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  2. Electrophilic halogenation - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_halogenation

    Halogenation of benzene where X is the halogen, catalyst represents the catalyst (if needed) and HX represents the protonated base. A few types of aromatic compounds, such as phenol, will react without a catalyst, but for typical benzene derivatives with less reactive substrates, a Lewis acid is required as a catalyst.

  3. Halogenation - Wikipedia

    en.wikipedia.org/wiki/Halogenation

    In chemistry, halogenation is a chemical reaction which introduces one or more halogens into a chemical compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. [1] This kind of conversion is in fact so common that a comprehensive overview is challenging.

  4. Tetrachlorophenol - Wikipedia

    en.wikipedia.org/wiki/Tetrachlorophenol

    A tetrachlorophenol is any organochloride of phenol that contains four covalently bonded chlorine atoms. Tetrachlorophenols are produced by electrophilic halogenation of phenol with chlorine. [1] Different isomers of tetrachlorophenol exist according to which ring positions on the phenol contain chlorine atoms. There are three different isomers:

  5. Iodophenol - Wikipedia

    en.wikipedia.org/wiki/Iodophenol

    An iodophenol is any organoiodide of phenol that contains one or more covalently bonded iodine atoms. There are five basic types of iodophenols (mono- to pentaiodophenol) and 19 different iodophenols in total when positional isomerism is taken into account. Iodophenols are produced by electrophilic halogenation of phenol with iodine.

  6. Chlorophenol - Wikipedia

    en.wikipedia.org/wiki/Chlorophenol

    A chlorophenol is any organochloride of phenol that contains one or more covalently bonded chlorine atoms. There are five basic types of chlorophenols (mono- to pentachlorophenol) and 19 different chlorophenols in total when positional isomerism is taken into account. Chlorophenols are produced by electrophilic halogenation of phenol with ...

  7. Phenol - Wikipedia

    en.wikipedia.org/wiki/Phenol

    Phenol is so strongly activated that bromination and chlorination lead readily to polysubstitution. [20] The reaction affords 2- and 4-substituted derivatives. The regiochemistry of halogenation changes in strongly acidic solutions where PhOH 2 ] + predominates.

  8. Hammett equation - Wikipedia

    en.wikipedia.org/wiki/Hammett_equation

    the ionization of substituted phenols in water (+2.008) the acid catalyzed esterification of substituted benzoic esters in ethanol (-0.085) the acid catalyzed bromination of substituted acetophenones (Ketone halogenation) in an acetic acid/water/hydrochloric acid (+0.417) the hydrolysis of substituted benzyl chlorides in acetone-water at 69.8 ...

  9. Electrophilic aromatic directing groups - Wikipedia

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

    Phenol is an ortho/para director, but in a presence of base, the reaction is more rapid. It is due to the higher reactivity of phenolate anion. The negative oxygen was 'forced' to give electron density to the carbons (because it has a negative charge, it has an extra +I effect).