Ethyl N-hydroxyacetimidate

Adsorption / desorption

Link to relevant study record(s)

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.

Qualifier:

according to guideline

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

Specific details on test material used for the study:

- Name of test material (IUPAC name) : (E)-(ethyl N-hydroxyethenecarboximidate)
- Common name : Ethyl N-hydroxyacetimidate, Ethyl Acetohydroximate
- Molecular formula : C4H9NO2
- Molecular weight : 103.12 g/mol
- Smiles notation : C(=N/O)(\OCC)C
- InChl : 1S/C4H9NO2/c1-3-7-4(2)5-6/h6H,3H2,1-2H3
- Substance type : Organic
- Physical state : Liquid

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

28.36 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 1.4527 (estimated by MCI method)

Transformation products:

not specified

KOCWIN Program (v2.00) Results:

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

SMILES : O(C(=NO)C)CC

CHEM : Ethanimidic acid, N-hydroxy-, ethyl ester

MOL FOR: C4 H9 N1 O2

MOL WT : 103.12

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 3.308

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 2.3243

Fragment Correction(s):

1 Ether, aliphatic (-C-O-C-) .......... : -0.8716

Corrected Log Koc .................................. : 1.4527

Estimated Koc: 28.36 L/kg <===========

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 28.36 L/kg (log Koc=1.4527) by means of MCI method (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid 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 (E)-(ethyl N-hydroxyethene carboximidate) (CAS No. 10576 -12 -2). The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 28.36 L/kg (log Koc=1.4527)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid 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 (E)-(ethyl N-hydroxyethene carboximidate) (CAS No. 10576 -12 -2). The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 28.36 L/kg (log Koc=1.4527)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

28.36

Additional information

Various predicted data for the target compound (E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576-12-2) were reviewed for the adsorption end point which are summarized as below:

 

In aprediction done using theKOCWIN Program(v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical (E)-(ethyl N-hydroxyethene carboximidate) (CAS No. 10576 -12 -2). The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 28.36 L/kg (log Koc=1.4527)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

The Soil Adsorption Coefficient i.e Koc value of test substance (E)-(ethyl N-hydroxyethenecarboximidate) (CAS no. 10576 -12 -2) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 72.9, 72.5, 68.6 and 44.7 at pH range 1-11, 12, 13 and 14 (log Koc value ranges from 1.7 ± 1.0 to 1.9 ± 1.0), respectively (ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017). This Koc value indicates that the test substance (E)-(ethyl N-hydroxyethenecarboximidate) has a low sorption to soil and therefore have moderate migration potential to groundwater.

 

In an another prediction done by using ChemSpider Database (2017),the Soil Adsorption Coefficient i.e Koc value of test substance (E)-(ethyl N-hydroxyethenecarboximidate) (CAS no. 10576 -12 -2) was estimated. The adsorption coefficient (Koc) value of substance (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 47.89 (Log Koc = 1.68) at pH 5.5 and 7.4, respectively. This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a low sorption to soil and sediment and therefore have moderate migration potential to groundwater.

 

Additional soil adsorption coefficient i.e Koc value of test chemical(E)-(ethyl N-hydroxyethenecarboximidate) (CAS No. 10576 -12 -2)was estimated using the SciFinder database (American Chemical Society (ACS), 2017). The soil adsorption coefficient i.e Koc value of (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 62.7 (log Koc = 1.797) (at 25 deg C). This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a low sorption to soil and sediment and therefore have moderate 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 (E)-(ethyl N-hydroxyethenecarboximidate) was estimated to be 11.4 L/kg (log Koc = 1.056).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance (E)-(ethyl N-hydroxyethenecarboximidate) has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

On the basis of above overall results for target chemical(E)-(ethyl N-hydroxyethenecarboximidate) (from EPI suite, ACD labs,ChemSpider and CompTox Chemistry Dashboard,2017), it can be concluded that the Koc value of test substance (E)-(ethyl N-hydroxyethenecarboximidate) ranges from11.4–72.9, indicating that the test chemical (E)-(ethyl N-hydroxyethenecarboximidate)has a negligible to low sorption to soil and sediment and therefore have rapid to moderate migration potential to ground water.

[LogKoc: 1.4527]