N,N,N-trimethylanilinium chloride

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Justification for type of information:

Experimental test result performed using standard OECD test guidelines

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Principles of method if other than guideline:

To determine Adsorption coefficient (KOC) on soil and on sewage sludge of the test chemical using HPLC.

GLP compliance:

no

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Radiolabelling:

not specified

Test temperature:

25°C

Details on study design: HPLC method:

HPLC Procedure:
The solutions of the test substance and reference substances were prepared in solvent mentioned in 4.3. Each of the reference substance and test substance were analysed by HPLC at 210 nm.
After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(table 3).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor.

Operating Conditions:
HPLC Model No. : Agilent Technologies,1260 Infinity
Flow Rate : 1.0ml/min
Column : ZORBAX Eclipse Plus C18, 4.6×100mm, 3.5 μm
Mobile phase : ACN : water (55:45)
Temperature : 25°C
Detector : Diode Array Detector @210nm
Injector : Autosampler
Injector volume : 10μl
Data Acquisition software : ChemStationOpen lab Control Panel

Analytical monitoring:

not specified

Details on sampling:

- Concentrations: 400 mg/l
- Sampling interval: A test item solution was prepared by accurately weighing 4 mg of test item and diluted ACN up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 7.3.

Key result

Sample No.:

#1

Type:

log Koc

Value:

0.857 dimensionless

pH:

7.3

Temp.:

25 °C

Remarks on result:

other: LogKow was reported to be 0.857 ± 0.006.

Details on results (HPLC method):

The Adsorption coefficient (KOC) on soil and on sewage sludge of test chemical was determined to be 0.857 ± 0.006 at 25°C

Transformation products:

not specified

Test substance		K	LogK	Log Koc by Generalized Calibration Graph	Mean of Log Koc ± S.D.
tR1	0.818	-0.078	-1.109	0.853	0.857±0.006
tR2	0.817	-0.079	-1.103	0.861

Validity criteria fulfilled:

yes

Conclusions:

The Adsorption Coefficient of test chemical was determined as per the HPLC method (OECD Guideline-121). The Log Koc value was determined to be 0.857 ± 0.006 at 25°C.

Executive summary:

The adsorption coefficient Koc in soil and in sewage sludge of test chemical was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals. The solutions of the test substance and reference substances were prepared in appropriate solvents. A test item solution was prepared by accurately weighing 4 mg of test item and diluted ACN up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 7.3. Each of the reference substance and test substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor. The reference substances were chosen according to estimated Koc range of the test substance and generalized calibration graph was prepared. The reference substances were 4-chloroaniline, 4-methylaniline(p-Tolouidine), N-methylaniline, p-toluamide, Aniline, 2,5- Dichloroaniline, 4-nitrophenol, 2 - nitrophenol, 2-nitrobenzamide, 3-nitrobenzamide, Nitrobenzene, 4 -Nitrobenzamide, 1-naphthylamine, 1-naphtol, Direct Red 81, Benzoic acid methylester, Carbendazim, Benzoic acid phenylester, Xylene, Ethylbenzene, Toluene, Naphthalene, 1,2,3-trichlorobenzene, Pentachlorophenol, Phenol, N,N-dimethylbenzamide, 3,5-dinitrobenzamide, N-methylbenzamide, Benzamide, phenanthrene, DDT, Acetanilide having Koc value ranging from 1.25 to 5.63. The Log Koc value of test chemical was determined to be 0.857 ± 0.006 at 25°C. This log Koc value indicates that the test chemical has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

Description of key information

The adsorption coefficient Koc in soil and in sewage sludge of test chemical was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals (Experimental study report, 2017). The solutions of the test substance and reference substances were prepared in appropriate solvents. A test item solution was prepared by accurately weighing 4 mg of test item and diluted ACN up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 7.3. Each of the reference substance and test substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor. The reference substances were chosen according to estimated Koc range of the test substance and generalized calibration graph was prepared. The reference substances were 4-chloroaniline, 4-methylaniline(p-Tolouidine), N-methylaniline, p-toluamide, Aniline, 2,5- Dichloroaniline, 4-nitrophenol, 2 - nitrophenol, 2-nitrobenzamide, 3-nitrobenzamide, Nitrobenzene, 4 -Nitrobenzamide, 1-naphthylamine, 1-naphtol, Direct Red 81, Benzoic acid methylester, Carbendazim, Benzoic acid phenylester, Xylene, Ethylbenzene, Toluene, Naphthalene, 1,2,3-trichlorobenzene, Pentachlorophenol, Phenol, N,N-dimethylbenzamide, 3,5-dinitrobenzamide, N-methylbenzamide, Benzamide, phenanthrene, DDT, Acetanilide having Koc value ranging from 1.25 to 5.63. The Log Koc value of test chemical was determined to be 0.857 ± 0.006 at 25°C. This log Koc value indicates that the test chemical has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

7.194

Additional information

Various experimental studies of the test chemical were reviewed for the adsorption end point which are summarized as below:

In an experimental key study from study report (2017), the adsorption coefficient Koc in soil and in sewage sludge of test chemical was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals. The solutions of the test substance and reference substances were prepared in appropriate solvents. A test item solution was prepared by accurately weighing 4 mg of test item and diluted ACN up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 7.3. Each of the reference substance and test substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor. The reference substances were chosen according to estimated Koc range of the test substance and generalized calibration graph was prepared. The reference substances were 4-chloroaniline, 4-methylaniline(p-Tolouidine), N-methylaniline, p-toluamide, Aniline, 2,5- Dichloroaniline, 4-nitrophenol, 2 - nitrophenol, 2-nitrobenzamide, 3-nitrobenzamide, Nitrobenzene, 4 -Nitrobenzamide, 1-naphthylamine, 1-naphtol, Direct Red 81, Benzoic acid methylester, Carbendazim, Benzoic acid phenylester, Xylene, Ethylbenzene, Toluene, Naphthalene, 1,2,3-trichlorobenzene, Pentachlorophenol, Phenol, N,N-dimethylbenzamide, 3,5-dinitrobenzamide, N-methylbenzamide, Benzamide, phenanthrene, DDT, Acetanilide having Koc value ranging from 1.25 to 5.63. The Log Koc value of test chemical was determined to be 0.857 ± 0.006 at 25°C. This log Koc value indicates that the test chemical has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

Another adsorption study was conducted for evaluating the adsorption capacity of test chemical onto sodium montmorillonite clay (Yasser El-Nahhal et. al., 2000). Test chemical Phenyltrimethyl ammonium chloride was obtained as chloride salts from Aldrich Chemical Co. Test chemical conc. used for the study were 0.3 to 6.0 M/kg, respectively. The clay used was sodium montmorillonite SWy-2 (Mont) obtained from the Source Clays Repository, Clay Minerals Society, Columbia, MO. For measuring the adsorption of the cation (test chemical), aliquots of an aqueous 0.01 M solution of the cation were added to 5 mL of a 1% clay mineral suspension. The final volume was brought to 50 mL with distilled water. The suspensions were equilibrated by continuous horizontal agitation for 48 h. The supernatants were separated by centrifugation at 15000g. The concentration of the organic cation at each filtrate was determined by measuring the optical density at 254 nm using a UV-vis spectrophotometer. In certain cases the measurements also employed a CHNSO analyser. The binding coefficients K and Ќ of the test chemical was determined. FTIR spectroscopy was used to examine the interaction of test chemical with the clay surfaces. The FTIR spectra were recorded at room temperature in the range of 4000-600/cm. Adsorption of test chemical was also measured in the presence of 50, 100 and 500 mM NaCl. Adsorption data were subjected to analysis of variance, and main effects and interactions were tested for significance using repeated measures ANOVA. Means of adsorption data were compared by linear regression analysis. Univariate comparisons of mean growth inhibition at different depths were performed by Tukey’s test (R ) 0.05).Although the adsorption coefficient (Koc) value of test chemical was not known. the results demonstrate that when the added amount of test chemical is up to about half of the CEC of montmorillonite, most of the added amount is adsorbed, whereas when the added amount is twice the CEC, the fraction adsorbed is less than half. When the added amount of test chemical is 5-fold of the CEC or above, the adsorbed amount exceeds the CEC.It can be deduced that its binding coefficient for adsorption on montmorillonite is at least several fold larger than those of the exchangeable cations. The binding coefficient of test chemical was determined to be1500/M and 300/M, respectively. Based on these, it indicates that the test chemical was adsorbed onto the sodium montmorillonite clay.

 

Although study from peer reviewed journal indicates that the adsorption of test chemical on sodium montmorillonite clay takes place, but as this study has been performed using artificial sodium montmorillonite clay; thus as per proceeding with the experimental study report result (in which study has been performed using natural soil/sewage sludge), it has been concluded that the test chemical has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

[LogKoc: 0.857]