3,3'-dimethylbiphenyl-4,4'-diyl diisocyanate

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption: screening

Data waiving:

study scientifically not necessary / other information available

Justification for data waiving:

the study does not need to be conducted because the substance and its relevant degradation products decompose rapidly

Reference 2

Endpoint:

adsorption / desorption, other

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a (Q)SAR model, with limited documentation / justification, but validity of model and reliability of prediction considered adequate based on a generally acknowledged source

Qualifier:

according to guideline

Guideline:

other: REACH guidance on QSARS R.6

Version / remarks:

2008

Deviations:

no

Principles of method if other than guideline:

Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (1994-2013 ACD/Labs)

GLP compliance:

not specified

Type of method:

other: estimation by calculation

Media:

other: estimation by calculation

Specific details on test material used for the study:

SMILES: O=C=Nc1ccc(cc1C)c2ccc(N=C(=O))c(C)c2

Radiolabelling:

no

Test temperature:

not appicable

Details on study design: HPLC method:

not appicable

Analytical monitoring:

no

Details on sampling:

not applicable (Koc estimation by calculation)

Details on matrix:

not applicable (Koc estimation by calculation)

Details on test conditions:

not applicable (Koc estimation by calculation)

Computational methods:

Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (1994-2013 ACD/Labs)
Input parameter: SMILES code

Key result

Type:

Koc

Value:

1

pH:

1

Temp.:

25 °C

Key result

Type:

Koc

Value:

1

pH:

2

Temp.:

25 °C

Key result

Type:

Koc

Value:

3.03

pH:

3

Temp.:

25 °C

Key result

Type:

Koc

Value:

61.9

pH:

4

Temp.:

25 °C

Key result

Type:

Koc

Value:

258

pH:

5

Temp.:

25 °C

Key result

Type:

Koc

Value:

347

pH:

6

Temp.:

25 °C

Key result

Type:

Koc

Value:

359

pH:

7

Temp.:

25 °C

Key result

Type:

Koc

Value:

361

pH:

8

Temp.:

25 °C

Key result

Type:

Koc

Value:

361

pH:

9

Temp.:

25 °C

Key result

Type:

Koc

Value:

361

pH:

10

Temp.:

25 °C

Details on results (HPLC method):

not applicable (Koc estimation by calculation)

Adsorption and desorption constants:

not applicable (Koc estimation by calculation)

Transformation products:

not specified

Details on results (Batch equilibrium method):

not applicable (Koc estimation by calculation)

Conclusions:

The Koc of 4,4'-bi-o-toluidine (TODA) was estimated by calculation to be 1, 1, 3.03, 61.9, 258, 347, 359, 361, 361 and 361 at pH 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10, respectively (all values at 25 °C).

Executive summary:

The Koc of 4,4'-bi-o-toluidine (TODA) was estimated by calculation to be 1, 1, 3.03, 61.9, 258, 347, 359, 361, 361 and 361 at pH 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10, respectively (all values at 25 °C).

Reference 3

Endpoint:

adsorption / desorption, other

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

Please refer to the QMRF and QPRF files provided under the section attached justification.

Qualifier:

according to guideline

Guideline:

other:

Version / remarks:

REACH guidance on QSAR R.6

Principles of method if other than guideline:

KOCWIN (v2.00): estimation using estimated or experimentally derived log Kow

GLP compliance:

no

Type of method:

other: Calculation

Specific details on test material used for the study:

SMILES: O=C=Nc1ccc(cc1C)c2ccc(N=C(=O))c(C)c2

Test temperature:

25 °C

Computational methods:

- Other: log Kow used for estimation: 6.05 (estimated by KOCWIN)

Key result

Type:

Koc

Value:

178 000 L/kg

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

Key result

Type:

log Koc

Value:

5.25 dimensionless

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

KOCWIN Program (v2.00) Results:

 

SMILES : O=C=Nc1ccc(cc1C)c2ccc(N=C(=O))c(C)c2

CHEM  :

MOL FOR: C16 H12 N2 O2

MOL WT : 264.28

 

 Koc Estimate from Log Kow:

 

Log Kow (KOWWIN estimate)	6.05
Non-Corrected Log Koc (0.8679 logKow - 0.0004)	5.2504
Fragment Correction(s):	None
Corrected Log Koc	5.2504

 

Estimated Koc: 1.78E+5 L/kg  

Validity criteria fulfilled:

yes

Conclusions:

Using KOCWIN v2.00 the log KOC of the test item was calculated to be 5.2504 at 25 °C. The substance is within the applicability domain of the model.

Executive summary:

The logKoc was calculated using KOCWIN v2.00 as part of EPISuite v4.11 from US Environmental Protection Agency.

Using KOCWIN v2.00 the log KoC of the test item was calculated to be 5.2504 at 25 °C (EPI Suite, 2014).

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model isapplicable to thequery chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model isrelevant for theregulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file. 

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.

 

Reference 4

Endpoint:

adsorption / desorption, other

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

Please refer to the QMRF and QPRF files provided under the section attached justification.

Qualifier:

according to guideline

Guideline:

other:

Version / remarks:

REACH guidance on QSAR R.6

Principles of method if other than guideline:

KOCWIN (v2.00): estimation using estimated or experimentally derived log Kow

GLP compliance:

no

Type of method:

other: Calculation

Specific details on test material used for the study:

SMILES: Nc(c(cc(c(ccc(N)c1C)c1)c2)C)c2

Test temperature:

25 °C

Computational methods:

- Other: log Kow used for estimation: 2.34 (experimental database of KOCWIN)

Key result

Type:

Koc

Value:

150 L/kg

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

Key result

Type:

log Koc

Value:

2.176 dimensionless

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

KOCWIN Program (v2.00) Results:

 

SMILES : Nc(c(cc(c(ccc(N)c1C)c1)c2)C)c2

CHEM  :

MOL FOR: C14 H16 N2

MOL WT : 212.30

 

 Koc Estimate from Log Kow:

 

Log Kow (experimental DB)	2.34
Non-Corrected Log Koc (0.55313 logKow + 0.9251)	2.2194
Fragment Correction(s):
2  Nitrogen to non-fused aromatic ring	-0.0432
Corrected Log Koc	2.1762

 

Estimated Koc: 150 L/kg  

Validity criteria fulfilled:

yes

Conclusions:

Using KOCWIN v2.00 the log KOC of the test item was calculated to be 2.1762 at 25 °C. The substance is within the applicability domain of the model.

Executive summary:

The logKoc was calculated using KOCWIN v2.00 as part of EPISuite v4.11 from US Environmental Protection Agency.

Using KOCWIN v2.00 the log KoC of the test item was calculated to be 2.1762 at 25 °C (EPI Suite, 2014).

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model isapplicable to thequery chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model isrelevant for theregulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file. 

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.

 

Reference 5

Endpoint:

adsorption / desorption, other

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

Please refer to the QMRF and QPRF files provided under the section attached justification.

Qualifier:

according to guideline

Guideline:

other:

Version / remarks:

REACH guidance on QSAR R.6

Principles of method if other than guideline:

KOCWIN (v2.00): estimation using first-order Molecular Connectivity Index (MCI)

GLP compliance:

no

Type of method:

other: Calculation

Specific details on test material used for the study:

SMILES: O=C=Nc1ccc(cc1C)c2ccc(N=C(=O))c(C)c2

Test temperature:

25 °C

Key result

Type:

Koc

Value:

427 600 L/kg

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

Key result

Type:

log Koc

Value:

5.631 dimensionless

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

KOCWIN Program (v2.00) Results:

 

SMILES : O=C=Nc1ccc(cc1C)c2ccc(N=C(=O))c(C)c2

MOL FOR: C16 H12 N2 O2

MOL WT : 264.28

 

 Koc Estimate from MCI:

First Order Molecular Connectivity Index	9.651
Non-Corrected Log Koc (0.5213 MCI + 0.60)	5.6311
Fragment Correction(s)	NONE
Corrected Log Koc	5.6311

     

Estimated Koc: 4.276e+005 L/kg  

Validity criteria fulfilled:

yes

Conclusions:

Using KOCWIN v2.00 the log KOC of the test item was calculated to be 5.6311 at 25 °C. The substance is within the applicability domain of the model.

Executive summary:

The logKoc was calculated using KOCWIN v2.00 as part of EPISuite v4.11 from US Environmental Protection Agency.

Using KOCWIN v2.00 the log KoC of the test item was calculated to be 5.6311 at 25 °C (EPI Suite, 2014).

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model isapplicable to thequery chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model isrelevant for theregulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file. 

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.

 

Reference 6

Endpoint:

adsorption / desorption, other

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

Please refer to the QMRF and QPRF files provided under the section attached justification.

Qualifier:

according to guideline

Guideline:

other:

Version / remarks:

REACH guidance on QSAR R.6

Principles of method if other than guideline:

KOCWIN (v2.00): estimation using first-order Molecular Connectivity Index (MCI)

GLP compliance:

no

Type of method:

other: Calculation

Specific details on test material used for the study:

SMILES: Nc(c(cc(c(ccc(N)c1C)c1)c2)C)c2

Test temperature:

25 °C

Key result

Type:

Koc

Value:

3 190 L/kg

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

Key result

Type:

log Koc

Value:

3.504

Temp.:

25 °C

Remarks on result:

other: QSAR predicted value. The substance is within the applicability domain of the model.

KOCWIN Program (v2.00) Results:

 

SMILES : Nc(c(cc(c(ccc(N)c1C)c1)c2)C)c2

MOL FOR: C14 H16 N2

MOL WT : 212.30

 

 Koc Estimate from MCI:

First Order Molecular Connectivity Index	7.575
Non-Corrected Log Koc (0.5213 MCI + 0.60)	4.5488
Fragment Correction(s):
2  Nitrogen to non-fused aromatic ring	-1.0450
Corrected Log Koc	3.5038

 

 Estimated Koc: 3190 L/kg  

Validity criteria fulfilled:

yes

Conclusions:

Using KOCWIN v2.00 the log KOC of the test item was calculated to be 3.5038 at 25 °C. The substance is within the applicability domain of the model.

Executive summary:

The logKoc was calculated using KOCWIN v2.00 as part of EPISuite v4.11 from US Environmental Protection Agency.

Using KOCWIN v2.00 the log KoC of the test item was calculated to be 3.5038 at 25 °C (EPI Suite, 2014).

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model isapplicable to thequery chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model isrelevant for theregulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file. 

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.

 

Description of key information

Results from QSAR computations indicate that the estimated log Koc of the substance is 5.6311, thus indicating that adsorption of the test substance to solid soil phase is expected. However, TODI can be expected to have no or low potential for adsorption as well as TODI and its relevant degradation products decompose rapidly.

Additional information

An experimental determination of the Soil Adsorption Coefficient (Koc) of TODI is technically not feasible, because of the very fast hydrolysis of the substance (see IUCLID Section 5.1.2, Hydrolysis as a function of pH).Further, due to the very low water solubility a test is technical not feasible.

The soil adsorption coefficient (Koc) was calculated using EPI Suite KOCWIN v2.00 program. Using the molecular connectivity index (MCI) method the Koc was calculated to be 427600 L/kg and log Koc to be 5.6311 respectively. Using the Kow method the Koc was calculated to be 178000 L/kg and Log Koc to be 5.2504 respectively. The logKoc of 5.6311 L/kg was regarded as worst case assumption. These values are only of theoretical interest as TODI was found to be hydrolytically unstable.
The log Koc of TODA (4,4'-bi-o-toluidine; the product of hydrolysis of TODI) at 25 °C was estimated to be 3190 L/kg (MCI method) or 150 L/kg (Kow method) using KOWWIN of EPI Suite. The corresponding log Koc values are 3.50 (MCI method) or 2.18 (Kow method).

Based on the calculated data the adsorption (to sediment, to soil) of the product of hydrolysis of TODI can be assumed to be very low or negligible.
Furthermore, the Koc values of TODI's hydrolysis degradation product TODA were estimated by further calculation (ACD/Labs) to be 1, 1, 3.03, 61.9, 258, 347, 359, 361, 361 and 361 at pH 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10, respectively (all values at 25 °C).