6060-51-1

Basic information

• Product Name: 3-[(E)-(hydroxyimino)methyl]-1-methylpyridinium
• CAS NO: 6060-51-1
• Molecular Formula: C₇H₉N₂O
• Molecular Weight: 137.1586
• Mol File: 6060-51-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-[(E)-(hydroxyimino)methyl]-1-methylpyridinium(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(E)-(hydroxyimino)methyl]-1-methylpyridinium(6060-51-1)
• EPA Substance Registry System: 3-[(E)-(hydroxyimino)methyl]-1-methylpyridinium(6060-51-1)

Safety Data

• Hazardous Substances Data: 6060-51-1(Hazardous Substances Data)

Upstream product

• 51892-16-1 nicotinaldehyde oxime 
• 74-88-4 methyl iodide 
• 1193-92-6 3-pyridinealdoxime 
• 500-22-1 3-pyridinecarboxaldehyde 

Downstream Products

• 93387-56-5 C₉H₁₁N₂O₂⁽¹⁺⁾*I^(1-) 
• 14609-74-6 p-nitrophenolate 

Relevant articles and documents

Hydrolysis of carboxylate and phosphate esters using monopyridinium oximes in cationic micellar media

The reactions of p-nitrophenyl acetate (PNPA) with a series of monopyridinium oximes, viz. 2-PAM (2-hydroxyiminomethyl-1-methylpyridinium iodide), 3-PAM (3-hydroxyiminomethyl-1-methylpyridinium iodide), and 4-PAM (4-hydroxyiminomethyl-1-methylpyridinium iodide) have been studied in the presence of cationic surfactants of same hydrophobic chain length (C 16) within the concentration range of 0.5-6.0 mM at pH 8.0 under the pseudo-first-order condition. The observed rate constant (kobs) increases with increasing surfactant concentration culminating into a maximum, and this has been analyzed in detail following the concepts of micellar catalysis. The structure-activity relationship of the investigated oximes has been discussed, and 2-PAM was found to be the most reactive among all the three investigated oximes for the cleavage of PNPA. Esterolytic decomposition of p-nitrophenyldiphenyl phosphate with oximate ions (-CH=NO-) was followed in cetyltrimethylammonium bromide micelles at pH 9.0, and 4-PAM was the most reactive oxime for the micellar hydrolysis of phosphate ester. The apparent acid dissociation constants (pKa) of the investigated oximes have been determined spectrophotometrically.

QUATERNARY HETEROARENIUM ALDOXIMES AS CATALYSTS FOR CLEAVAGE OF PHOSPHATE ESTERS

!-Methyl- (Ia - Id) and 1-dodecyl-2-, 3- and 4-hydroxyiminomethylpyridinium salts (Ie - Ih), as well as 1-methyl- (IIa) and 1-dodecyl-3-hydroxyiminomethylpyridazinium salts (IIb, IIc), were synthesized as catalysts for hydrolytic cleavage of organophosphates.The activities of the prepared catalysts were evaluated by measuring rate constants of hydrolysis of 4-nitrophenyl diphenyl phosphate (PNPDPP) under conditions of a pseudo-first-order reaction.The observed reactivity of pyridinium aldoximes Ia - Ih towards PNPDPP in neutral or slightly basic aqueous solutions (pH 7.2 and 7.8) depends on the acidity of the hydroxyimino group.The cleavage of PNPDPP is strongly accelerated in solutions of 1-dodecylhydroxyiminomethylpyridinium salts Ie - Ih above their critical micellar concentration (CMC).Considerable effect on the velocity of PNPDPP cleavage was observed when quaternary pyridinium aldoximes Ie - Ih were comicellized with inert cationic tenside hexadecyltrimethylammonium bromide (CTAB). 1-Dodecyl-3-hydroxyiminomethylpyridazinium salts IIb and IIc were unstabel in aqueous solutions under the above-mentioned conditions.