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  2. Dow process (phenol) - Wikipedia

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

    When 1-[14 C]-1-chlorobenzene was subjected to aqueous NaOH at 395 °C, ipso substitution product 1-[14 C]-phenol was formed in 54% yield, while cine substitution product 2-[14 C]-phenol was formed in 43% yield, indicating that an elimination-addition (benzyne) mechanism is predominant, with perhaps a small amount of product from addition ...

  3. Electrophilic halogenation - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_halogenation

    Here is the mechanism of this reaction: The mechanism for bromination of benzene. The mechanism for iodination is slightly different: iodine (I 2) is treated with an oxidizing agent such as nitric acid to obtain the electrophilic iodine ("I +", probably IONO 2). Other conditions for iodination include I 2, HIO 3, H 2 SO 4, and N-iodosuccinimide ...

  4. Nucleophilic aromatic substitution - Wikipedia

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

    The following is the reaction mechanism of a nucleophilic aromatic substitution of 2,4-dinitrochlorobenzene (1) in a basic solution in water. Nucleophilic aromatic substitution Since the nitro group is an activator toward nucleophilic substitution, and a meta director, it is able to stabilize the additional electron density (via resonance) when ...

  5. Friedel–Crafts reaction - Wikipedia

    en.wikipedia.org/wiki/Friedel–Crafts_reaction

    1,3-Diisopropylbenzene is produced via transalkylation, a special form of Friedel–Crafts alkylation. It also allows alkyl chains to be added reversibly as protecting groups. This approach is used industrially in the synthesis of 4,4'-biphenol via the oxidative coupling and subsequent dealkylation of 2,6-di-tert-butylphenol. [11] [12]

  6. 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 ...

  7. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    Nucleophilic substitutions can proceed by two different mechanisms, unimolecular nucleophilic substitution (S N 1) and bimolecular nucleophilic substitution (S N 2). The two reactions are named according tho their rate law, with S N 1 having a first-order rate law, and S N 2 having a second-order. [2] S N 1 reaction mechanism occurring through ...

  8. 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.

  9. Benzilic acid rearrangement - Wikipedia

    en.wikipedia.org/wiki/Benzilic_acid_rearrangement

    The benzilic acid rearrangement is formally the 1,2-rearrangement of 1,2-diketones to form α-hydroxy–carboxylic acids using a base. This reaction receives its name from the reaction of benzil with potassium hydroxide to form benzilic acid. First performed by Justus von Liebig in 1838, [1] it is the first reported example of a rearrangement ...