Syntheses, structures and properties of halogenanilides derivatives of trichlorophenoxyacetic acids

Abstract

The results of the study on the syntheses and properties of halogenanilides derivatives of trichloro-phenoxyacetic acids are presented. Compounds were synthesized during the reaction of trichlorophenoxyacetic chlorides with halogenaniline and N,N-diethylaniline or trichlorophenoxyacetic acids with halogenanilines and phosphorus oxychloride. The chemical derivatives were isolated with high yield and identified on the basis of elemental analysis, FTIR, 1H NMR and 13C NMR spectroscopy as well. Their physico-chemical properties were examined, along with their fungicidal, insecticidal, acaricidal and herbicidal activity. It was found that the highest herbicidal activity characterizes the derivatives of 2,4,5-trichlorophenoxyacet-4-fluoroanilide, 2,4,5-trichlorophenoxyacet-4-chloro-3-(trifluoromethyl)anilide, 2,4,5-trichlorophenoxyacet-3-(trifluoromethyl)anilide and 2,4,5-trichlorophenoxyacet-4-chloro-3-fluoroanilide.

New powder diffraction data of some derivatives of N-alkyl (aryl)-2,4-dichlorophenoxyacetamide—New potential pesticides

“…The authors gratefully thank the International Centre for Diffraction Data for financial support ͑Grant Number 97-01 S. Pikus 2004/2005, 2005/2006, 2006/2007and Grant Number 04-08 E. Olszewska 2005/2006, 2006…”

“…In the Department of Organic Chemistry at Maria Curie Sklodowska University (Lublin, Poland), investigations have been carried out for many years in order to look for some new organic compounds of potential biological activity (Podkościelny et al , 1994; Tarasiuk and Podkościelny, 1995; Tarasiuk et al , 2000; Tarasiuk, 2007). Lately, it has concentrated on research related to the synthesis of N-alkyl (aryl)-amides derivatives of 2,4-dichlorophenoxyacetic acid.…”

New powder diffraction data of some N-derivatives of 4-chloro-3,5-dimethylphenoxyacetamide-potential pesticides

“…In the Department of Organic Chemistry at Maria Curie Sklodowska University (Lublin, Poland), investigations have been carried out for many years in order to search for new organic compounds of potential biological activity (Tarasiuk et al , 2000; Tarasiuk, 2007). Lately, it has concentrated on research related to the synthesis of N -fluorophenyl-pyridine-2-yl-amides and derivatives of 4-chloro-3,5-dimethylphenoxyacetic acid.…”

New powder diffraction data of some derivatives of N-(hydroxyalkyl)-4-chlorophenoxyacetamide—Potential pesticides

“…For example, in the chlorophenoxyacetic acid series, 4-chlorophenoxyacetic acid has the highest physiological activity. In the Department of Organic Chemistry at Maria Curie Sklodowska University (Lublin, Poland), investigations have been carried out for many years in order to look for new organic compounds of potential biological activity (Tarasiuk et al , 2000; Tarasiuk, 2007). Lately, it has concentrated on research related to the synthesis of N -hydroxyalkylamides derivatives of 4-chlorophenoxyacetic acid.…”