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  2. Chlorine - Wikipedia

    en.wikipedia.org/wiki/Chlorine

    As another difference, chlorine has a significant chemistry in positive oxidation states while fluorine does not. Chlorination often leads to higher oxidation states than bromination or iodination but lower oxidation states than fluorination. Chlorine tends to react with compounds including M–M, M–H, or M–C bonds to form M–Cl bonds. [40]

  3. Free-radical halogenation - Wikipedia

    en.wikipedia.org/wiki/Free-radical_halogenation

    The relative rates at which different halogens react vary considerably: [citation needed] fluorine (108) > chlorine (1) > bromine (7 × 10 −11) > iodine (2 × 10 −22).. Radical fluorination with the pure element is difficult to control and highly exothermic; care must be taken to prevent an explosion or a runaway reaction.

  4. Halogenation - Wikipedia

    en.wikipedia.org/wiki/Halogenation

    Commonly, fluorination reagents are employed instead of F 2. Such reagents include cobalt trifluoride, chlorine trifluoride, and iodine pentafluoride. [4] The method electrochemical fluorination is used commercially for the production of perfluorinated compounds. It generates small amounts of elemental fluorine in situ from hydrogen fluoride ...

  5. Chloryl fluoride - Wikipedia

    en.wikipedia.org/wiki/Chloryl_fluoride

    ClO 2 F was first reported by Schmitz and Schumacher in 1942, who prepared it by the fluorination of ClO 2. [2] The compound is more conveniently prepared by reaction of sodium chlorate and chlorine trifluoride [3] and purified by vacuum fractionation, i.e. selectively condensing this species separately from other products. This species is a ...

  6. Chlorine oxide - Wikipedia

    en.wikipedia.org/wiki/Chlorine_oxide

    Chlorine and oxygen can bond in a number of ways: chlorine monoxide radical, ClO•, chlorine (II) oxide radical; chloroperoxyl radical, ClOO•, chlorine (II) peroxide radical; chlorine dioxide, ClO 2, chlorine (IV) oxide; chlorine trioxide radical, ClO 3 •, chlorine (VI) oxide radical; chlorine tetroxide radical, ClO 4 •, chlorine (VII ...

  7. Electrophilic halogenation - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_halogenation

    Therefore, they are generated by adding iron filings to bromine or chlorine. 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).

  8. Fluorine compounds - Wikipedia

    en.wikipedia.org/wiki/Fluorine_compounds

    Several elements show their highest oxidation state only in a few compounds, one of which is the fluoride; and some elements' highest known oxidation state is seen exclusively in a fluoride. For groups 1–5, 13–16 (except nitrogen), the highest oxidation states of oxides and fluorides are always equal. Differences are only seen in chromium ...

  9. Organofluorine chemistry - Wikipedia

    en.wikipedia.org/wiki/Organofluorine_chemistry

    Organofluorine compounds are prepared by numerous routes, depending on the degree and regiochemistry of fluorination sought and the nature of the precursors. The direct fluorination of hydrocarbons with F 2, often diluted with N 2, is useful for highly fluorinated compounds: R 3 CH + F 2 → R 3 CF + HF