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  2. Free-radical halogenation - Wikipedia

    en.wikipedia.org/wiki/Free-radical_halogenation

    For example, consider radical bromination of toluene: [5] bromination of toluene with hydrobromic acid and hydrogen peroxide in water. This reaction takes place on water instead of an organic solvent and the bromine is obtained from oxidation of hydrobromic acid with hydrogen peroxide. An incandescent light bulb suffices to radicalize.

  3. Halogen addition reaction - Wikipedia

    en.wikipedia.org/wiki/Halogen_addition_reaction

    A halogen addition reaction is a simple organic reaction where a halogen molecule is added to the carbon–carbon double bond of an alkene functional group. [1]The general chemical formula of the halogen addition reaction is:

  4. Benzotrichloride - Wikipedia

    en.wikipedia.org/wiki/Benzotrichloride

    Production capacity of benzotrichloride was estimated at 80,000 tonnes for the year 2000. It is produced by the free radical chlorination of toluene, catalysed by light or radical initiators such as dibenzoyl peroxide. Mono- and di-chlorinated intermediates are observed as benzyl chloride and benzal chloride: [2] C 6 H 5 CH 3 + Cl 2 → C 6 H 5 ...

  5. Electrophilic halogenation - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_halogenation

    The reaction mechanism for chlorination of benzene is the same as bromination of benzene. Iron(III) bromide and iron(III) chloride become inactivated if they react with water, including moisture in the air. Therefore, they are generated by adding iron filings to bromine or chlorine. Here is the mechanism of this reaction:

  6. Syn and anti addition - Wikipedia

    en.wikipedia.org/wiki/Syn_and_anti_addition

    The concepts of syn and anti addition are used to characterize the different reactions of organic chemistry by reflecting the stereochemistry of the products in a reaction. The type of addition that occurs depends on multiple different factors of a reaction, and is defined by the final orientation of the substituents on the parent molecule.

  7. Photochlorination - Wikipedia

    en.wikipedia.org/wiki/Photochlorination

    The major products were ethyl chloride, tetrachlorocarbon and dichloromethane. [7] Because of concerns about health and environmentally relevant problems such as the ozone depletion behavior of light volatile chlorine compounds, the chemical industry developed alternative procedures that did not require chlorinated compounds. As a result of the ...

  8. Azobisisobutyronitrile - Wikipedia

    en.wikipedia.org/wiki/Azobisisobutyronitrile

    For instance, a mixture of styrene and maleic anhydride in toluene will react if heated, forming the copolymer upon addition of AIBN. Another example of a radical reaction that can be initiated by AIBN is the anti-Markovnikov hydrohalogenation of alkenes. AIBN has also been used as the radical initiator for Wohl–Ziegler bromination.

  9. Wohl–Ziegler bromination - Wikipedia

    en.wikipedia.org/wiki/Wohl–Ziegler_bromination

    Due to the high toxicity and ozone-depleting nature of carbon tetrachloride, trifluorotoluene has been proposed as an alternative solvent suitable for the Wohl-Ziegler bromination. [ 6 ] The corresponding chlorination reaction cannot generally be achieved with N- chlorosuccinimide, [ 7 ] although more specialized reagents have been developed ...