Allyl butyrate

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): 2-Propen-1-yl butanoate
- Common name: Allyl butyrate
- Molecular formula: C7H12O2
- Molecular weight: 128.17 g/mol
- Smiles notation: C(OCC=C)(CCC)=O
- InChl: 1S/C7H12O2/c1-3-5-7(8)9-6-4-2/h4H,2-3,5-6H2,1H3
- Substance type: Organic
- Physical state: Liquid

Radiolabelling:

not specified

Test temperature:

25 deg.C

Analytical monitoring:

not specified

Key result

Type:

Koc

Value:

35.37 L/kg

Temp.:

25 °C

Remarks on result:

other: Log Koc= 1.5486 (estimated by MCI method)

Transformation products:

not specified

KOCWIN Program (v2.00) Results:

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

SMILES : O=C(OCC=C)CCC

CHEM : BUTANOIC ACID, 2-PROPENYL ESTER

MOL FOR: C7 H12 O2

MOL WT : 128.17

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 4.308

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 2.8456

Fragment Correction(s):

1 Ester (-C-CO-O-C-) or (HCO-O-C) ...... : -1.2970

Corrected Log Koc .................................. : 1.5486

Estimated Koc: 35.37 L/kg <===========

Validity criteria fulfilled:

not specified

Conclusions:

The soil adsorption coefficient i.e Koc value of 2-Propen-1-yl butanoate was estimated to be 35.37 L/kg (log Koc=1.5486) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Propen-1-yl butanoate 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 2-Propen-1-yl butanoate (CAS No. 2051 -78 -7). The soil adsorption coefficient i.e Koc value of 2-Propen-1-yl butanoate was estimated to be 35.37 L/kg (log Koc=1.5486) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Propen-1-yl butanoate 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 2-Propen-1-yl butanoate (CAS No. 2051 -78 -7). The soil adsorption coefficient i.e Koc value of 2-Propen-1-yl butanoate was estimated to be 35.37 L/kg (log Koc=1.5486) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Propen-1-yl butanoate 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:

35.37

Additional information

Various predicted data for the target compound 2-Propen-1-yl butanoate (CAS No. 2051-78-7) and supporting weight of evidence study for its read across substance 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) was used to predict the soil adsorption coefficient i.e Koc value of test chemical 2-Propen-1-yl butanoate (CAS No. 2051 -78 -7). The soil adsorption coefficient i.e Koc value of 2-Propen-1-yl butanoate was estimated to be 35.37 L/kg (log Koc=1.5486) by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Propen-1-yl butanoate 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 2 -Propen-1-yl butanoate (CAS no. 2051 -78 -7) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 313 (log Koc = 2.5 ± 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 2-Propen-1-yl butanoate has a moderate sorption to soil and therefore have slow 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 2-Propen-1-yl butanoate (CAS no. 2051 -78 -7) was estimated. The adsorption coefficient (Koc) value of substance 2-Propen-1-yl butanoate was estimated to be 378.45 (Log Koc = 2.578) at pH 5.5 and 7.4, respectively. This Koc value indicates that the substance 2-Propen-1-yl butanoate 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 chemical2-Propen-1-yl butanoate (CAS No. 2051 -78 -7)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of 2-Propen-1-yl butanoate was estimated to be 334 (log Koc = 2.523) (at 25 deg C). This Koc value indicates that the substance 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 2-Propen-1-yl butanoate was estimated to be 43.2 L/kg (log Koc = 1.635).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance 2-Propen-1-yl butanoate has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical 2-methyl-2-propenoic acid 2-propenyl ester (CAS no. 96-05-9), adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 2-methyl-2-propenoic acid 2-propenyl ester. The adsorption coefficient (Koc) value was calculated using a structure estimation method based on molecular connectivity indices. The adsorption coefficient (Koc) value of substance 2 -methyl-2 -propenoic acid 2 -propenyl ester was estimated to be 110 (Log Koc = 2.041). This Koc value indicates that the substance 2-methyl-2-propenoic acid 2-propenyl ester has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

For another read across chemical 2-Methylpropionic acid, 2-methylpropylester (CAS no. 97-85-8), adsorption study was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 2-Methylpropionic acid, 2-methylpropylester. The adsorption coefficient (Koc) value was calculated using a water solubility of 1000 mg/l and a linear regression derived equation. The adsorption coefficient (Koc) value of substance 2 -Methylpropionic acid, 2 -methylpropylester was estimated to be 98 (Log Koc = 1.991). This Koc value indicates that the substance 2 -Methylpropionic acid, 2 -methylpropylester 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 chemical2-Propen-1-yl butanoate(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017) and for its read across substance (from authoritative database HSDB, 2017), it can be concluded that the Koc value of test substance2-Propen-1-yl butanoateranges from 35.27 –378.45indicating that the test chemical 2-Propen-1-yl butanoate has a low to moderate sorption to soil and sediment and therefore have moderate to slow migration potential to ground water.

[LogKoc: 1.5486]