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  2. Free-radical addition - Wikipedia

    en.wikipedia.org/wiki/Free-radical_addition

    Radical reactions with arenes typically present retrosynthetically as instances of nucleophilic aromatic substitution, [citation needed] because generating the aryl radical requires a strong (radical) leaving group. [3]: 686–687 One example is the Meerwein arylation.

  3. Nucleophilic aromatic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_aromatic...

    The mechanism of S N 2 reaction does not occur due to steric hindrance of the benzene ring. In order to attack the C atom, the nucleophile must approach in line with the C-LG (leaving group) bond from the back, where the benzene ring lies. It follows the general rule for which S N 2 reactions occur only at a tetrahedral carbon atom.

  4. Formylation - Wikipedia

    en.wikipedia.org/wiki/Formylation

    Formyl functional group is shown in blue. Formylation refers to any chemical processes in which a compound is functionalized with a formyl group (-CH=O). In organic chemistry, the term is most commonly used with regards to aromatic compounds (for example the conversion of benzene to benzaldehyde in the Gattermann–Koch reaction).

  5. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    A substitution reaction (also known as single displacement reaction or single substitution reaction) is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. [1] Substitution reactions are of prime importance in organic chemistry.

  6. Electrophilic aromatic substitution - Wikipedia

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

    The most widely practised example of this reaction is the ethylation of benzene. Approximately 24,700,000 tons were produced in 1999. [2] (After dehydrogenation and polymerization, the commodity plastic polystyrene is produced.) In this process, acids are used as catalyst to generate the incipient carbocation. Many other electrophilic reactions ...

  7. Benzene - Wikipedia

    en.wikipedia.org/wiki/Benzene

    Benzene is sufficiently nucleophilic that it undergoes substitution by acylium ions and alkyl carbocations to give substituted derivatives. Electrophilic aromatic substitution of benzene. The most widely practiced example of this reaction is the ethylation of benzene. Approximately 24,700,000 tons were produced in 1999. [73]

  8. 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.

  9. Hexachlorocyclohexane - Wikipedia

    en.wikipedia.org/wiki/Hexachlorocyclohexane

    Addition rather than substitution takes place, due to the very high C–H bond dissociation energy (112 kcal/mol) that disfavors abstraction of a hydrogen atom. Addition of Cl 2 destroys the aromaticity of the benzene ring, and the addition of two more Cl 2 molecules is rapid compared to the first. Hence, only thrice-dichlorinated product can ...