1-Butanone, 3-(dodecylthio)-1-[(1R,2S)-2,6,6-trimethyl-3-cyclohexen-1-yl]-, rel-

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption: screening

Remarks:

(Q)SAR calculated endpoint

Type of information:

(Q)SAR

Adequacy of study:

key study

Study period:

Run on 2013-02

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Remarks:

The value is not an experimental result, however the QSAR model is recommended by the ECHA guidance document on information requirements, is well documented with regard to validation parameters according to OECD principles. Moreover, the substance is fully characterised towards the applicability domain.

Justification for type of information:

1. SOFTWARE
EPI SuiteTM (v4.1)

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

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
CC1C(C(CC(SCCCCCCCCCCCC)C)=O)C(CC=C1)(C)C
log Kow = 9.5 (experimental result)

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
[See attached QMRF]

5. APPLICABILITY DOMAIN
[See attached QPRF]
The substance is within the domain of the KOCWIN model based on its molecular weight and fragment presents.

Qualifier:

according to guideline

Guideline:

other: REACH guidance on QSARs R.6, May 2008

Deviations:

no

Principles of method if other than guideline:

See attached QMRF/QPRF

GLP compliance:

no

Remarks:

not relevant

Specific details on test material used for the study:

- log Kow : 9.5 (experimental result).

Radiolabelling:

no

Test temperature:

Not applicable

Details on study design: HPLC method:

Not applicable

Analytical monitoring:

not required

Details on sampling:

Not applicable

Details on matrix:

Not applicable

Details on test conditions:

Not applicable

Computational methods:

Not applicable

Key result

Type:

Koc

Value:

1 533 000 L/kg

Remarks on result:

other: MCI method

Type:

log Koc

Value:

6.186 dimensionless

Remarks on result:

other: MCI method

Key result

Type:

Koc

Value:

2 374 000 L/kg

Remarks on result:

other: Kow method

Type:

log Koc

Value:

6.375 dimensionless

Remarks on result:

other: Kow method

Details on results (HPLC method):

Not applicable

Adsorption and desorption constants:

Not applicable

Recovery of test material:

Not applicable

Concentration of test substance at end of adsorption equilibration period:

Not applicable

Concentration of test substance at end of desorption equilibration period:

Not applicable

Transformation products:

not measured

Details on results (Batch equilibrium method):

Not applicable

Statistics:

Not applicable

Koc estimate from MCI:

First order Molecular Connectivity Index : ..................................................12.881

Non-corrected log Koc (0.5213 MCI + 0.60) : ............................................7.3147

Fragment correction(s) : 1 ketone (-C-CO-C-): .......................................-1.1290

Corrected log Koc : ........................................................................................6.1857

Estimated Koc = 1533000 L/Kg

Koc estimate frol Log Kow:

Log Kow (user entered): ..............................................................................9.50

Non-corrected log Koc (0.55313 log Kow + 0.9251): .............................6.1798

Fragment correction(s) : 1 ketone (-C-CO-C-): ........................................0.1956

Corrected log Koc: .........................................................................................6.3754

Estimated Koc = 2374000 L/Kg

Validity criteria fulfilled:

yes

Conclusions:

KOCWIN v2.0 predicts Koc values of 1533000 L/kg (log Koc = 6.19) and 2374000 L/kg (log Koc = 6.38) derived from the MCI and log Kow methodologies respectively, with an experimental log Kow at 9.5.

Executive summary:

The adsorption coefficient (Koc) of the substance was estimated using the KOCWIN v2.00 QSAR model available from the US EPA.

The estimated adsorption coefficient were 1533000 L/kg (log Koc = 6.19) and 2374000 L/kg (log Koc = 6.38), calculated from the MCI and log Kow methodologies respectively, with an experimental log Kow at 9.5.

Reference 2

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

disregarded due to major methodological deficiencies

Study period:

4 November 2005

Reliability:

3 (not reliable)

Rationale for reliability incl. deficiencies:

significant methodological deficiencies

Remarks:

This study was performed according to OECD Guideline 121 and EU Method C19 with GLP statement. This study is considered as not valid because the reference substances were not dissolved in the mobile phase. The test substance was dissolved in acetonitrile while the reference substances were dissolved in methanol.

Qualifier:

according to guideline

Guideline:

EU Method C.19 (Estimation of the Adsorption Coefficient (KOC) on Soil and Sewage Sludge Using High Performance Liquid Chromatography (HPLC))

Deviations:

yes

Remarks:

, the mobile phase was acetonitrile:reverse osmosis water (55:45 v/v) at pH 6.9

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Deviations:

yes

Remarks:

, the mobile phase was acetonitrile:reverse osmosis water (55:45 v/v) at pH 6.9

Principles of method if other than guideline:

Not applicable

GLP compliance:

yes (incl. QA statement)

Remarks:

30th August 2005

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Radiolabelling:

no

Test temperature:

No information on temperature during the test

Details on study design: HPLC method:

EQUIPMENT
- Apparatus: HPLC System, Agilent Technologies 1050/1100, incorporating autosampler and workstation.
- Type, material and dimension of analytical (guard) column: Phenosphere CN 5µ (250 x 4.6 mm id), column temperature 30°C, injection volume 5µL, Flow-rate 1 mL/min.
- Detection system: UV detector wavelength (dead time and reference standards: 210 nm ; sample: 205 nm).

MOBILE PHASES
- Type: acetonitrile:reverse osmosis water (55:45 v/v) adjusted to pH 6.9 using 1M sodium hydroxide
- Solutes for dissolving test and reference substances: test material (0.1006 g) was diluted to 100 mL with acetonitrile and solutions of reference standards were prepared in methanol.

DETERMINATION OF DEAD TIME
- Method: by inert substances which are not retained by the column (formamide)

REFERENCE SUBSTANCES
- Identity (purity): Acetanilide (ca 99%), Phenol (99.9%), Atrazine (97.4%), Isoproturon (99.8%), Triadimenol (98.5%), Linuron (99%), Naphthalene (>99.0%), Endosulfan-diol (99.9%), Fenthion (97.7%), Phenanthrene (>97.0%), Diclofop-methyl (99%), DDT (98%).

DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: no data
- Quantity of reference substances: no data
- Intervals of calibration: no data

REPETITIONS
- Number of determinations: 2

EVALUATION
- Calculation of capacity factors k': yes (k'=(tr-t0)/t0)
- Determination of the log Koc value: with regression line (log k' versus log Koc)

Details on sampling:

Not applicable

Details on matrix:

Not applicable

Details on test conditions:

Not applicable

Computational methods:

Not applicable

Key result

Type:

log Koc

Value:

3.37 dimensionless

Remarks on result:

other: for the first and second injection

Details on results (HPLC method):

- Retention times of reference substances used for calibration: see in "attached background material"
- Details of fitted regression line (log k' vs. log Koc): see in "attached background material"
- Graph of regression line attached: see in "attached background material"
- Average retention data for test substance: see table 5.4.1/1 in "any other information on results incl. tables".

Adsorption and desorption constants:

Not applicable

Recovery of test material:

Not applicable

Concentration of test substance at end of adsorption equilibration period:

Not applicable

Concentration of test substance at end of desorption equilibration period:

Not applicable

Transformation products:

not measured

Details on results (Batch equilibrium method):

Not applicable

Statistics:

None

Table 5.4.1/1: The retention times, capacity factors and log10 Koc values for the sample

Injection	Retention time (mins)	Capacity factor (k)	Log10 k	Log10 Koc
1	4.606	0.516	-0.288	3.37
2	4.607	0.516	-0.288	3.37

Validity criteria fulfilled:

yes

Conclusions:

The adsorption coefficient (Koc) of the test material has been determined to be 2.35 x 10^3 (log10 Koc = 3.37). This study is not valid.

Executive summary:

To determine the adsorption coefficient of the test item, a HPLC screening method according to Method C19 of Commission Directive 2001/59/EEC and Method 121 of the OECD Guidelines for testing of chemicals, 22 Jaunuary 2001 was performed, with GLP statement.

The result shows a log Koc (adsorption coefficient) at 3.37, equivalent to a Koc at 2.35 x 10^3.

This study is considered as not valid because the reference substances were not dissolved in the mobile phase. The test substance was dissolved in acetonitrile while the reference substances were dissolved in methanol.

Description of key information

QSAR, KOCWIN v2.00, key data, validity 2:

Koc = 1953500 L/kg; log Koc = 6.3 (arithmetic mean of results based on MCI and log Kow methodologies).

Immobile in soil (according to P.J. McCall et al., 1981¹).

¹McCall P.J., Laskowski D.A., Swann R.L., and Dishburger H.J., (1981), “Measurement of sorption coefficients of organic chemicals and their use, in environmental fate analysis”, in Test Protocols for Environmental Fate and Movement of Toxicants. Proceedings of AOAC Symposium, AOAC,

Washington DC.

Key value for chemical safety assessment

Koc at 20 °C:

1 953 500

Additional information

One key data and one disregarded study are available.

The key data point is not experimental but determined using a QSAR, recommended by the ECHA guidance document on information requirements. This model (KOCWIN v2.00, available from the US EPA) is well documented with regard to validation parameters according to OECD principles. Moreover, the substance is fully characterised within the applicability domain. The adsorption coefficient (Koc) was estimated to be 1533000 L/kg (log Koc = 6.19) and 2374000 L/kg (log Koc = 6.38), calculated from the MCI and log Kow methodologies respectively, using an experimental log Kow value at 9.5.

The disregarded study was performed according to OECD Guideline 121 and EU Method C19 with GLP statement. However, this study is considered as not valid because the reference substances were not dissolved in the same mobile phase as the test substance. The test substance was dissolved in acetonitrile while the reference substances were dissolved in methanol.

According to the key data, the Koc is estimated to be 1953500 L/kg, corresponding to a log Koc at 6.3 (arithmetic mean of results based on MCI and log Kow methodologies).

[LogKoc: 6.3]