Registration Dossier

Diss Factsheets

Environmental fate & pathways

Adsorption / desorption

Currently viewing:

Administrative data

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:
Data is from computational model developed by 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: Cinnamyl formate
- IUPAC name: (2E)-3-phenylprop-2-en-1-yl formate
- Molecular formula: C10H10O2
- Molecular weight: 162.187 g/mole
- Smiles :c1(\C=C\COC=O)ccccc1
- Inchl: 1S/C10H10O2/c11-9-12-8-4-7-10-5-2-1-3-6-10/h1-7,9H,8H2/b7-4+
- Substance type: Organic
- Physical state: Liquid (Colorless to yellowish)
Radiolabelling:
not specified
Test temperature:
25 deg.C
Analytical monitoring:
not specified
Key result
Type:
Koc
Value:
248.4 L/kg
Temp.:
25 °C
Remarks on result:
other: Log Koc= 2.3951 (estimated by MCI method)

KOCWIN Program (v2.00) Results:

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

SMILES : O=COCC=Cc(cccc1)c1

CHEM : 2-Propen-1-ol, 3-phenyl-, formate

MOL FOR: C10 H10 O2

MOL WT : 162.19

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

Koc Estimate from MCI:

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

First Order Molecular Connectivity Index ........... : 5.932

Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 3.6921

Fragment Correction(s):

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

Corrected Log Koc .................................. : 2.3951

Estimated Koc: 248.4 L/kg <===========

Validity criteria fulfilled:
not specified
Conclusions:
The Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3-phenylprop-2-en-1-yl formate (CAS No. 104-65-4) was estimated using EPI suite KOCWIN Program (v2.00) as 248.4 L/kg (log Koc= 2.3951) by means of MCI method at 25 deg. C. This log Koc value indicates that test chemical (2E)-3-phenylprop-2-en-1-yl formate has low sorption to soil and therefore test chemical has moderate migration potential to ground water.
Executive summary:

The Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3-phenylprop-2-en-1-yl formate (CAS No. 104-65-4) was estimated using EPI suite KOCWIN Program (v2.00) as 248.4 L/kg (log Koc= 2.3951) by means of MCI method at 25 deg. C.  This log Koc value indicates that test chemical (2E)-3-phenylprop-2-en-1-yl formate has low sorption to soil and therefore test chemical has moderate migration potential to ground water.

Description of key information

The Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3-phenylprop-2-en-1-yl formate (CAS No. 104-65-4) was estimated using EPI suite KOCWIN Program (v2.00) as 248.4 L/kg (log Koc= 2.3951) by means of MCI method at 25 deg. C.  This log Koc value indicates that test chemical (2E)-3-phenylprop-2-en-1-yl formate has low sorption to soil and therefore test chemical has moderate migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:
248.4

Additional information

Various predicted data for the target compound of(2E)-3-phenylprop-2-en-1-yl formate (CAS No. 104-65-4)and supporting weight of evidence study for its read across chemical were reviewed for the Adsorption end point which are summarized as below.

The first predicted data study was done by using EPI suite KOCWIN Program (v2.00) and the Soil Adsorption Coefficient i.e. Koc value of test chemical (2E)-3-phenylprop-2-en-1-yl formate (CAS No. 104-65-4) was estimated to be 248.4 L/kg (log Koc= 2.3951) by means of MCI method at 25 deg. C.  This log Koc value indicates that test chemical (2E)-3-phenylprop-2-en-1-yl formate has low sorption to soil and therefore test chemical has moderate migration potential to ground water.

Another study was done by using Adsorption Coefficient module (v12.1.0.50374) program of(ACD (Advanced Chemistry Development)/I-Lab predictive module, (2017) andSoil Adsorption Coefficient i.e Koc value of test substance (2E)-3-phenylprop-2-en-1-yl formate (CAS no. 124 -65 -4) was estimatedto be Koc 351 dimensionless (log Koc= 2.5453). This log Koc value indicates that the test substance (2E)-3-phenylprop-2-en-1-yl formate has a moderate sorption to soil and therefore have slow migration potential to groundwater.

Next weight of evidence study was done by Using Sci Finder database ofAmerican Chemical Society (ACS, 2017)and soil adsorption co-efficient i.e., Koc value of test chemical (2E)-3-phenylprop-2-en-1-yl formate (CAS no. 104 -65 -4) was estimated to be 331.0 dimensionless ( log Koc = 2.5198) at pH 1-10 at temperature 25 deg.c. this value suggests that this test chemical has moderate sorption to soil and therefore have slow migration potential to ground water.

Similarly, another study was done by Using Chemspider-ACD/Phy chem suite of Royal Society of Chemistry (ACS, 2017) and soil adsorption co-efficient i.e., Koc value of test substance (2E)-3-phenylprop-2-en-1-yl formate was estimated to be 435.46 dimensionless (log Koc= 2.6389) at pH 5.5 and 7.4 and temperature 25 deg.C This Koc value at different pH indicates that the chemical (2E)-3-phenylprop-2-en-1-yl formate has moderate sorption to soil and sediments and therefore test chemical has slow migration potential to ground water.

Last predicted data study was done 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 (2E)-3-phenylprop-2-en-1-yl formate (CAS no. 104 -65 -4) was estimated to be 100.0 L/kg (log Koc = 2.00) .The predicted KOC result was based on the 5 OECD principles. Thus based on the result it is concluded that the test substance (2E)-3-phenylprop-2-en-1-yl formate has a low sorption to soil and sediment and therefore has moderate migration potential to ground water

Further, in supporting weight of evidence study done from Authoritative database (HSDB, 2017) the adsorption coefficient (Koc) value was calculated using a structure estimation method based on molecular connectivity indices. The adsorption coefficient (Koc) value of read across substance (2E)-2 -(phenylmethylidene)heptanal was estimated to be 680 (Log Koc = 2.83). This Koc value indicates that the read across substance (2E)-2 -(phenylmethylidene)heptanal has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

Another supporting weight of evidence study conducted for read across chemical 2 -benzylideneheptanal (CAS No.122 -40 -7) (from UERL, report 2017). The adsorption coefficient Koc in soil and in sewage sludge 2 -benzylideneheptanal was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals. The solutions of the read across substance and reference substances were prepared in appropriate solvents. The read across solution concentration was 388 mg/l and pH was 6.2. Each of the reference substance and read across substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the read across chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the read across substance was determined from its measured capacity factor. The Log Koc value was determined to be 2.989 ± 0.003at 25°C. This log Koc value indicates that the read across substance 2 -benzylideneheptanal has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

On the basis of above results for target chemical(2E)-3-phenylprop-2-en-1-yl formate (CAS No. 104-65-4) (from EPI suite, ACD labs, Sci Finder database, Comptox chemistry dashboard and Chemspider 2017) and for its read across chemicals (From authoritative database HSDB and UERL report) it can be concluded that the log Koc value of test substance(2E)-3-phenylprop-2-en-1-yl formateranges from 2.00 to 2.6389 indicating that the chemical (2E)-3-phenylprop-2-en-1-yl formate has low to moderate sorption to soil and sediment and therefore test chemical has moderate to slow migration potential to ground water.

[LogKoc: 2.39]