Tetradecyl acrylate

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption, other

Remarks:

adsorption

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Accepted calculation method, substance within applicability domain (or: Accepted calculation method, but substance not within applicability domain of model)

Justification for type of information:

1. SOFTWARE
Estimation Programs Interface (EPI) Suite for Microsoft Windows, v4.11 (US EPA, 2012)

2. MODEL (incl. version number)
KOCWIN v2.00

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
See section 'Test Material'.

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
See section "overall remarks, attachements" for QMRF

5. APPLICABILITY DOMAIN
See field "Executive summary" for QPRF

6. ADEQUACY OF THE RESULT
- The model is scientifically valid (see QMRF).
- The model estimates the KOC for the uncharged molecule at 25 °C; screening information on adsorption (and desorption) is required for substances manufactured or imported in quantities of 10 t/y or more (see also QPRF).
- See QPRF for reliability assessment.

Principles of method if other than guideline:

KOCWIN (v2.00): estimation using first-order Molecular Connectivity Index (MCI)

GLP compliance:

no

Type of method:

other: QSAR estimation: KOCWIN v2.00: Koc estimate from MCI

Specific details on test material used for the study:

SMILES : O=C(OCCCCCCCCCCCCCC)C=C

Test temperature:

25 °C

Type:

Koc

Value:

14 290 L/kg

Temp.:

25 °C

Remarks on result:

other: The substance is within the applicability domain of the model.

Type:

log Koc

Value:

4.155

Temp.:

25 °C

Remarks on result:

other: The substance is within the applicability domain of the model.

Koc Estimate from MCI:

First Order Molecular Connectivity Index : 9.308

Non-Corrected Log Koc (0.5213 MCI + 0.60) : 5.4521

Fragment Correction(s):

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

Corrected Log Koc: 4.1551

Estimated Koc: 1.429e+004 L/kg

Executive summary:

QPRF: KOCWIN v2.00 (18 Nov. 2013)

 

1.	Substance	See “Test material identity”
2.	General information
2.1	Date of QPRF	See “Data Source (Reference)”
2.2	QPRF author and contact details	See “Data Source (Reference)”
3.	Prediction
3.1	Endpoint (OECD Principle 1)	Endpoint	Adsorption to solid phase of soils etc.
		Dependent variable	Organic carbon normalised adsorption coefficient (Koc)
3.2	Algorithm (OECD Principle 2)	Model or submodel name	KOCWIN
		Model version	v. 2.00
		Reference to QMRF	QMRF: Estimation of Soil Adsorption Coefficient using KOCWIN v2.00 (EPI Suite v4.11): MCI methodology
		Predicted value (model result)	See “Results and discussion”
		Input for prediction	- Chemical structure via CAS number or SMILES
		Descriptor values	- MCI (first order molecular connectivity index) - Correction factors
3.3	Applicability domain (OECD principle 3)	Domains:
		1) Molecular weight (range of test data set: 32.04 to 665.02 g/mol; On-Line KOCWIN User’s Guide, Ch. 6.2.4 Domain)	Substance within range (268.4 g/mol)
		2) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOCWIN User’s Guide)	Fulfilled.
3.4	The uncertainty of the prediction (OECD principle 4)	Statistical accuracy for training dataset: n = 516, r² = 0.916, std. dev. = 0.330, average dev. = 0.263
3.5	The chemical mechanisms according to the model underpinning the predicted result (OECD principle 5)	Adsorption is caused by temporary (reversible) or permanent bonding between the substance and a surface (e.g. due to van der Waals interactions, hydrogen bonding to hydroxyl groups, ionic interactions, covalent bonding, etc.). The organic carbon normalized adsorption coefficient (Koc) is the ratio of a substance concentration sorbed in the organic matter component of soil or sediment to that in the aqueous phase at equilibrium. MCI methodology: The first-order molecular connectivity index is a measure to describe a variety of properties of chemicals. According to Sabljic (1984; cited in Meylan et al., 1992), the soil sorption potential is highly correlated with the first order MCI. Therefore, it has been used to derive the adsorption coefficient.

 

References

- US EPA (2012). On-Line KOCWIN User’s Guide.

- Meylan, W., P.H. Howard and R.S. Boethling. 1992. Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567.

 

 

Assessment of estimation domain (molecular weight, fragments, correction factors):

 

Correction Factor Descriptor	Coefficient for Molecular Connectivity Index (MCI) Regression Methodology		Coefficient for log Kow Regression Methodology	Occurrence		No. of instances of each bond found for the current substance
	(new model)	Remark		(number of compounds	(max per structure)
Ester (-C-CO-O-C-) or (HCO-O-C)	-1,296957	(a)	-0,065594	50	2	1

 

Description of key information

The adsorption coefficient of tetradecyl acrylate was estimated using KOCWIN v2.00 embedded in EPI Suite v4.11 of EPA’s Office of Pollution Prevention Toxics and Syracuse Research Corporation (SRC). The program is a screening level tool and estimates the log Koc adsorption coefficient using a Molecular Connectivity Index (MCI). Tetradecyl acrylate has a molecular weight of 268.4 g/mol and therefore fits the applicability domain of this model. A log Koc of 4.1151 was derived for the test item.

Key value for chemical safety assessment

Koc at 20 °C:

14 290

Additional information

QSAR-disclaimer

 

In Article 13 of Regulation (EC) No 1907/2006, it is laid down that information on intrinsic properties of substances may be generated by means other than tests, provided that the conditions set out in Annex XI (of the same Regulation) are met. Furthermore according to Article 25 of the same Regulation testing on vertebrate animals shall be undertaken only as a last resort.

 

According to Annex XI of Regulation (EC) No 1907/2006 (Q)SAR results can be used if (1) the scientific validity of the (Q)SAR model has been established, (2) the substance falls within the applicability domain of the (Q)SAR model, (3) the results are adequate for the purpose of classification and labeling and/or risk assessment and (4) adequate and reliable documentation of the applied method is provided.

 

For the assessment of tetradecyl acrylate (Q)SAR results were used for assessment of Adsorption.The criteria listed in Annex XI of Regulation (EC) No 1907/2006 are considered to be adequately fulfilled and therefore the endpoint(s) sufficiently covered and suitable for risk assessment.

 

Further experimental studies are not provided.