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Phosphoryl chloride (commonly called phosphorus oxychloride) is a colourless liquid with the formula P O Cl 3. It hydrolyses in moist air releasing phosphoric acid and fumes of hydrogen chloride . It is manufactured industrially on a large scale from phosphorus trichloride and oxygen or phosphorus pentoxide . [ 4 ]
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.
Pyridine is a basic heterocyclic organic compound with the chemical formula C 5 H 5 N. It is structurally related to benzene, with one methine group (=CH−) replaced by a nitrogen atom (=N−). It is a highly flammable, weakly alkaline, water-miscible liquid with a distinctive, unpleasant fish-like smell.
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.
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.
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
Containing a pyridinium ion, pyridinium chloride has a pK a of approximately 5, slightly more acidic than that of typical amines.This is due to the hybridization of the nitrogen: the nitrogen is sp 2 hybridized and more electronegative than those nitrogens in ammonium cations, which are sp 3 hybridized.
The Vilsmeier reagent is an organic compound with the formula [(CH 3) 2 NCHCl]Cl. It is a salt consisting of the N,N-dimethyliminium cation ([(CH 3) 2 N=CHCl] +) and chloride anion. Depending on the particular reaction, the anion can vary. In typical POCl 3-based reactions, the anion is PO 2 Cl 2 −.