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  2. Thionyl chloride - Wikipedia

    en.wikipedia.org/wiki/Thionyl_chloride

    Thionyl chloride is an inorganic compound with the chemical formula SOCl 2.It is a moderately volatile, colourless liquid with an unpleasant acrid odour.Thionyl chloride is primarily used as a chlorinating reagent, with approximately 45,000 tonnes (50,000 short tons) per year being produced during the early 1990s, [5] but is occasionally also used as a solvent.

  3. SNi - Wikipedia

    en.wikipedia.org/wiki/SNi

    A typical representative organic reaction displaying this mechanism is the chlorination of alcohols with thionyl chloride, or the decomposition of alkyl chloroformates, the main feature is retention of stereochemical configuration. Some examples for this reaction were reported by Edward S. Lewis and Charles E. Boozer in 1952. [2]

  4. von Braun amide degradation - Wikipedia

    en.wikipedia.org/wiki/Von_Braun_amide_degradation

    The von Braun amide degradation is the chemical reaction of a monosubstituted amide with phosphorus pentachloride or thionyl chloride to give a nitrile and an organohalide. [1] It is named after Julius Jacob von Braun, who first reported the reaction. [2] [3] The von Braun amide degradation

  5. Beckmann rearrangement - Wikipedia

    en.wikipedia.org/wiki/Beckmann_rearrangement

    The Beckmann rearrangement is often catalyzed by acid; however, other reagents have been known to promote the rearrangement. These include tosyl chloride, thionyl chloride, phosphorus pentachloride, phosphorus pentoxide, triethylamine, sodium hydroxide, trimethylsilyl iodide among others. [3]

  6. Acyl chloride - Wikipedia

    en.wikipedia.org/wiki/Acyl_chloride

    General chemical structure of an acyl chloride. In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group −C(=O)Cl. Their formula is usually written R−COCl, where R is a side chain. They are reactive derivatives of carboxylic acids (R−C(=O)OH).

  7. Darzens halogenation - Wikipedia

    en.wikipedia.org/wiki/Darzens_halogenation

    Darzens halogenation is the chemical synthesis of alkyl halides from alcohols via the treatment upon reflux of a large excess of thionyl chloride or thionyl bromide (SOX 2) in the presence of a small amount of a nitrogen base, such as a tertiary amine or pyridine or its corresponding hydrochloride or hydrobromide salt.

  8. Pummerer rearrangement - Wikipedia

    en.wikipedia.org/wiki/Pummerer_rearrangement

    Thionyl chloride can be used in place of acetic anhydride to trigger the elimination for forming the electrophilic intermediate and supplying chloride as the nucleophile to give an α-chloro-thioether: [6] Example of the Pummerer rearrangement using thionyl chloride. Other anhydrides and acyl halides can give similar products. Inorganic acids ...

  9. 2,4,6-Trichlorobenzoyl chloride - Wikipedia

    en.wikipedia.org/.../2,4,6-Trichlorobenzoyl_chloride

    This produces 2,4,6-trichlorobenzoic acid, which can then be refluxed in thionyl chloride to form 2,4,6-trichlorobenzoyl chloride. [4] Since 2,4,6-trichlorobenzoic acid is produced as a by product of the Yamaguchi esterification process, it can be refluxed again to recreate 2,4,6-trichlorobenzoyl chloride.