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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:
Estimated data generated using the EPI Suite model developed by the USEPA.
Reference:
Composition 1
Qualifier:
according to
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
Test material information:
Composition 1
Specific details on test material used for the study:
- Name of test material: 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride
- Molecular formula: C8H9Cl3O
- Molecular weight: 227.517
- Smiles notation: O=C([C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)Cl)Cl
- InChl: 1S/C8H9Cl3O/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3
- Substance type: Organic
Radiolabelling:
not specified
Test temperature:
25 deg.C
Analytical monitoring:
not specified
Key result
Type:
Koc
Value:
62.3 L/kg
Temp.:
25 °C
Remarks on result:
other: Log Koc= 1.7945 (estimated by MCI method)
Transformation products:
not specified

KOCWIN Program (v2.00) Results:

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

SMILES : O=C(C(C1(C)C)C1C=C(CL)CL)CL

CHEM : Cyclopropanecarbonyl chloride, 3-(2,2-dichloroethenyl)-2,2-dimethyl-

MOL FOR: C8 H9 CL3 O1

MOL WT : 227.52

--------------------------- KOCWIN v2.00 Results ---------------------------

Koc Estimate from MCI:

---------------------

First Order Molecular Connectivity Index ........... : 5.370

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 3.3991

Fragment Correction(s):

1 Misc (C=O) Group (aliphatic attach).... : -1.6047

Corrected Log Koc .................................. : 1.7945

Estimated Koc: 62.3 L/kg <===========

Validity criteria fulfilled:
not specified
Conclusions:
The soil adsorption coefficient i.e Koc value of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 62.3 L/kg (log Koc=1.7945) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.
Executive summary:

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 3-(2,2-dichloroethenyl)-2,2- dimethylcyclopropane-1-carbonyl chloride (CAS No. 52314 -67 -7). The soil adsorption coefficient i.e Koc value of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 62.3 L/kg (log Koc=1.7945)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane -1-carbonyl chloride has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

Description of key information

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 3-(2,2-dichloroethenyl)-2,2- dimethylcyclopropane-1-carbonyl chloride (CAS No. 52314 -67 -7). The soil adsorption coefficient i.e Koc value of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 62.3 L/kg (log Koc=1.7945)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane -1-carbonyl chloride has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:
62.3
Log Koc at 20 °C:
1.794

Additional information

Various predicted data for the target compound 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride(CAS No. 52314-67-7) were reviewed for the adsorption end point which are summarized as below:

 

In a prediction done using the KOCWIN Model(v2.00) of Estimation Programs Interface (EPI Suite, 2017) the soil adsorption coefficient i.e Koc value of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 62.3 L/kg (log Koc=1.7945)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane -1-carbonyl chloride has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

The Soil Adsorption Coefficient i.e Koc value of test substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 1439 (log Koc=3.2 ± 1.0) at pH range 0-14 respectively(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017). This Koc value indicates that the test substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow migration potential to groundwater.

 

In another prediction done using ChemSpider Database (2017), the Soil Adsorption Coefficient i.e Koc value of test substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride (CAS no. 52314 -67 -7) was estimated to be 1965.25 (Log Koc = 3.293) at pH 5.5 and 7.4, respectively. This Koc value indicates that the substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow migration potential to groundwater.

 

Additional soil adsorption coefficient i.e Koc value of test chemical3-(2,2-dichloroethenyl)-2,2-dimethyl cyclopropane-1-carbonyl chloride (CAS No. 52314 -67 -7)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be 1140 (log Koc = 3.056) (at 25 deg C). This Koc value indicates that the substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

From CompTox Chemistry Dashboard using OPERA (OPEn (quantitative) structure-activity Relationship Application)  V1.02 model in which calculation based on PaDEL descriptors (calculate molecular descriptors and fingerprints of chemical), the adsorption coefficient i.e KOC for test substance 3 -(2,2 -dichloroethenyl)-2,2 -dimethylcyclo propane-1 -carbonyl chloride was estimated to be 213 L/kg (log Koc = 2.328).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

On the basis of above overall results for target chemical3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride (from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017), it can be concluded that the Koc value of test substance3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chlorideranges from 62.3 –1965.25 indicating that the test chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride has a low to moderate sorption to soil and sediment and therefore have moderate to slow migration potential to ground water.