5-methyl-3-phenylisoxazole-4-carbonyl chloride

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): 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride
- Common name: 5-methyl-3-phenylisoxazole-4-carbonyl chloride
- Molecular formula : C11H8ClNO2
- Molecular weight : 221.642 g/mol
- Smiles notation : c1(ccccc1)c1c(C(=O)Cl)c(on1)C
- InChl : 1S/C11H8ClNO2/c1-7-9(11(12)14)10(13-15-7)8-5-3-2-4-6-8/h2-6H,1H3
- Substance type: Organic
- Physical state: Solid

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

559.3 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 2.7476 (estimated by MCI method)

Transformation products:

not specified

KOCWIN Program (v2.00) Results:

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

SMILES : O=C(c(c(no1)c(cccc2)c2)c1C)CL

CHEM : 4-Isoxazolecarbonyl chloride, 5-methyl-3-phenyl-

MOL FOR: C11 H8 CL1 N1 O2

MOL WT : 221.64

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 7.198

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 4.3523

Fragment Correction(s):

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

Corrected Log Koc .................................. : 2.7476

Estimated Koc: 559.3 L/kg <===========

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride was estimated to be 559.3 L/kg (log Koc=2.7476) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow 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 5 -methyl-3 -phenyl-1,2 -oxazole-4 -carbonyl chloride (CAS No. 16883 -16 -2). The soil adsorption coefficient i.e Koc value of 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride was estimated to be 559.3 L/kg (log Koc=2.7476)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow 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 5 -methyl-3 -phenyl-1,2 -oxazole-4 -carbonyl chloride (CAS No. 16883 -16 -2). The soil adsorption coefficient i.e Koc value of 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride was estimated to be 559.3 L/kg (log Koc=2.7476)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

559.3

Additional information

Various predicted data for the target compound 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride (CAS No. 16883-16-2) and supporting weight of evidence study for its read across substance 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 5 -methyl-3 -phenyl-1,2 -oxazole-4 -carbonyl chloride (CAS No. 16883 -16 -2). The soil adsorption coefficient i.e Koc value of 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride was estimated to be 559.3 L/kg (log Koc=2.7476)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

The Soil Adsorption Coefficient i.e Koc value of test substance 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride (CAS no. 16883 -16 -2) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 237 (log Koc = 2.4 ± 1.0) at pH range 1-14 respectively(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017). This Koc value indicates that the test substance 5 -methyl-3 -phenyl-1,2 -oxazole-4 -carbonyl chloride 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 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride (CAS no. 16883 -16 -2) was estimated. The adsorption coefficient (Koc) value of substance 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride was estimated to be 367.77 (Log Koc = 2.5655) at pH 5.5 and 7.4, respectively. This Koc value indicates that the substance 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

Additional soil adsorption coefficient i.e Koc value of test chemical5 -methyl-3 -phenyl-1,2 -oxazole-4 -carbonyl chloride (CAS No. 16883 -16 -2)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride was estimated to be 1950 (log Koc = 3.29) (at 25 deg C). This Koc value indicates that the substance 5-methyl-3-phenyl-1,2-oxazole-4-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 5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride was estimated to be 320 L/kg (log Koc = 2.505).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance 5 -methyl-3 -phenyl-1,2 -oxazole- 4 -carbonyl chloride has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical 2-Phenylpropene (CAS no. 98-83-9),adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 2-Phenylpropene. The adsorption coefficient (Koc) value was calculated using a logKow of 3.48 and a regression derived equation. The adsorption coefficient (Koc) value of substance 2-Phenylpropene was estimated to be 1900 (Log Koc = 3.278). This Koc value indicates that the substance 2-Phenylpropene has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

For the read across chemical 1-methyl-2-vinylbenzene (CAS no. 25013-15-4),adsorption study was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 1-methyl-2-vinylbenzene (HSDB, 2017). The adsorption coefficient (Koc) value was calculated using astructure estimation method based on molecular connectivity indices. The adsorption coefficient (Koc) value of substance 1-methyl-2-vinylbenzene was estimated to be 716 (Log Koc = 2.854). This Koc value indicates that the substance 1-methyl-2-vinylbenzene has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

Another adsorption study from secondary source (HPVIS, 2017) was conducted for estimating the adsorption coefficient (Koc) value of the same read across chemical 1-methyl-2-vinylbenzene (CAS no. 25013-15-4). The adsorption coefficient (Koc) value was calculated using a measured water solubility of 89 mg/l at 25°C and a linear regression equation. The adsorption coefficient (Koc) value of substance 1-methyl-2-vinyl benzene was estimated to be 370 (Log Koc = 2.568). This Koc value indicates that the substance 1-methyl-2-vinylbenzene has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

On the basis of above overall results for target chemical5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloride(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017) and for its read across substance (from authoritative database HSDB, 2017 and secondary source HPVIS, 2017), it can be concluded that the Koc value of test substance5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chlorideranges from237–1950indicating that the test chemical5-methyl-3-phenyl-1,2-oxazole-4-carbonyl chloridehas a low to moderate sorption to soil and sediment and therefore have moderate to slow migration potential to ground water.

[LogKoc: 2.7476]