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EC number: 907-131-0 | CAS number: -
Adsorption / desorption
Administrative data
Link to relevant study record(s)
- 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 has a low octanol water partition coefficient and the adsorption potential of this substance is related to this parameter
- the study does not need to be conducted because the substance and its relevant degradation products decompose rapidly
- Endpoint:
- adsorption / desorption: screening
- 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, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
- Remarks:
- The number of aliphatic alcohols was exceeded by one (maximum number per structure: 1). Therefore, the estimation might be less accurate.
- Justification for type of information:
- - QMRF: see 'Overall remarks, attachments'.
- QPRF: see 'Executive summary'. - Qualifier:
- no guideline followed
- Principles of method if other than guideline:
- Calculation using KOCWIN (v2.00) Molecular Connectivity Index (MCI)
- GLP compliance:
- no
- Type of method:
- other: QSAR estimation: KOCWIN v2.00: Koc estimate from MCI
- Media:
- soil
- Specific details on test material used for the study:
- - SMILES Code: O(CCOCCO)CCO
- Test temperature:
- 25 °C
- Type:
- Koc
- Value:
- 10 L/kg
- Temp.:
- 25 °C
- Type:
- log Koc
- Value:
- 1 dimensionless
- Temp.:
- 25 °C
- Executive summary:
QPRF: KOCWIN v2.00 (MCI methodology) (18 Nov. 2013)
1.
Substance
See “Test material identity”
2.
General information
2.1
Date of QPRF
See “Data Source (Reference)”
2.2
QPRF author and contact details
See “Data Source (Reference)”
3.
Prediction
3.1
Endpoint
(OECD Principle 1)Endpoint
Adsorption to solid phase of soils etc.
Dependent variable
Organic carbon normalised adsorption coefficient (Koc)
3.2
Algorithm
(OECD Principle 2)Model or submodel name
KOCWIN
Model version
v. 2.00
Reference to QMRF
QMRF: Estimation of Soil Adsorption Coefficient using KOCWIN v2.00 (EPI Suite v4.11): MCI methodology
Predicted value (model result)
See “Results and discussion”
Input for prediction
- Chemical structure via CAS number or SMILES
Descriptor values
- MCI (first order molecular connectivity index)
- Correction factors
3.3
Applicability domain
(OECD principle 3)Domains:
1) Molecular weight
(range of test data set: 32.04 to 665.02 g/mol; On-Line KOCWIN User’s Guide, Ch. 6.2.4 Domain)Substance within range (150.18 g/mol)
2) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOCWIN User’s Guide)
Not fulfilled
3.4
The uncertainty of the prediction
(OECD principle 4)Statistical accuracy for training dataset:
n = 516, r² = 0.916, std. dev. = 0.330, average dev.= 0.263
3.5
The chemical mechanisms according to the model underpinning the predicted result
(OECD principle 5)Adsorption is caused by temporary (reversible) or permanent bonding between the substance and a surface (e.g. due to van der Waals interactions, hydrogen bonding to hydroxyl groups, ionic interactions, covalent bonding, etc.). The organic carbon normalized adsorption coefficient (Koc) is the ratio of a substance concentration sorbed in the organic matter component of soil or sediment to that in the aqueous phase at equilibrium.
MCI methodology: The first-order molecular connectivity index is a measure to describe a variety of properties of chemicals. According to Sabljic (1984; cited in Meylan et al., 1992), the soil sorption potential is highly correlated with the first order MCI. Therefore, it has been used to derive the adsorption coefficient.
References
- US EPA (2012). On-Line KOCWIN User’s Guide.
- Meylan, W., P.H. Howard and R.S. Boethling. 1992. Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567.
Assessment of estimation domain (molecular weight, fragments, correction factors):
Training set: Molecular weights
Training set
Validation set
Minimum
32.04
73.14
Maximum
665.02
504.12
Average
224.4
277.8
Assessment of molecular weight
Molecular weight within range of training and validation set
Appendix D. MCI & Log Kow Correction Factors for 447 Compound Training Set
Correction Factor Descriptor
Coefficient for Molecular Connectivity Index (MCI) Regression Methodology
Occurrence
No. of instances
of each bond
found for the
current substance
(new model)
Remark
(number of compounds
(max. per structure)
Aliphatic Alcohol (-C-OH)
-1.317914
(a)
21
1
2
Ether, aliphatic (-C-O-C-)
-0.871597
20
2
2
(a) Counted up to twice per structure, regardless of number of occurrences.
- Endpoint:
- adsorption / desorption: screening
- 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, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
- Remarks:
- The number of aliphatic alcohols was exceeded by one (maximum number per structure: 1). Therefore, the estimation might be less accurate.
- Justification for type of information:
- - QMRF: see 'Overall remarks, attachments'.
- QPRF: see 'Executive summary'. - Qualifier:
- no guideline followed
- Principles of method if other than guideline:
- Calculation using KOCWIN (v2.00) log Kow Method
- GLP compliance:
- no
- Type of method:
- other: QSAR estimation: KOCWIN v2.00: Koc estimate from log Kow
- Media:
- soil
- Specific details on test material used for the study:
- - SMILES Code: O(CCOCCO)CCO
- Test temperature:
- 25 °C
- Computational methods:
- log Kow used for estimation: -1.75 (EPSuite experimental database).
- Type:
- Koc
- Value:
- 0.09 L/kg
- Temp.:
- 25 °C
- Type:
- log Koc
- Value:
- -1.047 dimensionless
- Temp.:
- 25 °C
- Executive summary:
QPRF: KOCWIN v2.00 (using log Kow method) (18 Nov. 2013)
1.
Substance
See “Test material identity”
2.
General information
2.1
Date of QPRF
See “Data Source (Reference)”
2.2
QPRF author and contact details
See “Data Source (Reference)”
3.
Prediction
3.1
Endpoint
(OECD Principle 1)Endpoint
Adsorption to solid phase of soils etc.
Dependent variable
Organic carbon normalised adsorption coefficient (Koc)
3.2
Algorithm
(OECD Principle 2)Model or submodel name
KOCWIN
Model version
v. 2.00
Reference to QMRF
QMRF: Estimation of Soil Adsorption Coefficient using KOCWIN v2.00 (EPI Suite v4.11): Estimation using log Kow
Predicted value (model result)
See “Results and discussion”
Input for prediction
- Chemical structure via CAS number or SMILES
- log Kow (for log Kow method; optional)
Descriptor values
- Chemical structure
- Correction factors
3.3
Applicability domain
(OECD principle 3)Domains:
1) Molecular weight
(range of test data set: 32.04 to 665.02 g/mol; On-Line KOCWIN User’s Guide, Ch. 6.2.4 Domain)Substance within range (150.18 g/mol)
2) log Kow (range of test data set: -2.11 to 8.12; On-Line KOCWIN User’s Guide, Appendices E & F)
Substance within range (-1.75)
3) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOCWIN User’s Guide)
Not fulfilled.
3.4
The uncertainty of the prediction
(OECD principle 4)Nonpolar compounds: n = 68; r2=0.478, average dev. = 0.371
Polar compounds: n = 447, r²=0.855, std. dev.= 0.396, average dev. = 0.307
3.5
The chemical mechanisms according to the model underpinning the predicted result
(OECD principle 5)Adsorption is caused by temporary (reversible) or permanent bonding between the substance and a surface (e.g. due to van der Waals interactions, hydrogen bonding to hydroxyl groups, ionic interactions, covalent bonding, etc.). The organic carbon normalized adsorption coefficient (Koc) is the ratio of a substance concentration sorbed in the organic matter component of soil or sediment to that in the aqueous phase at equilibrium.
Estimation using log Kow: The model is based on the high correlation of log Kow and the adsorption potential.
References
- US EPA (2012). On-Line KOCWIN User’s Guide.
- Meylan, W., P.H. Howard and R.S. Boethling. 1992. Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567. .
Assessment of estimation domain (molecular weight, fragments, correction factors):
Training set: Molecular weights
Training set
Validation set
Minimum
32.04
73.14
Maximum
665.02
504.12
Average
224.4
277.8
Assessment of molecular weight
Molecular weight within range of training and validation set
Training set: Log Kow
Training set
Validation set
Minimum
-2.11
-5.98
Maximum
8.12
8.68
Assessment of log Kow
Log Kow within range of training and validation set
Appendix D. MCI & Log Kow Correction Factors for 447 Compound Training Set
Correction Factor Descriptor
Coefficient for log Kow Regression Methodology
Occurrence
No. of instances
of each bond
found for the
current substance
(number of compounds
(max. per structure)
Aliphatic Alcohol (-C-OH)
-0.411443
21
1
2
Ether, aliphatic (-C-O-C-)
-0.090599
20
2
2
- Endpoint:
- adsorption / desorption: screening
- 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, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
- Remarks:
- The number of aliphatic alcohols was exceeded by one (maximum number per structure: 1) and the number of aliphatic ethers was exceeded by one (maximum number per structure: 2). Therefore, the estimation might be less accurate.
- Justification for type of information:
- - QMRF: see 'Overall remarks, attachments'.
- QPRF: see 'Executive summary'. - Qualifier:
- no guideline followed
- Principles of method if other than guideline:
- Calculation using KOCWIN (v2.00) Molecular Connectivity Index (MCI)
- GLP compliance:
- no
- Type of method:
- other: QSAR estimation: KOCWIN v2.00: Koc estimate from MCI
- Media:
- soil
- Specific details on test material used for the study:
- - SMILES Code: OCCOCCOCCOCCO
- Test temperature:
- 25 °C
- Type:
- Koc
- Value:
- 10 L/kg
- Temp.:
- 25 °C
- Type:
- log Koc
- Value:
- 1 dimensionless
- Temp.:
- 25 °C
- Executive summary:
QPRF: KOCWIN v2.00 (MCI methodology) (18 Nov. 2013)
1.
Substance
See “Test material identity”
2.
General information
2.1
Date of QPRF
See “Data Source (Reference)”
2.2
QPRF author and contact details
See “Data Source (Reference)”
3.
Prediction
3.1
Endpoint
(OECD Principle 1)Endpoint
Adsorption to solid phase of soils etc.
Dependent variable
Organic carbon normalised adsorption coefficient (Koc)
3.2
Algorithm
(OECD Principle 2)Model or submodel name
KOCWIN
Model version
v. 2.00
Reference to QMRF
QMRF: Estimation of Soil Adsorption Coefficient using KOCWIN v2.00 (EPI Suite v4.11): MCI methodology
Predicted value (model result)
See “Results and discussion”
Input for prediction
- Chemical structure via CAS number or SMILES
Descriptor values
- MCI (first order molecular connectivity index)
- Correction factors
3.3
Applicability domain
(OECD principle 3)Domains:
1) Molecular weight
(range of test data set: 32.04 to 665.02 g/mol; On-Line KOCWIN User’s Guide, Ch. 6.2.4 Domain)Substance within range (194.23 g/mol)
2) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOCWIN User’s Guide)
Not fulfilled
3.4
The uncertainty of the prediction
(OECD principle 4)Statistical accuracy for training dataset:
n = 516, r² = 0.916, std. dev. = 0.330, average dev.= 0.263
3.5
The chemical mechanisms according to the model underpinning the predicted result
(OECD principle 5)Adsorption is caused by temporary (reversible) or permanent bonding between the substance and a surface (e.g. due to van der Waals interactions, hydrogen bonding to hydroxyl groups, ionic interactions, covalent bonding, etc.). The organic carbon normalized adsorption coefficient (Koc) is the ratio of a substance concentration sorbed in the organic matter component of soil or sediment to that in the aqueous phase at equilibrium.
MCI methodology: The first-order molecular connectivity index is a measure to describe a variety of properties of chemicals. According to Sabljic (1984; cited in Meylan et al., 1992), the soil sorption potential is highly correlated with the first order MCI. Therefore, it has been used to derive the adsorption coefficient.
References
- US EPA (2012). On-Line KOCWIN User’s Guide.
- Meylan, W., P.H. Howard and R.S. Boethling. 1992. Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567.
Assessment of estimation domain (molecular weight, fragments, correction factors):
Training set: Molecular weights
Training set
Validation set
Minimum
32.04
73.14
Maximum
665.02
504.12
Average
224.4
277.8
Assessment of molecular weight
Molecular weight within range of training set
Appendix D. MCI & Log Kow Correction Factors for 447 Compound Training Set
Correction Factor Descriptor
Coefficient for Molecular Connectivity Index (MCI) Regression Methodology
Occurrence
No. of instances
of each bond
found for the
current substance
(new model)
Remark
(number of compounds
(max. per structure)
Aliphatic Alcohol (-C-OH)
-1.317914
(a)
21
1
2
Ether, aliphatic (-C-O-C-)
-0.871597
20
2
3
(a) Counted up to twice per structure, regardless of number of occurrences.
- Endpoint:
- adsorption / desorption: screening
- 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, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
- Remarks:
- The number of aliphatic alcohols was exceeded by one (maximum number per structure: 1) and the number of aliphatic ethers was exceeded by one (maximum number per structure: 2). Therefore, the estimation might be less accurate.
- Justification for type of information:
- - QMRF: see 'Overall remarks, attachments'.
- QPRF: see 'Executive summary'. - Qualifier:
- no guideline followed
- Principles of method if other than guideline:
- Calculation using KOCWIN (v2.00) log Kow Method
- GLP compliance:
- no
- Type of method:
- other: QSAR estimation: KOCWIN v2.00: Koc estimate from log Kow
- Media:
- soil
- Specific details on test material used for the study:
- - SMILES Code: OCCOCCOCCOCCO
- Test temperature:
- 25 °C
- Computational methods:
- log Kow used for estimation: -2.02 (KOWWIN estimate)
- Type:
- Koc
- Value:
- 0.052 L/kg
- Temp.:
- 25 °C
- Type:
- log Koc
- Value:
- -1.287 dimensionless
- Temp.:
- 25 °C
- Executive summary:
QPRF: KOCWIN v2.00 (using log Kow method) (18 Nov. 2013)
1.
Substance
See “Test material identity”
2.
General information
2.1
Date of QPRF
See “Data Source (Reference)”
2.2
QPRF author and contact details
See “Data Source (Reference)”
3.
Prediction
3.1
Endpoint
(OECD Principle 1)Endpoint
Adsorption to solid phase of soils etc.
Dependent variable
Organic carbon normalised adsorption coefficient (Koc)
3.2
Algorithm
(OECD Principle 2)Model or submodel name
KOCWIN
Model version
v. 2.00
Reference to QMRF
QMRF: Estimation of Soil Adsorption Coefficient using KOCWIN v2.00 (EPI Suite v4.11): Estimation using log Kow
Predicted value (model result)
See “Results and discussion”
Input for prediction
- Chemical structure via CAS number or SMILES
- log Kow (for log Kow method; optional)
Descriptor values
- Chemical structure
- Correction factors
3.3
Applicability domain
(OECD principle 3)Domains:
1) Molecular weight
(range of test data set: 32.04 to 665.02 g/mol; On-Line KOCWIN User’s Guide, Ch. 6.2.4 Domain)Substance within range (194.23 g/mol)
2) log Kow (range of test data set: -2.11 to 8.12; On-Line KOCWIN User’s Guide, Appendices E & F)
Substance within range (-2.02)
3) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOCWIN User’s Guide)
Not fulfilled.
3.4
The uncertainty of the prediction
(OECD principle 4)Nonpolar compounds: n = 68; r2=0.478, average dev. = 0.371
Polar compounds: n = 447, r²=0.855, std. dev.= 0.396, average dev. = 0.307
3.5
The chemical mechanisms according to the model underpinning the predicted result
(OECD principle 5)Adsorption is caused by temporary (reversible) or permanent bonding between the substance and a surface (e.g. due to van der Waals interactions, hydrogen bonding to hydroxyl groups, ionic interactions, covalent bonding, etc.). The organic carbon normalized adsorption coefficient (Koc) is the ratio of a substance concentration sorbed in the organic matter component of soil or sediment to that in the aqueous phase at equilibrium.
Estimation using log Kow: The model is based on the high correlation of log Kow and the adsorption potential.
References
- US EPA (2012). On-Line KOCWIN User’s Guide.
- Meylan, W., P.H. Howard and R.S. Boethling. 1992. Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567. .
Assessment of estimation domain (molecular weight, fragments, correction factors):
Training set: Molecular weights
Training set
Validation set
Minimum
32.04
73.14
Maximum
665.02
504.12
Average
224.4
277.8
Assessment of molecular weight
Molecular weight within range of training set
Training set: Log Kow
Training set
Validation set
Minimum
-2.11
-5.98
Maximum
8.12
8.68
Assessment of log Kow
Log Kow within range of training set
Appendix D. MCI & Log Kow Correction Factors for 447 Compound Training Set
Correction Factor Descriptor
Coefficient for log Kow Regression Methodology
Occurrence
No. of instances
of each bond
found for the
current substance
(number of compounds
(max. per structure)
Aliphatic Alcohol (-C-OH)
-0.411443
21
1
2
Ether, aliphatic (-C-O-C-)
-0.090599
20
2
3
Referenceopen allclose all
Koc Estimate from MCI:
First Order Molecular Connectivity Index |
4.914 |
Non-Corrected Log Koc (0.5213 MCI + 0.60) |
3.1616 |
Fragment Correction(s): |
|
2 Aliphatic Alcohol (-C-OH) |
-2.6358 |
2 Ether, aliphatic (-C-O-C-) |
-1.7432 |
Corrected Log Koc |
-1.2174 |
Over Correction Adjustment to Lower Limit Log Koc |
1.0000 |
Estimated Koc |
10 |
Koc Estimate from Log Kow:
Log Kow (experimental DB) |
-1.75 |
Non-Corrected Log Koc (0.55313 logKow + 0.9251) |
-0.0429 |
Fragment Correction(s): |
|
2 Aliphatic Alcohol (-C-OH) |
-0.8229 |
2 Ether, aliphatic (-C-O-C-) |
-0.1812 |
Corrected Log Koc |
-1.0470 |
Estimated Koc |
0.08975 |
Koc Estimate from MCI:
First Order Molecular Connectivity Index |
6.414 |
Non-Corrected Log Koc (0.5213 MCI + 0.60) |
3.9435 |
Fragment Correction(s): |
|
2 Aliphatic Alcohol (-C-OH) |
-2.6358 |
2 Ether, aliphatic (-C-O-C-) |
-2.6148 |
Corrected Log Koc |
-1.3071 |
Over Correction Adjustment to Lower Limit Log Koc |
1.0000 |
Estimated Koc |
10 L/kg |
Koc Estimate from Log Kow:
Log Kow (Kowwin estimate) |
-2.02 |
Non-Corrected Log Koc (0.55313 logKow + 0.9251) |
-0.1922 |
Fragment Correction(s): |
|
2 Aliphatic Alcohol (-C-OH) |
-0.8229 |
2 Ether, aliphatic (-C-O-C-) |
-0.1812 |
Corrected Log Koc |
-0.2718 |
Estimated Koc |
-1.2869 |
Description of key information
For CAS 112-27-6, Koc values were calculated to be 10 L/kg (log Koc = 1) and 0.08975 L/kg (log Koc = -1.047) when based on the MCI method and the log Kow, respectively. For CAS 112-60-7, Koc values were calculated to be 10 L/kg (log Koc = 1) and 0.05165 L/kg (log Koc = -1.2869) when based on the MCI method and the log Kow, respectively. Based on a log Koc of <3 adsorption to solid soil phase is not expected.
Key value for chemical safety assessment
Additional information
QSAR-disclaimer
In Article 13 of Regulation (EC) No 1907/2006, it is laid down that information on intrinsic properties of substances may be generated by means other than tests, provided that the conditions set out in Annex XI (of the same Regulation) are met. Furthermore according to Article 25 of the same Regulation testing on vertebrate animals shall be undertaken only as a last resort.
According to Annex XI of Regulation (EC) No 1907/2006 (Q)SAR results can be used if (1) the scientific validity of the (Q)SAR model has been established, (2) the substance falls within the applicability domain of the (Q)SAR model, (3) the results are adequate for the purpose of classification and labeling and/or risk assessment and (4) adequate and reliable documentation of the applied method is provided.
For the assessment of Reaction mass of 2,2'-(Ethylenedioxy)diethanol and 3,6,9-Trioxaundecane-1,11-diol (Q)SAR results of its main constituents were used for adsorption / desorption. The criteria listed in Annex XI of Regulation (EC) No 1907/2006 are considered to be adequately fulfilled and therefore the endpoint(s) sufficiently covered and suitable for risk assessment, although the test substance did not entirely fall within the applicability domain.
Information on Registered Substances comes from registration dossiers which have been assigned a registration number. The assignment of a registration number does however not guarantee that the information in the dossier is correct or that the dossier is compliant with Regulation (EC) No 1907/2006 (the REACH Regulation). This information has not been reviewed or verified by the Agency or any other authority. The content is subject to change without prior notice.
Reproduction or further distribution of this information may be subject to copyright protection. Use of the information without obtaining the permission from the owner(s) of the respective information might violate the rights of the owner.
