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In esterifications and acylations, pyridine activates the carboxylic acid chlorides and anhydrides. Even more active in these reactions are the derivatives 4-dimethylaminopyridine (DMAP) and 4-(1-pyrrolidinyl) pyridine. Pyridine is also used as a base in some condensation reactions. [114] Elimination reaction with pyridine to form pyridinium
It is the conjugate acid of pyridine. Many related cations are known involving substituted pyridines, e.g. picolines, lutidines, collidines. 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.
Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...
[9] [10] [11] Both of them obtained piperidine by reacting piperine with nitric acid. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst: [12] C 5 H 5 N + 3 H 2 → C 5 H 10 NH. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol. [13]
First, DMAP and acetic anhydride react in a pre-equilibrium reaction to form an ion pair of acetate and the acetylpyridinium ion. In the second step the alcohol adds to the acetylpyridinium, and elimination of pyridine forms an ester. Here the acetate acts as a base to remove the proton from the alcohol as it nucleophilically adds to the ...
A workup step with acid is included to ensure formation of 2-aminopyridine. Reaction progress can be measured by the formation of hydrogen gas and red color from σ-adduct formation. [3] Sodium amide is a handy reagent for the Chichibabin reaction but handling it can be dangerous and caution is advised. [4] σ-adduct (Meisenheimer adduct) formation
The water molecule is amphoteric in aqueous solution. It can either gain a proton to form a hydronium ion H 3 O +, or else lose a proton to form a hydroxide ion OH −. [7] Another possibility is the molecular autoionization reaction between two water molecules, in which one water molecule acts as an acid and another as a base.
Many simple aromatic rings have trivial names. They are usually found as substructures of more complex molecules ("substituted aromatics"). Typical simple aromatic compounds are benzene, indole, and pyridine. [1] [2] Simple aromatic rings can be heterocyclic if they contain non-carbon ring atoms, for example, oxygen, nitrogen, or sulfur.