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  2. Phosphoryl chloride - Wikipedia

    en.wikipedia.org/wiki/Phosphoryl_chloride

    The reaction of phosphorus pentachloride (PCl 5) with phosphorus pentoxide (P 4 O 10). 6 PCl 5 + P 4 O 10 → 10 POCl 3. The reaction can be simplified by chlorinating a mixture of PCl 3 and P 4 O 10, generating the PCl 5 in situ. The reaction of phosphorus pentachloride with boric acid or oxalic acid: [12] 3 PCl 5 + 2 B(OH) 3 → 3 POCl 3 + B ...

  3. Phosphorus trichloride - Wikipedia

    en.wikipedia.org/wiki/Phosphorus_trichloride

    Phosphorus trichloride is an inorganic compound with the chemical formula PCl 3. A colorless liquid when pure, it is an important industrial chemical, being used for the manufacture of phosphites and other organophosphorus compounds. It is toxic and reacts readily with water to release hydrogen chloride.

  4. Vilsmeier–Haack reaction - Wikipedia

    en.wikipedia.org/wiki/Vilsmeier–Haack_reaction

    The reaction of a substituted amide with phosphorus oxychloride gives a substituted chloroiminium ion (2), also called the Vilsmeier reagent. The initial product is an iminium ion (4b), which is hydrolyzed to the corresponding ketone or aldehyde during workup. [7] The Vilsmeier–Haack reaction

  5. Nucleophilic aromatic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_aromatic...

    One classic reaction is the Chichibabin reaction (Aleksei Chichibabin, 1914) in which pyridine is reacted with an alkali-metal amide such as sodium amide to form 2-aminopyridine. [ 6 ] In the compound methyl 3-nitropyridine-4-carboxylate, the meta nitro group is actually displaced by fluorine with cesium fluoride in DMSO at 120 °C.

  6. Vilsmeier reagent - Wikipedia

    en.wikipedia.org/wiki/Vilsmeier_reagent

    Vilsmeier reagent is the active intermediate in the formylation reactions, the Vilsmeier reaction or Vilsmeier-Haack reaction that use mixtures of dimethylformamide and phosphorus oxychloride to generate the Vilsmeier reagent, which in turn attacks a nucleophilic substrate and eventually hydrolyzes to give formyl.

  7. Pyridinium - Wikipedia

    en.wikipedia.org/wiki/Pyridinium

    They are prepared by treating pyridine with acids. [3] As pyridine is often used as an organic base in chemical reactions, pyridinium salts are produced in many acid-base reactions. Its salts are often insoluble in the organic solvent, so precipitation of the pyridinium leaving group complex is an indication of the progress of the reaction.

  8. 2-Chloropyridine - Wikipedia

    en.wikipedia.org/wiki/2-Chloropyridine

    Although pyridine is an excellent source of carbon, nitrogen, and energy for certain microorganisms, introduction of a halogen moiety significantly retards degradation of the pyridine ring. With the exception of 4-chloropyridine, each of the mono- and di-substituted chloropyridines were found to be relatively resistant to microbiological ...

  9. Sarett oxidation - Wikipedia

    en.wikipedia.org/wiki/Sarett_oxidation

    The Sarett oxidation is an organic reaction that oxidizes primary and secondary alcohols to aldehydes and ketones, respectively, using chromium trioxide and pyridine.Unlike the similar Jones oxidation, the Sarett oxidation will not further oxidize primary alcohols to their carboxylic acid form, neither will it affect carbon-carbon double bonds. [1]