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Chemical formula. C 12 H 13 N O 3 S: Molar mass: ... Pyridinium p-toluenesulfonate (PPTS) is a colourless solid salt of pyridine and p-toluenesulfonic acid.
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. Pyridinium cations are aromatic, as determined through Hückel's rule. [4] They are isoelectronic with benzene.
The structures of pyridine and pyridinium are almost identical. [80] The pyridinium cation is isoelectronic with benzene. Pyridinium p-toluenesulfonate (PPTS) is an illustrative pyridinium salt; it is produced by treating pyridine with p-toluenesulfonic acid.
p-Toluenesulfonic acid (PTSA, pTSA, or pTsOH) or tosylic acid (TsOH) is an organic compound with the formula CH 3 C 6 H 4 SO 3 H. It is a white extremely hygroscopic solid that is soluble in water, alcohols, and other polar organic solvents. [6] The CH 3 C 6 H 4 SO 2 group is known as the tosyl group and is often abbreviated as Ts or Tos.
4-Methylpyridine is the organic compound with the formula CH 3 C 5 H 4 N. It is one of the three isomers of methylpyridine. This pungent liquid is a building block for the synthesis of other heterocyclic compounds. Its conjugate acid, the 4-methylpyridinium ion, has a pK a of 5.98, about 0.7 units above that of pyridine itself. [1]
The second family of reagents are salts, featuring the pyridinium cation (C 5 H 5 NH +). pyridinium dichromate (PDC) is the pyridium salt of dichromate, [Cr 2 O 7] 2-. pyridinium chlorochromate (PCC) is the pyridinium salt of [CrO 3 Cl] −. These salts are less reactive, more easily handled, and more selective than Collins reagent in ...
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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. Hence they are stronger acids than ...