diethyleneglycyl bis (chloroacetate)

Hydrolysis

Administrative data

Endpoint:

hydrolysis

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

Justification for type of information:

1. SOFTWARE
OECD QSAR Toolbox V3.4

2. MODEL (incl. version number)
HYDROWIN v1.68

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
O=C(CCl)OCCOCCOC(=O)CCl

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
[Explain how the model fulfils the OECD principles for (Q)SAR model validation. Consider attaching the QMRF or providing a link]
- Defined endpoint: hydrolysis
- Unambiguous algorithm: log Kb  =  0.92Es{R1} + 0.31Es{R2} + 2.16 sigma*{R1} + 2.30 sigma*{R2} + 2.10 sigmaX{R1} + 1.25 sigmaX{R2} + 2.67
base catalyzed ester hydrolysis
see APPENDIX E of HYDROWIN documentation

- Defined domain of applicability: see APPENDIX E: fragment constants
- Appropriate measures of goodness-of-fit and robustness and predictivity:
  number = 124
  correlation coef (r) = 0.982
  correlation coef (r2) = 0.96

Reference: Mill, T., Haag, W., Penwell, P., Pettit, T. and Johnson, H.  1987.  Environmental Fate and Exposure Studies Development of a PC-SAR for Hydrolysis: Esters, Alkyl Halides and Epoxides.  EPA Contract No. 68-02-4254.  Menlo Park, CA: SRI International

- Mechanistic interpretation:

5. APPLICABILITY DOMAIN
[Explain how the substance falls within the applicability domain of the model]
- Descriptor domain:
Fragment R2 on this compound is not available from the fragment
library. Substitute -CH2-CH2-O-CH3 has been used.

Fragment R1 ( - CH2-Cl) on the compound is available from the fragment library.
- Structural and mechanistic domains:
Fragment Es sigma* sigma-meta sigma-para
-CH2-CL                -1.30     0.45     0.11     0.12
-CH2-CH2-O-CH3 -1.89    -0.25    -0.07     -0.03

- Similarity with analogues in the training set:
- Other considerations (as appropriate):

6. ADEQUACY OF THE RESULT
[Explain how the prediction fits the purpose of classification and labelling and/or risk assessment]

Data source

Reference

Reference Type:

publication

Title:

EPI Suite 4.11

Year:

2012

Bibliographic source:

HYDROWIN - Mill,T., Haag,W., Penwell,P.,Pettit,T. and Johnson, H. "Environmental Fate and Exposure Studies Development of a PC-SAR for Hydrolysis: Esters, Alkyl Halides and Epoxides". Menlo Park, CA: SRI International (1987).

Materials and methods

Test guideline

Guideline:

other: REACH Guidance on QSARs R.6

Principles of method if other than guideline:

Mill,T., Haag,W., Penwell,P.,Pettit,T. and Johnson, H. "Environmental Fate and Exposure Studies Development of a PC-SAR for Hydrolysis: Esters, Alkyl Halides and Epoxides".  EPA Contract No. 68-02-4254.  Menlo Park, CA: SRI International (1987).

 

Results and discussion

Any other information on results incl. tables

HYDROWIN predicted that diethyleneglycyl bis (chloroacetate) CAS 106 -78 -5 has a

total Kb for pH > 8 at 25°C 38.56 L/mol sec

Kb half-life at pH 8: 4.993 hours

Kb half-life at pH 7: 2.080 days