N-[3-({[2,2-dimethyl-3-(morpholin-4-yl)propylidene]amino}methyl)-3,5,5-trimethylcyclohexyl]-2,2-dimethyl-3-(morpholin-4-yl)propan-1-imine

Water solubility

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

water solubility

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

2015-04-13

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: REACH guidance on QSAR R.6 May/July 2008

Deviations:

no

Principles of method if other than guideline:

Estimates the water solubility of chemicals using an atom/fragment contribution method.

GLP compliance:

no

Type of method:

other: calculation

Specific details on test material used for the study:

SMILES: CC(C)(CN1CCOCC1)C=O

Key result

Water solubility:

1 000 g/L

Temp.:

25 °C

Remarks on result:

other: For assessment of the estimation domain and the applicability of the model please refer to the attached QMRF and QPRF documents.

WATERNT Program (v1.01) Results:

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

 

Water Sol (v1.01 est): 1e+006 mg/L

 

SMILES : CC(C)(CN1CCOCC1)C=O

CHEM  :

MOL FOR: C9 H17 N1 O2

MOL WT : 171.24

TYPE	NUM	WATER SOLUBILITY FRAGMENT DESCRIPTION	COEFF	VALUE
Frag	2	-CH3[aliphatic carbon]	-0.3213	-0.6425
Frag	1	-CH2- [aliphatic carbon]	-0.5370	-0.5370
Frag	1	-O- [oxygen, aliphatic attach]	1.2746	1.2746
Frag	1	-N< [aliphatic attach]	1.9643	1.9643
Frag	1	-CHO[aldehyde, aliphatic attach]	1.1063	1.1063
Frag	1	-tert Carbon[3 or more carbon attach]	-0.5774	-0.5774
Frag	4	-CH2-[aliphatic carbon, cyclic]	-0.3308	-1.3233
Const		Equation Constant		0.2492
NOTE		Maximum Solubility (1,000,000 mg/L) Applied!
Log Water Sol (moles/L) at 25 dec C				= 0.7664
Water Solubility (mg/L) at 25 dec C				= 1e+006

 

Conclusions:

Using WaterNTv1.01 the water solubility of the hydrolysis product of the SIKA Hardener MI was calculated to be 1000 g/L at 25 °C.

Executive summary:

The water solubility of the hydrolysis product of Sika Hardener MI was calculated using WaterNT v1.01 as part of EPISuite v4.11 from US Environmental Protection Agency. The water solubility was calculated to be 1000 g/L 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 is applicable to the query 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 is relevant for the regulatory 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 described 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 2

Endpoint:

water solubility

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

2015-04-10

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model, but not (completely) 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: REACH guidance on QSAR R.6 May/July 2008

Deviations:

no

Principles of method if other than guideline:

Estimates the water solubility of chemicals using an atom/fragment contribution method.

GLP compliance:

no

Type of method:

other: calculation

Specific details on test material used for the study:

SMILES: CC(C)(CN1CCOCC1)/C=N/C3CC(C)(C)CC(C)(C/N=/C(C)(C)CN2CCOCC2)C3

Key result

Water solubility:

10.262 mg/L

Temp.:

25 °C

Remarks on result:

other: For assessment of the estimation domain and the applicability of the model please refer to the attached QMRF and QPRF documents.

WATERNT Program (v1.01) Results:

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

 

Water Sol (v1.01 est): 10.262 mg/L

 

SMILES : CC(C)(CN1CCOCC1)C=NC3CC(C)(C)CC(C)(CN=CC(C)(C)CN2CCOCC2)C3

CHEM  :

MOL FOR: C28 H52 N4 O2

MOL WT : 476.75

TYPE	NUM	WATER SOLUBILITY FRAGMENT DESCRIPTION	COEFF	VALUE
Frag	7	-CH3[aliphatic carbon]	-0.3213	-2.2489
Frag	3	-CH2- [aliphatic carbon]	-0.5370	-1.6111
Frag	3	-CH [aliphatic carbon]	-0.5285	-1.5856
Frag	2	-O- [oxygen, aliphatic attach]	1.2746	2.5492
Frag	2	-N< [aliphatic attach]	1.9643	3.9286
Frag	4	-tert Carbon[3 or more carbon attach]	-0.5774	-2.3094
Frag	11	-CH2-[aliphatic carbon, cyclic]	-0.3308	-3.6392
Frag	2	-N=C [aliphatic attach]	0.0000	0.0000
Const		Equation Constant		0.2492
Log Water Sol (moles/L) at 25 dec C= -				4.6671
Water Solubility (mg/L) at 25 dec C=				10.262

 

Conclusions:

Using WaterNTv1.01 the water solubility of the test item was calculated to be 10.262 mg/L at 25 °C.

Executive summary:

The water solubility of the hydrolysis product of Sika Hardener MI was calculated using WaterNT v1.01 as part of EPISuite v4.11 from US Environmental Protection Agency. The water solubility was calculated to be 10.26 mg/L 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 is applicable to the query 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 is relevant for the regulatory 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 described 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 3

Endpoint:

water solubility

Data waiving:

study scientifically not necessary / other information available

Justification for data waiving:

the study does not need to be conducted because the substance is hydrolytically unstable at pH 4, 7 and 9 (half-life less than 12 hours)

Description of key information

Due to the immediate hydrolysis of Sika Hardener MI upon contact with water experimental determination of the water solubility was technically not feasible. Experimental determination of the water solubility according to test guideline A.6 of EC Regulation 440/2008 was replaced by a theory based evaluation. The water solubility was calculated to be 10.62 mg/L at 25 °C.  Nevertheless, after fast hydrolysis both hydrolysis products show very high water solubility in the range of 492 – 1000 g/L. A value of 492 g/L was used for risk assessment.

Key value for chemical safety assessment

Water solubility:

492 mg/L

at the temperature of:

25 °C

Additional information

Hydrolysis

The substance consists of two imine groups which are known to be hydrolytically unstable. The substance will undergo hydrolysis forming the respective aldehyde and amine compounds (please refer to IUCLID section 5.1.2). The test item rapidly decomposes in contact with water under formation of the respective aldehyde 2,2-dimethyl-3-(morpholin-4-yl)propanal (Aldehyde M) and amine 3-aminomethyl-3,5,5-trimethylcyclohexylamine (Isophorondiamine; IPDA).

 

Waiver

In accordance with column 2 adaptation statement of Annex VII Regulation (EC) No 1907/2006 (REACH), the determination of the water solubility (as required in section 7.7 of Annex VII) the study does not need to be conducted as the substance decompose during the performance of the test. Thus the experimental determination was replaced by an appropriate calculation method.

 

QSAR estimation for the substance

The water solubility of the hydrolysis product of Sika Hardener MI was calculated using WaterNT v1.01 as part of EPISuite v4.11 from US Environmental Protection Agency. The water solubility was calculated to be 10.26 mg/L 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 is applicable to the query 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 is relevant for the regulatory purpose.

 

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

 

Description of the prediction Model

The prediction model was described 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.

 

Supporting QSAR estimation for the Hydrolysis product 2,2-dimethyl-3-(morpholin-4-yl)propanal (Aldehyde M)

The water solubility of the hydrolysis product of Sika Hardener MI was calculated using WaterNT v1.01 as part of EPISuite v4.11 from US Environmental Protection Agency. The water solubility was calculated to be 1000 g/L 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 is applicable to the query 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 is relevant for the regulatory purpose.

 

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

 

Supporting study for the Hydrolysis product 3-aminomethyl-3,5,5-trimethylcyclohexylamine (isophoron diamine; IPDA)

The water solubility of the hydrolysis product of SIKA Hardener MI 3-aminomethyl-3,5,5-trimethylcyclohexylamine was determined according to OECD Guideline 105 (1995) and EU test method A.6 (2008) with the flask method. No phase separation was observed neither in the preliminary test (1.02 g test item + 1.0 mL water) nor in the two replicates of the main test (5.0 g test item in 5.0 ml water each), even after 5 days of standing at room temperature. The concentration of the test item was determined to be 492 g/L. Therefore it was concluded that water solubility of the hydrolysis product is greater than 492 g/L.

 

Conclusion

Based on the results of the hydrolysis study it was concluded, that when getting into contact with water the substances undergoes fast hydrolysis. Thus an experimental determination of the water solubility of the test item is technically not possible. The water solubility of the substance was estimated to be 10.262 mg/L at 25 °C and the water solubility of the respective aldehyde was calculated to be 1000 g/L at 25 °C and the water solubility of the respective imine was determined to be greater than 492 g/L. Thus, it was concluded that when getting into contact with water the hydrolysis product of the test item remain in the aqueous phase. For chemical hazard and exposure assessment the lowest (worst case) water solubility of the hydrolysis products (492 g/L from IPDa) was used.