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  2. Electrophilic substitution - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_substitution

    Electrophilic substitution reactions are chemical reactions in which an electrophile displaces a functional group in a compound, which is typically, but not always, aromatic. Aromatic substitution reactions are characteristic of aromatic compounds and are common ways of introducing functional groups into benzene rings.

  3. Electrophilic halogenation - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_halogenation

    In organic chemistry, an electrophilic aromatic halogenation is a type of electrophilic aromatic substitution. This organic reaction is typical of aromatic compounds and a very useful method for adding substituents to an aromatic system. Halogenation of benzene where X is the halogen, catalyst represents the catalyst (if needed) and HX ...

  4. 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 ...

  5. Electrophilic aromatic substitution - Wikipedia

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

    Electrophilic aromatic substitution (S E Ar) is an organic reaction in which an atom that is attached to an aromatic system (usually hydrogen) is replaced by an electrophile. Some of the most important electrophilic aromatic substitutions are aromatic nitration , aromatic halogenation , aromatic sulfonation , alkylation Friedel–Crafts ...

  6. Indole - Wikipedia

    en.wikipedia.org/wiki/Indole

    A noteworthy exception occurs when electrophilic substitution is carried out in conditions sufficiently acidic to exhaustively protonate C3. In this case, C5 is the most common site of electrophilic attack. [35] Gramine, a useful synthetic intermediate, is produced via a Mannich reaction of indole with dimethylamine and formaldehyde. It is the ...

  7. Aromatic sulfonation - Wikipedia

    en.wikipedia.org/wiki/Aromatic_sulfonation

    The Piria reaction. In the Tyrer sulfonation process (1917), [7] at some time of technological importance, benzene vapor is led through a vessel containing 90% sulfuric acid the temperature of which is increased from 100 to 180°C. Water and benzene are continuously removed and the benzene fed back to the vessel. In this way an 80% yield is ...

  8. Arenium ion - Wikipedia

    en.wikipedia.org/wiki/Arenium_ion

    Electrophilic attack of methyl triflate forms methylene arenium ion 3 with (based on X-ray crystallography) positive charge located in aromatic para position and with the methylene group 6° out of the plane of the ring. Reaction first with water and then with triethylamine hydrolyzes the ether group.

  9. Friedel–Crafts reaction - Wikipedia

    en.wikipedia.org/wiki/Friedel–Crafts_reaction

    The Friedel–Crafts reactions are a set of reactions developed by Charles Friedel and James Crafts in 1877 to attach substituents to an aromatic ring. [1] Friedel–Crafts reactions are of two main types: alkylation reactions and acylation reactions. Both proceed by electrophilic aromatic substitution. [2] [3] [4] [5]