en.wikipedia.org/wiki/Aromatic_sulfonation

    Sulfur trioxide or its protonated derivative is the actual electrophile in this electrophilic aromatic substitution. To drive the equilibrium, dehydrating agents such as thionyl chloride can be added: [2] C 6 H 6 + H 2 SO 4 + SOCl 2 → C 6 H 5 SO 3 H + SO 2 + 2 HCl. Historically, mercurous sulfate has been used to catalyze the reaction. [3]

  7. Directed ortho metalation - Wikipedia

    en.wikipedia.org/wiki/Directed_ortho_metalation

    Directed ortho metalation (DoM) is an adaptation of electrophilic aromatic substitution in which electrophiles attach themselves exclusively to the ortho-position of a direct metalation group or DMG through the intermediary of an aryllithium compound. [1] The DMG interacts with lithium through a hetero atom.

  8. Electrophile - Wikipedia

    en.wikipedia.org/wiki/Electrophile

    The electrophilic Br-Br molecule interacts with electron-rich alkene molecule to form a π-complex 1. Forming of a three-membered bromonium ion The alkene is working as an electron donor and bromine as an electrophile. The three-membered bromonium ion 2 consisted of two carbon atoms and a bromine atom forms with a release of Br −.

  9. Nitrosation and nitrosylation - Wikipedia

    en.wikipedia.org/wiki/Nitrosation_and_nitrosylation

    In principle, NO + can substitute directly onto an aromatic ring, but the ring must be substantially activated, because NO + is about 14 bel less electrophilic than NO + 2. [6] Unusually for electrophilic aromatic substitution, proton release to the solvent is typically rate-limiting, and the reaction can be suppressed in superacidic conditions ...