CAS 1822-51-1: 4-Picolyl chloride hydrochloride

4-Chloromethylpyridine HCl is a synthetic compound that has been shown to be an efficient catalyst for the reduction of trifluoroacetic acid to acetic acid. It is used in a number of organic syntheses, including the conversion of chloroform to dichloroethane and the synthesis of acetaminophen. The reaction solution contains hydrogen chloride and metal ions such as aluminum or magnesium. 4-Chloromethylpyridine HCl reacts with these metal ions to form complexes, which are then reduced by hydrogen gas. The crystal structures of these complexes have been determined using x-ray crystallography and optical properties were studied using microscopy studies.br>br> The protonated form of 4-chloromethylpyridine HCl is acidic in nature, with a pK = 3.2 at 25°C. The chloride anion can bind to the metal ion forming a complex, which can then

4-(Chloromethyl)pyridine hydrochloride

It finds its application as a reagent for protection of carboxyl termini of peptides as 4-picolyl esters, providing a polar 'handle' which aids in separation and purification of the peptide. The group can be introduced in the presence of a base, e.g. tetramethylguanidine, is stable to acid-catalyzed removal of Cbz protecting group and can be removed by base, Na in liquid ammonia or catalytic hydrogenolysis. It is also applied in conjunction with Amberlyst™15 resin in peptide synthesis. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.