Synthesis of quaternary salts of ammonia having oxime moiety and their plant growth regulating activity on Oryza sativa

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Date
2009
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Punjab Agricultural University, Ludhiana
Abstract
Quaternary salts of ammonia are a type of organic compounds in which the molecular structure includes a central nitrogen atom joined to four organic groups to provide a cationic site and a negatively charged acid radical to form an anionic site. These compounds have found their application as disinfectants, surfactants, fabric softeners, detergents, anti-electrostatics, pharmaceuticals and plant growth retardants etc. In the present studies tertiary amines required for the synthesis of quaternary ammonium salts were prepared from different arylaldehydes (4-Cl, 3-NO2, 2-Cl and 4-CH3) and arylketones (acetophenone and benzophenone) through the formation of their oximes. The oximes prepared from various aldehydes by their reaction with hydroxylamine hydrochloride in the presence of NaOH using ethanol as solvent were reacted with epichlorohydrin and K2CO3 to get the corresponding epoxy compounds. The epoxides thus procured were cleaved with secondary amines viz. diethylamine and piperidine to get the desired hydroxy tertiary amines. The structures of these amines were established by IR and NMR spectroscopy. Quaternization of these tertiary amines was done with 1,2-dibromoethane and 1,4-dibromobutane to get the bis-quaternary ammonium salts. These salts were then tested as plant growth regulators on Oryza sativa, under laboratory conditions at 28±2ºC. All the compounds showed plant growth retarding effect.
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