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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. Oxalyl chloride - Wikipedia

    en.wikipedia.org/wiki/Oxalyl_chloride

    Oxalyl chloride is an organic chemical compound with the formula Cl−C(=O)−C(=O)−Cl. This colorless, sharp-smelling liquid, the di acyl chloride of oxalic acid , is a useful reagent in organic synthesis .

  5. 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.

  6. Thionyl group - Wikipedia

    en.wikipedia.org/wiki/Thionyl_group

    It occurs in compounds such as thionyl fluoride, SOF 2. Thionyl chloride, SOCl 2, is a common reagent used in organic synthesis to convert carboxylic acids to acyl chlorides. In organic chemistry, the thionyl group is known as a sulfoxide group or sulfinyl group, and has the general structure RS(=O

  7. Sulfonyl halide - Wikipedia

    en.wikipedia.org/wiki/Sulfonyl_halide

    In chemistry, a sulfonyl halide consists of a sulfonyl (>S(=O) 2) group singly bonded to a halogen atom. They have the general formula RSO 2 X, where X is a halogen.The stability of sulfonyl halides decreases in the order fluorides > chlorides > bromides > iodides, all four types being well known.

  8. Dimethyl sulfite - Wikipedia

    en.wikipedia.org/wiki/Dimethyl_sulfite

    Dimethyl sulfite is prepared from a 1:2 ratio of thionyl chloride and methanol. [4] The reaction can be catalyzed by tertiary amine bases and likely proceeds via the chlorosulfinate (MeOS(O)Cl), [5] this intermediate will exist only fleetingly in the presence of methanol and as such its decomposition to methyl chloride and sulfur dioxide (via the slower SNi mechanism) is not observed to any ...

  9. Oxohalide - Wikipedia

    en.wikipedia.org/wiki/Oxohalide

    All are easily hydrolyzed. Indeed, thionyl chloride can be used as a dehydration agent as the water molecules are converted into gaseous products, leaving behind the anhydrous solid chloride. [11] MgCl 2 ·6H 2 O + 6 SOCl 2 → MgCl 2 + 6 SO 2 + 12 HCl. Selenium and tellurium form similar compounds and also the oxo-bridged species F 5 AOAF 5 (A ...