2-methylanisole

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 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:

Adsorption coefficient of test chemical 2-Methylanisole (578-58-5) was determined by using HPLC method.

GLP compliance:

no

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Radiolabelling:

no

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

Key result

Sample No.:

#1

Type:

log Koc

Value:

3.01 dimensionless

Temp.:

25 °C

Remarks on result:

other: other details not specified

Details on results (HPLC method):

The Adsorption coefficient (KOC) on soil and on sewage sludge of the test chemical 2-Methylanisole (578-58-5) was determined to be 3.010 ± 0.001 at 25°C.

Transformation products:

not specified

Tables 1:

Reference	substance	Log	Koc	Rt1	Rt2	Rt3	Mean
Urea	NA	0.887	0.887	0.888	0.887±0.001	0	0
Acetanilide	1.25	1.265	1.267	NA	1.266±0.001	0.4273	-0.3693
4-chloroaniline	1.96	2.012	2.021	NA	2.0165±0.006	1.2734	0.105
4-methylaniline(p-Tolouidine)	1.9	1.755	1.748	NA	1.7515±0.005	0.9746	-0.0112
N-methylaniline	2.28	2.303	2.294	NA	2.2985±0.006	1.5913	0.2018
p-toluamide	1.78	1.18	1.182	NA	1.181±0.001	0.3315	-0.4796
Aniline	2.07	1.513	1.495	NA	1.504±0.013	0.6956	-0.1576
2,5-Dichloroaniline	2.58	3.548	3.574	NA	3.561±0.018	3.0147	0.4792
4-nitrophenol	2.46	1.559	1.56	NA	1.5595±0.001	0.7582	-0.1202
2-nitrophenol	2.47	2.213	2.224	NA	2.2185±0.008	1.5011	0.1764
2-nitrobenzamide	1.45	1.091	1.094	NA	1.0925±0.002	0.2317	-0.6351
3-nitrobenzamide	1.95	1.159	1.158	NA	1.1585±0.001	0.3061	-0.5142
Nitrobenzene	2.35	2.426	2.429	NA	2.4275±0.002	1.7368	0.2397
4-Nitrobenzamide	1.93	1.161	1.159	NA	1.16±0.001	0.3078	-0.5118
1-naphthylamine	3.51	2.389	2.393	NA	2.391±0.003	1.6956	0.2293
1-naphthol	3.3	2.41	2.403	NA	2.4065±0.005	1.7131	0.2338
DirectRed81	3.43	0.827	0.818	NA	0.8225±0.006	-0.0727	1.139
Benzoicacidmethylester	1.8	2.585	2.61	NA	2.5975±0.018	0.1917	-0.7175
Carbendazim	2.35	1.193	1.193	NA	1.193±0.000	0.345	-0.4622
Benzoicacidphenylester	2.87	6.57	6.642	NA	6.606±0.051	6.4476	0.8094
Xylene	2.58	6.241	6.232	NA	6.2365±0.006	6.031	0.7804
Ethylbenzene	2.649	6.359	6.355	NA	6.357±0.003	6.1669	0.7901
Toluene	2.369	4.378	4.382	NA	4.38±0.003	3.938	0.5953
Naphthalene	2.75	6.127	6.218	NA	6.1725±0.064	5.9589	0.7752
1,2,3-trichlorobenzene	3.16	9.519	9.541	NA	9.53±0.016	9.7441	0.9887
Pentachlorophenol	3.695	8.282	8.259	NA	8.2705±0.016	8.3241	0.9203
Phenol	1.32	1.455	1.455	NA	1.455±0.000	0.6404	-0.1936
N,Ndimethylbenzamide	1.52	1.287	1.288	NA	1.2875±0.001	0.4515	-0.3453
3,5-dinitrobenzamide	2.31	1.308	1.311	NA	1.3095±0.002	0.4763	-0.3221
N-methylbenzamide	1.3	1.175	1.174	NA	1.1745±0.001	0.3241	-0.4893
Benzamide	1.26	1.092	1.092	NA	1.092±0.000	0.2311	-0.6362
phenanthrene	4.09	11.996	11.779	NA	11.8875±0.153	12.4019	1.0935

 

 Table 2:

Test substance 2-methylanisole		K	Log k	Log Koc by Generalized Calibration Graph	Mean of Log Koc ± S.D.
Rt1	4.602	4.188	0.622	3.010	3.010 ± 0.001
Rt2	4.610	4.197	0.623	3.011

Validity criteria fulfilled:

yes

Conclusions:

The Adsorption Coefficient of test substance 2-Methylanisole (578-58-5) was determined as per the HPLC method (OECD Guideline-121). The Log Koc value was determined to be 3.010 ± 0.001 at 25°C. Thus based on the result it is concluded that the test substance 2-Methylanisole (578-58-5) has a moderate sorption to soil and sediment and therefore has slow migration potential to ground water.

Executive summary:

The adsorption coefficient Koc in soil and in sewage sludge of test chemical 2-Methylanisole (578-58-5) 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 pipetting 4 microlitre of test item and diluted with Acetonitrile upto 10 ml. Thus, the test solution concentration was 394 mg/l.(calculated according to its density). The pH of test substance was 6.9.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 Acetanilide,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-naphthol, 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 were chosen having Koc value range from 1.25 to 5.63.The Log Koc value of test chemical was determined to be 3.010 ± 0.001 dimensionless at 25°C.This log Koc value indicates that the substance 2-Methylanisole (578-58-5) has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

Description of key information

The Adsorption Coefficient of test substance 2-Methylanisole (578-58-5) was determined as per the HPLC method (OECD Guideline-121). The Log Koc value was determined to be 3.010 ± 0.001 at 25°C. Thus based on the result it is concluded that the test substance 2-Methylanisole (578-58-5) has a moderate sorption to soil and sediment and therefore has slow migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

1 023.29

Additional information

Experimental and Predicted data for target chemical 2-methylanisole (CAS No. 578-58-5) were reviewed for adsorption endpoint and their results were summarized below.

In an experimental study report,the adsorption coefficient Koc in soil and in sewage sludge of test chemical 2-Methylanisole (578-58-5) 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 pipetting 4 microlitre of test item and diluted with Acetonitrile upto 10 ml. Thus, the test solution concentration was 394 mg/l.(calculated according to its density). The pH of test substance was 6.9.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 Acetanilide,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-naphthol, 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 were chosen having Koc value range from 1.25 to 5.63.The Log Koc value of test chemical was determined to be 3.010 ± 0.001 dimensionless at 25°C.This log Koc value indicates that the substance 2-Methylanisole (578-58-5) has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

In a prediction done by using EPI suite (Estimation Program Interface, 2017) KOCWIN Program (v2.00) The Soil Adsorption Coefficient i.e. Koc value of test chemical 2-methylanisole (CAS No. 578-58-5) estimated as 152.9 L/kg (log Koc= 2.1844) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical 2-methylanisole has low sorption to soil and therefore have moderate migration potential to ground water.

Another prediction done by using Adsorption Coefficient module (v12.1.0.50374) program of Advanced chemistry development /I-lab predictive module the Soil Adsorption Coefficient i.e. Koc value of test substance 2-methylanisole (CAS no. 578-58 5) estimated was Koc 614 dimensionless (log Koc= 2.7881). This log Koc value indicates that the test substance 2-methylanisole has a moderate sorption to soil and therefore have slow migration potential to groundwater.

Next prediction done by using Sci Finder database of American Chemical Society (ACS, 2017) the soil adsorption co-efficient i.e., Koc value of test chemical 2-methylanisole (CAS no. 578 -58 -5) was estimated to be 697 (log Koc =2.8432) at pH 1-10 at temperature 25 deg.C. This Koc value at entire range of pH condition indicates that the substance 2-methylanisole has moderate sorption to soil and sediment therefore have slow migration potential to ground water.

Another prediction done by using Chemspider-ACD/Phy chem suite Royal Society of Chemistry the soil adsorption co-efficient i.e., Koc value of test substance 2-methylanisole (CAS no. 578-58-5) was estimated to be 701.89 dimensionless (log Koc= 2.8462) at pH 5.5 and 7.4 and temperature 25 deg.C This Koc value at different pH indicates that the chemical 2-methylanisole has moderate sorption to soil and sediments and therefore slow migration potential to ground water.

On the basis of above results for target chemical 2-methylanisole (CAS No. 578-58-5) (from experimental study, EPI suite, ACD lab, SciFinder, and Chemspider 2017), it can be concluded that the test substance 2-methylanisole log Koc ranges from 2.1844 to 3.010± 0.001 indicating that the test chemical 2-methylanisole has low to moderate sorption to soil and sediment and therefore have slow to moderate migration potential to groundwater.