2-Naphthalenamine, N-(2-ethylhexyl)-1-[[4-(phenylazo)phenyl]azo]-, ar' and ar''-Me derivs.

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:

Data is from computational model developed by 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 : 2-Naphthalenamine, N-(2-ethylhexyl)-1-[[4-(phenylazo)phenyl]azo]-, ar' and ar''-Me derivs.
- IUPAC name : N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl)phenyl]naphthalen-2-amine
- Molecular formula : C30H33N3
- Molecular weight : 435.60 g/mol
- Substance type : Organic
- Physical state : Liquid

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

6 600 000 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 6.819 (estimated by MCI method)

Transformation products:

not specified

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl) phenyl]naphthalen-2-amine was estimated to be 6600000 L/kg (log Koc= 6.819)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl)phenyl]naphthalen-2-amine has a very strong sorption to soil and sediment and therefore have negligiblemigration potential to ground water.

Executive summary:

Estimation Programs Interface (EPI Suite, 2018) was used to predict the soil adsorption coefficient i.e Koc value of test chemical N-(2-ethylhexyl)-1- [4-(2-phenyldiazen-1-yl)phenyl]naphthalen -2-amine (CAS No. 92257 -28 -8). The soil adsorption coefficient i.e Koc value of N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl) phenyl]naphthalen-2-amine was estimated to be 6600000 L/kg (log Koc= 6.819)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl)phenyl]naphthalen-2-amine has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

Description of key information

Estimation Programs Interface (EPI Suite, 2018) was used to predict the soil adsorption coefficient i.e Koc value of test chemical N-(2-ethylhexyl)-1- [4-(2-phenyldiazen-1-yl)phenyl]naphthalen- 2-amine (CAS No. 92257 -28 -8). The soil adsorption coefficient i.e Koc value of N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl) phenyl]naphthalen-2-amine was estimated to be 6600000 L/kg (log Koc= 6.819)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl)phenyl]naphthalen-2-amine 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:

6 600 000

Additional information

Various predicted and experimental data for the target compound N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl)phenyl]naphthalen-2-amine (CAS No. 92257-28-8) and supporting weight of evidence studies for its closest read across substance with logKow as the primary descriptor were reviewed for the adsorption end point which are summarized as below: 

 

In the first weight of evidence Estimation Programs Interface was used to predict the soil adsorption coefficient i.e Koc value of test chemical N-(2-ethylhexyl)-1- [4-(2-phenyldiazen-1-yl)phenyl] naphthalen-2-amine (CAS No. 92257 -28 -8). The soil adsorption coefficient i.e Koc value of N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl) phenyl]naphthalen-2-amine was estimated to be 6600000 L/kg (log Koc= 6.819)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance N-(2-ethylhexyl)-1-[4-(2-phenyldiazen-1-yl)phenyl]naphthalen-2-amine has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

First predicted data was supported by the second supporting study for the structurally and functionally similar read across chemical from authoritative database. The Koc value for chemical was estimated by using a structure estimation method based on molecular connectivity indices. The estimated Koc value was 130000 dimensionless and log Koc is 5.11 this log Koc value suggests that test chemical has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

 

Similarly another read across chemical from authoritative database 2017 was also used as it supports the behavior of chemical. Adsorption study was conducted for estimating the adsorption coefficient (Koc) value of test chemical. The adsorption coefficient (Koc) value was calculated using a structure estimation method based on molecular connectivity indices. The adsorption coefficient (Koc) value of test substance was estimated to be 4800000 (Log Koc = 6.681). This Koc value indicates that the substance has a very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

 

Thus based on the overall adsorption result it is concluded that the test substance have very strong sorption to soil and sediment and therefore have negligible migration potential to ground water.

 

[LogKoc: 6.81]