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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 Vilsmeier–Haack reaction (also called the Vilsmeier reaction) is the chemical reaction of a substituted formamide (1) with phosphorus oxychloride and an electron-rich arene (3) to produce an aryl aldehyde or ketone (5): RC(=O)NR ′ R″ + HArZ + POCl 3 + H 2 O → RC(=O)ArZ + NR ′ R″H + HCl + H 3 PO 4

  5. Pyridinium chlorochromate - Wikipedia

    en.wikipedia.org/wiki/Pyridinium_chlorochromate

    Pyridinium chlorochromate in a vial. Pyridinium chlorochromate (PCC) is a yellow-orange salt with the formula [C 5 H 5 NH] + [CrO 3 Cl] −.It is a reagent in organic synthesis used primarily for oxidation of alcohols to form carbonyls.

  6. 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.

  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. Collins reagent - Wikipedia

    en.wikipedia.org/wiki/Collins_reagent

    3 RCH 2 OH + 2 CrO 3 (pyridine) 2 → 3 RCHO + 3 H 2 O + Cr 2 O 3 + 4 pyridine. The reagent is typically used in a sixfold excess. Methylene chloride is the typical solvent, with the solubility of 12.5 g/100 ml. The application of this reagent to oxidations was discovered by G. I. Poos, G. E. Arth, R. E. Beyler and L.H. Sarett in 1953.

  9. Acyl chloride - Wikipedia

    en.wikipedia.org/wiki/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). A specific example of an acyl chloride is acetyl chloride, CH 3 COCl.