Planar chromatography in studies of the hydrophobic properties of some new herbicides

Janicka, Małgorzata; Ościk‐Mendyk, B.; Tarasiuk, Bogdan

doi:10.1556/jpc.17.2004.3.6

Cited by 16 publications

(4 citation statements)

References 12 publications

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“…[1,2] Numerous research papers that have been published during the last years confirmed that the lipophilicity has significant impact on toxicity of organic compounds including pesticides and also on their bioaccumulation. [3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19] The relationship between bioaccumulation coefficient (K d ) of these compounds and partition coefficient (designated, e.g., as K ow or logP) determined by the use of proper method (theoretical or experimental) shows that described lipophilicity may correlate with bioaccumulation profile of pesticides according to Eq. (1):…”

Section: Introductionmentioning

confidence: 99%

“…Recent review of literature indicates that many researchers have successfully applied the reversed phase thin-layer chromatography (RP-TLC and RP-HPTLC) in lipophilicity studies of various organic compounds with herbicidal activity. Application of RP-TLC and RP-HPTLC in lipophilicity investigations of some newly synthesized herbicides (e.g., s-triazines) and also derivatives of N-aryltrichloroacetamides was widely reported by Janicka et al [6,[13][14][15][16][17][18] For the determination of lipophilic properties of these compounds, a new method based on O scik's equation and also different theoretical programs were used. [6,11] As the lipophilicity is an important physicochemical factor that determines both properties of pesticides: bioaccumulation and effect of toxicity on plants and animals, the investigations concerning the lipophilic properties and also searching of new and precise estimation of this descriptor are now underway by many researches.…”

Section: Introductionmentioning

confidence: 99%

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Application of various methods to determine the lipophilicity parameters of the selected urea pesticides as predictors of their bioaccumulation

Dołowy

Miszczyk

Pyka

2014

Journal of Environmental Science and Health, Part B

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Different lipophilicity procedures including a newly developed (based on Ościk's equation) was applied in order to compare various urea pesticides with herbicidal and also insecticidal activity, such as monolinuron, chlorotoluron, diuron, isoproturon, linuron, dimefuron, diflubenzuron, teflubenzuron and lufenuron. Lipophilicity parameters (RMWS and RMW0) of nine examined pesticides were determined on the chromatographic plates RP-8F254 with the use of methanol-water as a mobile phase. Similarity analysis enabled to group all examined pesticides depending on their lipophilic character and allowed to perform a more objective comparison of different lipophilicity parameters obtained for investigated compounds by means of thin-layer chromatography and by the use of computational methods. It was stated that with the number of fluorine in examined pesticides, the lipophilic character of insecticides and also their tendency to bioaccumulation in the living systems increases noticeably. The results of this work confirmed that a new procedure for determining the lipophilicity parameter (RMW0) by Ościk's equation could be a suitable tool in the prediction of pesticide bioaccumulation in living system and may be used as an indicator in design of new urea pesticides, which will be safe for humans and the environment.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Application of various methods to determine the lipophilicity parameters of the selected urea pesticides as predictors of their bioaccumulation

Dołowy

Miszczyk

Pyka

2014

Journal of Environmental Science and Health, Part B

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“…In the Department of Organic Chemistry of M. C. Skłodowska University investigation has been carried out for many years in order to look for some new organic compounds of potential biological activity [5][6][7][8][9][10][11][12]. Lately, it has concentrated on the research related to the synthesis of chloro-, and (or) fluoroanilides derivatives of 2,4,5-and 2,4,6-trichlorophenoxyacetic acids.…”

Section: Introductionmentioning

confidence: 99%

Syntheses, structures and properties of halogenanilides derivatives of trichlorophenoxyacetic acids

Tarasiuk¹

2010

Annales UMCS, Chemistry

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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.

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“…[12][13][14][15][16] However, the log k w values determined by these methods differ in dependence on the type of extrapolation function, the concentration range of the organic modifier for which chromatographic measurements were made, and the type of organic modifier. One of the alternative calculation methods of this parameter is the numerical method [17][18][19][20] based on the linear form of the Ościk's equation, [21] which was also used in this study.…”

Section: Introductionmentioning

confidence: 99%

The Effect of the Chain Length of Bonded Phase on Retention of Aromatic Solutes in Rp Lc With Pure Water as Mobile Phase

Kwietniewski

2010

Journal of Liquid Chromatography & Related Technologies

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& Retention factors (log k w ) in pure water were calculated for a homologous series of alkylbenzenes, PAHs, and aromatic monosubstituted derivatives for column C18, C8, and C4, using the numerical method based on the linear form of the Os´cik's equation, which were correlated with the log k w values determined by the linear extrapolation method from the log k dependence on methanol volume fraction in binary eluent. The chromatographic parameters (log k w ), being the hydrophobicity measure, were compared with the experimental partition coefficients in n-octanol=water system (log P). The author examined the contribution of the substituents (ÀCH 2 À, ÀOH, ÀCl, ÀNO 2 , and ÀCHO) in the substance retention in pure water for columns of different hydrocarbon chain length of the bonded phase. Moreover, the transfer thermodynamics of the particular functional groups from water to the stationary phase, as well as the influence of the kind of the stationary phase on the thermodynamics of this process were studied. For this purpose the standard free enthalpy (DG o ) of the functional groups transfer from water to the stationary phase and from the gas to stationary one was calculated.

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Planar chromatography in studies of the hydrophobic properties of some new herbicides

Cited by 16 publications

References 12 publications

Application of various methods to determine the lipophilicity parameters of the selected urea pesticides as predictors of their bioaccumulation

Application of various methods to determine the lipophilicity parameters of the selected urea pesticides as predictors of their bioaccumulation

Syntheses, structures and properties of halogenanilides derivatives of trichlorophenoxyacetic acids

The Effect of the Chain Length of Bonded Phase on Retention of Aromatic Solutes in Rp Lc With Pure Water as Mobile Phase

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