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The nitrogen center of pyridine features a basic lone pair of electrons. This lone pair does not overlap with the aromatic π-system ring, consequently pyridine is basic, having chemical properties similar to those of tertiary amines. Protonation gives pyridinium, C 5 H 5 NH +.The pK a of the conjugate acid (the pyridinium cation) is 5.25.
Basic aromatic compounds get protonated and form aromatic cations (e.g. pyridinium) under acidic conditions. Typical examples of basic aromatic rings are pyridine or quinoline. Several rings contain basic as well as non-basic nitrogen atoms, e.g. imidazole and purine.
One family of Cr(VI) reagents employs the complex CrO 3 (pyridine) 2. [3] Sarett's reagent: a solution of CrO 3 (pyridine) 2 in pyridine. It was popularized for selective oxidation of primary and secondary alcohols to carbonyl compounds. Collins reagent is a solution of the same CrO 3 (pyridine) 2 but in dichloromethane. The Ratcliffe variant ...
Examples of basic aromatic rings are pyridine or quinoline. Several rings contain basic as well as non-basic nitrogen atoms, e.g., imidazole and purine. In the non-basic rings, the lone pair of electrons of the nitrogen atom is delocalized and contributes to the aromatic pi-electron system. In these compounds, the nitrogen atom is connected to ...
Cr(VI)-pyridine and pyridinium reagents have the advantage that they are soluble in organic solvents as are the alcohol substrates. One family of reagents employs the complex CrO 3 (pyridine) 2. [2] Sarett's reagent: a solution of CrO 3 (pyridine) 2 in pyridine. It was popularized for selective oxidation of primary and secondary alcohols to ...
The term alcohol originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. The suffix -ol appears in the International Union of Pure and Applied Chemistry (IUPAC) chemical name of all substances where the hydroxyl group is the functional group with the ...
In organic chemistry, the aromatic alcohols or aryl-alcohols are a class of chemical compounds containing a hydroxyl group (−O H) bonded indirectly to an aromatic hydrocarbon group, [1] in contrast to the phenols, where the hydroxyl group is bonded directly to an aromatic carbon atom. [2] Aromatic alcohols are produced by the yeast Candida ...
This can also explain why phosphorus in phosphanes can't donate electron density to carbon through induction (i.e. +I effect) although it is less electronegative than carbon (2.19 vs 2.55, see electronegativity list) and why hydroiodic acid (pKa = -10) being much more acidic than hydrofluoric acid (pKa = 3).