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  2. Buchner ring expansion - Wikipedia

    en.wikipedia.org/wiki/Buchner_ring_expansion

    The Buchner ring expansion reaction was first used in 1885 by Eduard Buchner and Theodor Curtius [1] [2] who prepared a carbene from ethyl diazoacetate for addition to benzene using both thermal and photochemical pathways in the synthesis of cycloheptatriene derivatives. The resulting product was a mixture of four isomeric carboxylic acids ...

  3. Ortho effect - Wikipedia

    en.wikipedia.org/wiki/Ortho_effect

    There are three main ortho effects in substituted benzene compounds: Steric hindrance forces cause substitution of a chemical group in the ortho position of benzoic acids become stronger acids. Steric inhibition of protonation caused by substitution of anilines to become weaker bases, compared to substitution of isomers in the meta and para ...

  4. Dow process (phenol) - Wikipedia

    en.wikipedia.org/wiki/Dow_process_(phenol)

    Benzene can be easily converted to chlorobenzene by nucleophilic aromatic substitution via a benzyne intermediate. [1] It is treated with aqueous sodium hydroxide at 350 °C and 300 bar or molten sodium hydroxide at 350 °C to convert it to sodium phenoxide, which yields phenol upon acidification. [2]

  5. Friedel–Crafts reaction - Wikipedia

    en.wikipedia.org/wiki/Friedel–Crafts_reaction

    Thus, synthesis of benzaldehyde through the Friedel–Crafts pathway requires that formyl chloride be synthesized in situ. This is accomplished by the Gattermann-Koch reaction, accomplished by treating benzene with carbon monoxide and hydrogen chloride under high pressure, catalyzed by a mixture of aluminium chloride and cuprous chloride ...

  6. Nucleophilic aromatic substitution - Wikipedia

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

    Aromatic nucleophilic substitution. This reaction differs from a common S N 2 reaction, because it happens at a trigonal carbon atom (sp 2 hybridization). 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 ...

  7. Bergman cyclization - Wikipedia

    en.wikipedia.org/wiki/Bergman_cyclization

    The reaction product is a derivative of benzene. Scheme 1. Bergman cyclization. The reaction proceeds by a thermal reaction or pyrolysis (above 200 °C) forming a short-lived and very reactive para-benzyne biradical species. It will react with any hydrogen donor such as 1,4-cyclohexadiene which converts to benzene.

  8. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    Nucleophilic acyl substitution mechanism Other types of nucleophilic substitution include, nucleophilic acyl substitution , and nucleophilic aromatic substitution . Acyl substitution occurs when a nucleophile attacks a carbon that is doubly bonded to one oxygen and singly bonded to another oxygen (can be N or S or a halogen ), called an acyl group.

  9. 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).