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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.
One of the name reactions involving free radicals is the Minisci reaction. It can produce 2-tert-butylpyridine upon reacting pyridine with pivalic acid, silver nitrate and ammonium in sulfuric acid with a yield of 97%. [84]
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.
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 ...
In these conversions, chloride is displaced. [2] Pyrithione, the conjugate base of 2-mercaptopyridine-N-oxide, is a fungicide found in some shampoos. Oxidation 2-chloropyridine gives 2-chloropyridine-N-oxide. [5] The antihistamine pheniramine may be generated via the reaction of phenylacetonitrile with 2-chloropyridine in the presence of a base ...
The Rothemund reaction is a condensation/oxidation ... with various concentrations of hydrochloric acid ... 2 % formaldehyde and pyridine in ...
C 5 H 5 N + HCl + CrO 3 → [C 5 H 5 NH][CrO 3 Cl] In one alternative method, formation of toxic chromyl chloride (CrO 2 Cl 2) fumes during the making of the aforementioned solution were minimized by simply changing the order of addition: a cold solution of pyridine in concentrated hydrochloric acid was added to solid chromium trioxide under ...
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 ...