Hydrogen [4-[4-(diethylamino)-5'-hydroxy-2',4'-disulphonatobenzhydrylidene]cyclohexa-2,5-dien-1-ylidene]diethylammonium, monosodium salt

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption

Remarks:

adsorption

Type of information:

calculation (if not (Q)SAR)

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

accepted calculation method

Justification for type of information:

Estimated data generated using the EPI Suite model developed by the USEPA.

Qualifier:

according to guideline

Guideline:

other: Modeling database

Principles of method if other than guideline:

Prediction done using KOCWIN Program (v2.00)

GLP compliance:

not specified

Type of method:

other: MCI Method

Media:

soil

Specific details on test material used for the study:

- Name of the test chemical: Sodium 4-{[4-(diethylamino)phenyl][4-(diethyliminio)-2,5-cyclohexadien-1-ylidene]methyl}-6-hydroxy-1,3-benzenedisulfonate- Common Name: Patent Blue V Sodium salt- Molecular Formula: C27H32N2O7S2.Na- Molecular Weight: 582.6709 g/mol- SMILES Notation: CCN(CC)C1=CC=C(C=C1)C(=C2C=CC(=[N+](CC)CC)C=C2)C3=CC(=C(C=C3S(=O)(=O)[O-])S(=O)(=O)[O-])O.[Na+]- InChI: 1S/C27H32N2O7S2.Na/c1-5-28(6-2)21-13-9-19(10-14-21)27(20-11-15-22(16-12-20)29(7-3)8-4)23-17-24(30)26(38(34,35)36)18-25(23)37(31,32)33;/h9-18H,5-8H2,1-4H3,(H2-,30,31,32,33,34,35,36);/q;+1/p-1- Substance Type: Organic- Physical State: Solid

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

0.106 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= -0.974 (estimated by MCI method)

Transformation products:

not specified

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of Sodium 4-{[4-(diethylamino)phenyl][4-(diethyliminio)-2,5-cyclohexadien-1-ylidene]methyl}-6-hydroxy-1,3-benzenedisulfonate was estimated to be 0.106 L/kg (log Koc= -0.974) by means of MCI method (at 25 deg C). This Koc value indicates that the substance Sodium 4-{[4-(diethylamino)phenyl][4-(diethyliminio)-2,5-cyclohexadien-1-ylidene]methyl}-6-hydroxy-1,3- benzenedisulfonate has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

Executive summary:

KOCWIN model of Estimation Programs Interface was used to predict the soil adsorption coefficient i.e Koc value of test chemical Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)- 2,5 -cyclohexadien-1 -ylidene]methyl}-6-hydroxy-1,3-benzenedisulfonate (CAS No. 20262 -76 -4). The soil adsorption coefficient i.e Koc value of Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)-2,5 -cyclohexadien-1 -ylidene]methyl}-6 -hydroxy-1,3 -benzenedisulfonate was estimated to be 0.106 L/kg (log Koc= -0.974) by means of MCI method (at 25 deg C). This Koc value indicates that the substance Sodium 4-{[4-(diethylamino)phenyl][4-(diethyliminio)-2,5-cyclohexadien-1-ylidene]methyl}-6-hydroxy-1,3- benzenedisulfonate has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

Description of key information

KOCWIN model of Estimation Programs Interface was used to predict the soil adsorption coefficient i.e Koc value of test chemical Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)- 2,5 -cyclohexadien-1 -ylidene]methyl}-6-hydroxy-1,3-benzenedisulfonate (CAS No. 20262 -76 -4). The soil adsorption coefficient i.e Koc value of Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)-2,5 -cyclohexadien-1 -ylidene]methyl}-6 -hydroxy-1,3 -benzenedisulfonate was estimated to be 0.106 L/kg (log Koc= -0.974) by means of MCI method (at 25 deg C). This Koc value indicates that the substance Sodium 4-{[4-(diethylamino)phenyl][4-(diethyliminio)-2,5-cyclohexadien-1-ylidene]methyl}-6-hydroxy-1,3- benzenedisulfonate 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:

0.106

Additional information

Predicted data for the target compound Sodium 4-{[4-(diethylamino)phenyl][4-(diethyliminio)-2,5-cyclohexadien-1-ylidene]methyl}-6-hydroxy-1,3-benzenedisulfonate (CAS No. 20262-76-4) and various supporting weight of evidence studies for its structurally similar read across substance were reviewed for the adsorption end point which are summarized as below:

 

In aprediction done using theKOCWIN Programof Estimation Programs Interface was used to predict the soil adsorption coefficient i.e Koc value of test chemical Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)- 2,5 -cyclohexadien-1 -ylidene]methyl}-6-hydroxy-1,3-benzenedisulfonate (CAS No. 20262 -76 -4). The soil adsorption coefficient i.e Koc value of Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)-2,5 -cyclohexadien-1 -ylidene]methyl}-6 -hydroxy-1,3 -benzenedisulfonate was estimated to be 0.106 L/kg (log Koc= -0.974) by means of MCI method (at 25 deg C).

 

In a supporting weight of evidence study from experimental study report (2018) for the test item,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 5 mg of test item and diluted with acetonitrile up to 10 ml. Thus, the test solution concentration was 500 mg/l. The pH of test substance was 5.66. 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 chosen according to estimated Koc range of the test substance and generalized calibration graph was prepared. The reference substances were 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-naphtol, Direct Red 81, Benzoic acid methylester, Carbendazim, Benzoic acid phenylester, Xylene, Ethylbenzene, Toluene, Naphthalene, 1,2,3-trichlorobenzene, Pentachlorophenol, N,N-dimethylbenzamide, 3,5-dinitrobenzamide, Benzamide, phenanthrene having Koc value ranging from 1.25 to 4.09. The Log Koc value of test chemical was determined to be 1.285 ± 0.000 at at 25°C.

 

For the test chemical from authoritative database (HSDB and PubChem, 2017),adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of test chemical. The adsorption coefficient (Koc) value was calculated using a water solubility of 30,000 mg/l and a regression derived equation. The adsorption coefficient (Koc) value of test substance was estimated to be 15 (Log Koc = 1.176).

 

On the basis of above overall results for target chemical Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)-2,5 -cyclohexadien-1 -ylidene]methyl}-6 -hydroxy-1,3 -benzenedisulfonate (from modelling databases,2018), it can be concluded that the Koc value of test substance Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)-2,5 -cyclohexadien-1 -ylidene]methyl}- 6 -hydroxy-1,3 -benzenedisulfonate was estimated to be 0.106 L/kg, indicating that the test chemical Sodium 4 -{[4 -(diethylamino)phenyl][4 -(diethyliminio)-2,5 -cyclohexadien-1 -ylidene]methyl}-6 -hydroxy-1,3 -benzenedisulfonatehas a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

[LogKoc: 0.974]