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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. 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

  4. 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.

  5. Phosphorus pentachloride - Wikipedia

    en.wikipedia.org/wiki/Phosphorus_pentachloride

    This reaction is used to produce around 10,000 tonnes of PCl 5 per year (as of 2000). [6] PCl 3 + Cl 2 ⇌ PCl 5 (ΔH = −124 kJ/mol) PCl 5 exists in equilibrium with PCl 3 and chlorine, and at 180 °C the degree of dissociation is about 40%. [6] Because of this equilibrium, samples of PCl 5 often contain chlorine, which imparts a greenish ...

  6. 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 ...

  7. 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. [7]

  8. 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]

  9. Oxidation with chromium(VI) complexes - Wikipedia

    en.wikipedia.org/wiki/Oxidation_with_chromium(VI...

    Enones can be synthesized from tertiary allylic alcohols through the action of a variety of chromium(VI)-amine reagents, in a reaction known as the Babler oxidation. The reaction is driven by the formation of a more substituted double bond. (E)-Enones form in greater amounts than (Z) isomers because of chromium-mediated geometric isomerization ...