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  2. Pyridine - Wikipedia

    en.wikipedia.org/wiki/Pyridine

    Pyridine is also the starting compound for the preparation of pyrithione-based fungicides. [24] Cetylpyridinium and laurylpyridinium, which can be produced from pyridine with a Zincke reaction, are used as antiseptic in oral and dental care products. [62] Pyridine is easily attacked by alkylating agents to give N-alkylpyridinium

  3. Electrophilic aromatic substitution - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    Compared to benzene, the rate of electrophilic substitution on pyridine is much slower, due to the higher electronegativity of the nitrogen atom. Additionally, the nitrogen in pyridine easily gets a positive charge either by protonation (from nitration or sulfonation) or Lewis acids (such as AlCl 3) used to catalyze the reaction. This makes the ...

  4. Pyridine-N-oxide - Wikipedia

    en.wikipedia.org/wiki/Pyridine-N-oxide

    Pyridine-N-oxide is the heterocyclic compound with the formula C 5 H 5 NO. This colourless, hygroscopic solid is the product of the oxidation of pyridine. It was originally prepared using peroxyacids as the oxidising agent. The compound is used infrequently as an oxidizing reagent in organic synthesis. [1]

  5. Chichibabin reaction - Wikipedia

    en.wikipedia.org/wiki/Chichibabin_reaction

    The direct amination of pyridine with sodium amide can take place in liquid ammonia or an aprotic solvent such as xylene is commonly used. Following the addition elimination mechanism first a nucleophilic NH 2 − is added while a hydride (H −) is leaving. The reaction formally is a nucleophilic substitution of hydrogen S N H.

  6. Electrophilic aromatic directing groups - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    The inductive and resonance properties compete with each other but the resonance effect dominates for purposes of directing the sites of reactivity. For nitration, for example, fluorine directs strongly to the para position because the ortho position is inductively deactivated (86% para, 13% ortho, 0.6% meta).

  7. Transition metal complexes of pyridine-N-oxides - Wikipedia

    en.wikipedia.org/wiki/Transition_metal_complexes...

    Pyridine-N-oxides bind to metals through the oxygen. According to X-ray crystallography, the M-O-N angle is approximately 130° in many of these complexes. As reflected by the pKa of 0.79 for C 5 H 5 NOH +, pyridine N-oxides are weakly basic ligands. Their complexes are generally high spin, hence they are kinetically labile.

  8. Kröhnke pyridine synthesis - Wikipedia

    en.wikipedia.org/wiki/Kröhnke_pyridine_synthesis

    Kröhnke condensation of enamino nitrile 20 with enone 21 yielded fused pyridine 22. Figure 5. The mechanism of this Kröhnke-type reaction likely proceeds via a vinylogous cyanamide 23 which undergoes elimination of hydrocyanic acid, deprotonation to form enamine 24 and cyclization to form intermediate 25, which is then dehydrated to form the ...

  9. Transition metal pyridine complexes - Wikipedia

    en.wikipedia.org/wiki/Transition_metal_pyridine...

    Transition metal pyridine complexes encompass many coordination complexes that contain pyridine as a ligand. Most examples are mixed-ligand complexes. Most examples are mixed-ligand complexes. Many variants of pyridine are also known to coordinate to metal ions, such as the methylpyridines, quinolines, and more complex rings.