2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated

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:

key study

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 test material (as cited in study report): 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl) azo] phenyl] azo]-, ar-styrenated- Substance type: Organic- smiles : Cc1ccccc1N=Nc2ccc(c(C)c2)N=Nc3c4ccc(C(C)c5ccccc5)cc4cc(C(C)c6ccccc6)c3O- Molecular wt. : 588.76

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

10 000 000 000 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 10.6168 (estimated by MCI method)

Transformation products:

not specified

KOCWIN Program (v2.00) Results:

==============================

SMILES : Cc1ccccc1N=Nc2ccc(c(C)c2)N=Nc3c4ccc(C(C)c5ccccc5)cc4cc(C(C)c6ccccc6)c

3O

CHEM : 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, arstyrenated

MOL FOR: C40 H36 N4 O1

MOL WT : 588.76

--------------------------- KOCWIN v2.00 Results ---------------------------

Koc Estimate from MCI:

---------------------

First Order Molecular Connectivity Index ........... : 21.885

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 12.0085

Fragment Correction(s):

2 Azo (-N=N-) ......................... : -1.2951

1 Aromatic Hydroxy (aromatic-OH) ....... : -0.0966

Corrected Log Koc .................................. : 10.6168

Estimated Koc: 1e+010 L/kg <===========

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated was estimated to be 10000000000 L/kg (log Koc=10.6168) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

Executive summary:

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated (CAS No. 85203 -90 -3). The soil adsorption coefficient i.e Koc value of 2-Naphthalenol, 1-[[2-methyl-4-[(2-methyl phenyl)azo]phenyl]azo]-, ar-styrenated was estimated to be 10000000000 L/kg (log Koc=10.6168)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

Description of key information

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated (CAS No. 85203 -90 -3). The soil adsorption coefficient i.e Koc value of 2-Naphthalenol, 1-[[2-methyl-4-[(2-methyl phenyl)azo]phenyl]azo]-, ar-styrenated was estimated to be 10000000000 L/kg (log Koc=10.6168)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

10 000 000 000

Additional information

One predicted data for the target compound of 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated (CAS No. 85203 -90 -3)and supporting weight of evidence study for its read across chemical were reviewed for the Adsorption end point are summarized as below.

In first weight of evidence study the KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated (CAS No. 85203 -90 -3). The soil adsorption coefficient i.e Koc value of 2-Naphthalenol, 1-[[2-methyl-4-[(2-methyl phenyl)azo]phenyl]azo]-, ar-styrenated was estimated to be 10000000000 L/kg (log Koc=10.6168)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

Next study was experimental study for read across chemical done from Screening Assessment for the Challenge in this study the Log Koc values for test chemical are based on calculations by Baughman and Perenich (1988) using a range of measured solubility for commercial dyes and an assumed melting point of 200 deg. C. During experiment the Log Koc (Organic carbon water partition coefficient) (dimensionless) was reported to be 3.4 to 4.2.

Based on the result it is concluded that the test chemical has low water solubility and a relatively high Koc it is not likely to leach from sediments and soils means test chemical is immobile in soil and sediment.

 

Third study was also experimental study done from UERL laboratory in this study the adsorption coefficient Koc in soil and in sewage sludge of test chemical  was determined by the Reverse Phase High Performance Liquid Chromatographic method. The reference substances were chosen according to estimated Koc range of the read across substance and generalized calibration graph was prepared. The reference substances were Phenol, Aniline, Nitrobenzene, naphthalene, Phenanthrene and DDT were chosen having Koc value ranging from 1.32 to 5.63. The Log Koc value of test chemical was determined to be 3.679 dimensionless at 25°C. Based on the value of log Koc it is concluded that this test chemical has strong sorption to soil and sediments.

Last weight of evidence study was also experimental study done from peer reviewed journal in this study the adsorption coefficient of test chemical was studied by using Freundlich adsorption isotherm. The aim of the investigation is to determine the adsorption behavior of azo dyes in aqueous solution on DG06, GSE17200, and GSE17201 soils using C. I. Acid Red 14. GSE17200 and GSE17201 soils were obtained from Bayer Landwirtschaftszentrum, Monheim, Germany. DG06 soil was sampled in the surface layers (0– 20 cm) located in Dalian, Liaoning Province, China.

Three kinds of soils were air-dried, sieved to 2 mm and stored in dark at a room temperature (20 ±1°C). The effect of initial dye concentration on the dye adsorption capacity was investigated between 100 and 800 mg/L at 20 ± 0.5°C. The dye uptake efficiencies of AR14 on DG06, GSE17200, and GSE17201 soils are high, and they are 21.9%, 10.4%, and 8.0%, respectively. By using Freundlich adsorption isotherm, Kf(Freundlich Constants)values were found to be 7.1*10-3 L/mg, 4.8*10-3L/mg, and 3.2*10-3L/mg forDG06, GSE17200, and GSE17201 soils respectively indicating high adsorption capacity of test chemical chemical

On the basis of above results for target chemical 2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated (from EPI suite, 2017) and for its read across chemicals (From Screening Assessment for the Challenge, UERL Lab and Journal of Environmental Sciences) it can be concluded that the log Koc value of target chemical ranges from 3.679 to 10.61 indicating that the chemical2-Naphthalenol, 1-[[2-methyl-4-[(2-methylphenyl)azo]phenyl]azo]-, ar-styrenated (CAS No. 85203 -90 -3)has strong  to very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

[LogKoc: 10.61]