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Restriction of specific regulatory purposes 

EU: REACH 

 

Owner 2-Butenedioic acid (E)-, di-C8-18-alkyl esters, CAS 68610-90-2 / 

 

Legal entity 

owner 

 

Endpoint study record: WoE, RA-A C18 FA component, , 2012, ... Seite 1 von 5

05.08.2013

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Endpoint study record: WoE, RA-A C18 FA component, 

, 2012, SPARC v4.6, RL2 

Administrative Data 

Data source 

Reference 

Data access 

Materials and methods 

Type of method 

Principles of method if other than guideline 

GLP compliance 

Test materials 

Identity of test material same as for substance defined in section 1 (if not read-across) 

Details on test material 

Any other information on materials and methods incl. tables 

UUID IUC5-92bb8194-3ecf-4254-af24-573501fe7e67 

Dossier UUID 0 

Author 

Date 2012-02-14 14:21:49 CET 

Remarks 

EU: REACH 

Purpose flag weight of evidence; robust study summary 

Study result type (Q)SAR 

Reliability 2 (reliable with restrictions) 

Rationale for reliability incl. deficiencies Accepted calculation method 

Reference 

type 

Author Year Title Bibliographic 

source 

Testing 

laboratory 

Report 

no. 

Owner 

company 

Company 

study no. 

Report 

date 

study 

report 

2012 SPARC v 

4.6 

calculation 

with 2-

Butenedioic 

acid (E)-, 

di-C8-18-

alkyl esters 

 

20120210-

szy-1 

Fatty acid 

ester 

umbrella 

consortium 

(FEUC), 

PFAE 

linear 

subgroup 

2012-

02-10 

data submitter is data owner 

other: QSAR 

Calculation with use of SPARC online calculator v4.6, self interaction physical process models for estimation of saturated 

vapour pressure. 

no 

no 

- Name of test material (as cited in study report): C18 FA component of 2-butenedioic acid (E)-, di-C8-18-alkyl esters 

- Molecular formula (if other than submission substance): C40 H76 O4 

- Molecular weight (if other than submission substance): 621.0 g/mol 

- Smiles notation: CCCCCCCCCCCCCCCCCCOC(=O)C=CC(=O)OCCCCCCCCCCCCCCCCCC 

- Analytical purity: not applicable 

Input data: 

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SMILES:CCCCCCCCCCCCCCCCCCOC(=O)C=CC(=O)

OCCCCCCCCCCCCCCCCCC 

T = 20 °C 

Melting point = 32 °C 

Self interaction physical process models (or solute-solute physical process 

models) applied in SPARC online calculator v 4.6 estimate the saturated vapour 

pressure of organic compounds. 

The prediction methodology was developed at the University of Georgia through 

grants from U.S. Environmental Protection Agency and is outlined in the following 

documents: 

Carreira L.A., Hilal S., Karickhoff S.W. “Estimation of Chemical Reactivity 

Parameters and Physical Properties of Organic Molecules Using SPARC”(Book 

Chapter) Theoretical and Computational Chemistry, Quantitative Treatment of 

Solute/Solvent Interactions, Eds. P. Politzer and J.S. Murray, Elsevier Publishers 

1994. 

Hilal S.H., Carreira L.A., Karickoff S.W., “Prediction of the Vapor Pressure, Boiling 

Point, Heat of Vaporization and Diffusion Coefficient of Organic Compounds”, 

QSAR & Combinatorial Science, 565 22 (2003). 

Hilal S.H., Karickoff S.W., Carreira L.A. “Verification and validation of the SPARC 

model” U.S. Environmental Protection Agency, EPA/600/R-03/033, March 2003 

Validity of the model according to the OECD principles: 

1. Defined endpoint:

Logarithmic vapour pressure log P (P in atm), calculated at 25 °C and 

subsequently recalculated in order to obtain the P value in Pa. Estimations are 

possible at any temperature. 

2. Unambiguous algorithm:

The computational approaches in SPARC are utilising a conventional LFER 

(Linear Free Energy Relationships), SAR (Structure Activity Relationships) and 

PMO (Perturbed Molecular Orbital) theory. 

Vapour pressure Pi

of a substance, i, is calculated according to the equation: 

log Pi

= -∆Gii(interaction)/(2.303RT) + log T + C

where ∆Gii(interaction)describes the change in the intermolecular interactions

accompanying liquid to gas vaporization, log T + C describes the change in the 

entropy contribution associated with the volume change in going from the liquid to 

the gas phase. 

The intermolecular interactions in the liquid phase are expressed as a sum of 

dispersion, induction, dipole-dipole, and H-bonding components: 

∆Ginteraction= ∆Gdispersion+ ∆Ginduction+ ∆Gdipole-dipole+ ∆GH-bond

 It is assumed that they have different (but constant) ratio of enthalpic to entropic 

contributions to the free energy process at 25 °C. 

Each of the interaction mechanisms is expressed through a set of pure 

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Results and discussions 

Vapour pressure 

components descriptors: liquid density-based volume, molecular polarizability, 

microscopic bond dipole and hydrogen bonding parameters, which are calculated 

directly from the structure (SMILES query). 

The interactions in a gas phase are ignored.Crystalenergycontributions are 

important for substances which are solids at 25 °C. SPARC estimates the crystal 

energy contributions assuming that at the melting point ∆Giiis zero.

The algorithm is described in Hilal S.H., Carreira L.A., Karickoff S.W., “Prediction 

of the Vapor Pressure, Boiling Point, Heat of Vaporization and Diffusion 

Coefficient of Organic Compounds”, QSAR & Combinatorial Science, 565 22 

(2003) and the references cited there. 

Descriptors are generated with the SPARC online calculator v 4.6. 

3. Applicability domain:

Currently, there is no universally accepted definition of model domain. SPARC 

physical property models have been designed and parameterized to be applicable 

to any organic chemical structure. The calculation may be performed at any 

temperature for non-polar and polar substances which are liquids and solids. 

Vapour pressure can be predicted at 25 °C within the experimental error over a 

wide range of molecular structures and measurements (over 8 log units: -6 log 

atm to 2 log atm). Data sets contain simple molecules (hydrocarbons, single 

dipole compounds and small multipole dipole compounds such as multihalogenated benzene) and complicated compounds that are large and have 

multiple dipole and H-bond substituents (e.g. azo dyes, imidasole, triazine, trizol, 

pesticides and pharmaceutical drugs). 

4. Appropriate measures of goodness of fit, robustness and predictivity.

SPARC calculator was trained on 315 non-polar and polar organic molecules at 

25 °C. The performance on the set of 747 compounds with measured and not 

extrapolated vapour pressure values at 25 °C is characterised with the following 

statistical measures: 

N = 747 (including 447 non-polar and 300 polar compounds) 

R2 = 0.994 

RMS deviation error = 0.15log atm 

Verification and validation is described in detail in Hilal S.H., Karickoff S.W., 

Carreira L.A. “Verification and validation of the SPARC model” U.S. Environmental 

Protection Agency, EPA/600/R-03/033, March 2003. 

5. Mechanistic interpretation, if possible:

Vapour pressure is calculated on the basis of intermolecular interactions 

according to the algorithm described in 2. The mechanistic character of the 

method is achieved by definition. 

Complete description of methodology is outlined in: Carreira, L. A., S. Hilal and S. 

W. Karickhoff, "Estimation of Chemical Reactivity Parameters and Physical 

Properties of Organic Molecules Using SPARC," (Book Chapter), Theoretical and 

Computational Chemistry, Quantitative Treatment of Solute/Solvent Interactions, 

Eds. P. Politzer and J. S. Murray, Elsevier Publishers, 1994. 

0 Pa 

20 °C 

Remarks Calculated value 5.71E-15 Pa 

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Any other information on results incl. tables 

Overall remarks, attachments 

Remarks on results including tables and figures 

QSAR result; transition/decomposition is not specified/reported. For detailed description 

of the model and its applicability, see "Any other information on materials and methods 

incl. tables".

The substance fits in the applicability domain of the model. The prediction is valid and can 

be used for classification and risk assessment.

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