Reaction mass of (3aR*,5aS*,9aS*,9bR*)-3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan and (3aR*,5aS*,9aS*,9bS*)-3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

From 25 October 2011 to 08 November 2011

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Remarks:

This study was performed according to OECD Guideline 121 with GLP statement. All validity criteria were fulfilled and no deviations were observed.

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:

no

Principles of method if other than guideline:

Not applicable

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Specific details on test material used for the study:

No additional information

Radiolabelling:

no

Test temperature:

Column temperature: 30°C

Details on study design: HPLC method:

EQUIPMENT
- Apparatus: HPLC
- Type: Agilent Technologies 1200, incorporating workstation
- Type, material and dimension of analytical (guard) column: Luna 5 µm (150 x 4.6 mm id)
- Detection system: refactive index detector (polarity: positive; temperature: 35°C)

MOBILE PHASES
- Type: methanol:reverse osmosis water (55:45 v/v)
- Experiments with additives carried out on separate columns: no
- pH: 5.7
- Solutes for dissolving test and reference substances: in methanol or in mobile phase

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

REFERENCE SUBSTANCES
- Identity: Acetanilide, Phenol, Isoproturon, Triadimenol, Linuron, Naphthalene, Endosulfan-diol, Fenthion, alpha-Endosulfan, Phenanthrene, Diclofop-methyl, DDT.

DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: Injection volume = 10 µL
- Quantity of reference substances: Injection volume = 10 µL
- Intervals of calibration: no data

REPETITIONS
- Number of determinations: 2

EVALUATION
- Calculation of capacity factors k': k' = (tr - t0)/ t0, which tr = retention time (min) and t0 = dead time (min)
- Calculation of retention times: with typical chromatograph
- Determination of the log Koc value: log Koc = (log k' - A) / B, which A = intercept of the calibration curve and B = slope of the calibration curve

Remarks: The method guideline states that the measurement of adsorption coefficient should be carried out on substances in their ionised and unionised forms. However, since the test item contained no ionisable functional groups this was not possible and testing was performed at approximately neutral pH.

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:

3.72

Temp.:

30 °C

Key result

Type:

Koc

Value:

5 250

Temp.:

30 °C

Details on results (HPLC method):

- Retention times of reference substances used for calibration: See table 5.4.1/1 in "Any other information on results incl. tables".
- Details of fitted regression line (log k' vs. log Koc): See calibration curve in "Illustration".
- Graph of regression line attached: yes
- Average retention data for test substance: See table 5.4.1/2 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:

Not applicable

Table 5.4.1/1: Retention times of reference substances used for calibration

Standard	Retention time (mins)		Mean retention time (mins)	Capacity factor (k)	Log k	Log Koc
	Injection 1	Injection 2
Formamide (dead time)	2.311	2.304	2.308	0	N/A	N/A
Acetanilide	2.750	2.743	2.747	0.190	-0.721	1.25
Phenol	2.700	2.693	2.696	0.168	-0.773	1.32
Isoproturon	3.204	3.197	3.200	0.387	-0.412	1.86
Triadimenol	3.377	3.370	3.373	0.462	-0.336	2.40
Linuron	3.679	3.686	3.683	0.596	-0.225	2.59
Naphthalene	4.363	4.349	4.356	0.888	-0.0518	2.75
Endosulfan-diol	3.701	3.708	3.704	0.605	-0.218	3.02
Fenthion	5.256	5.263	5.260	1.28	0.107	3.31
Alpha-endosulfan	6.070	6.034	6.052	1.62	0.210	4.09
Diclofop-methyl	6.516	6.509	6.512	1.82	0.261	4.20
Phenanthrene	6.487	6.487	6.487	1.81	0.258	4.09
DDT	14.890	14.904	14.897	5.46	0.737	5.63

Table 5.4.1/2: Retention data for test substance

Retention time (mins)		Mean retention time (mins)	Capacity factor (k)	Log k	Log Koc
Injection 1	Injection 2
5.407	5.400	5.404	1.34	0.128	3.72

Validity criteria fulfilled:

yes

Conclusions:

Koc = 5250; log Koc = 3.72.
This result indicate that the test item is immobile (according to P. J. McCall et al., 1980).

Executive summary:

The determination of the adsorption coefficient of the test material was performed according to the OECD Guideline No. 121 with GLP statement.

The experimental method uses HPLC for the estimation of the adsorption coefficient Koc in soil and sewage sludge. An analytical column Luna 5 µm was used, with a column temperature at 30°C. The mobile phase was methanol:reverse osmosis water (55:45 v/v), with a pH at 5.7. The test item was diluted with methanol. The dead time was determined by measuring the retention time of formamide, diluted in mobile phase. For the reference standards, Acetanilide and Phenol were prepared in mobile phase and the remaining 10 standards were dissolved in methanol. The test item solution, dead time and reference standards were injected individually two times.

In the present study, the reference items covered the range of log Koc 1.25 to 5.63.

Under the conditions of the test, the retention time of the test item was found at 5.407 min for the first injection and at 5.400 min for the second injection. The corresponding log Koc was 3.720 and 3.717 (mean of 3.72, Koc = 5250). This result indicate that the test item is immobile (according to P. J. McCall et al., 1980).

Reference 2

Endpoint:

adsorption / desorption: screening

Type of information:

read-across from supporting substance (structural analogue or surrogate)

Adequacy of study:

key study

Justification for type of information:

REPORTING FORMAT FOR THE ANALOGUE APPROACH
[further information is included as attachment to Iuclid section 13]

1. HYPOTHESIS FOR THE ANALOGUE APPROACH
This read-across approach is based on the hypothesis that the source and target substances have similar physico-chemical, toxicological and environmental fate properties because of their structural similarity.

2. SOURCE AND TARGET CHEMICAL(S) (INCLUDING INFORMATION ON PURITY AND IMPURITIES)
Both the target and the source substances are multi-constituents. They are structurally related, in that the source substance is the racemic form of the (3aR,5aS,9aS)9bR isomer, which amount to 40-80 % w/w in target substance, and the target substance also contains 5-30 % w/w of the (3aR,5aS,9aS)9bS isomer (racemate) which is also present as an impurity up to 10 % w/w in the source substance. Some impurities were reported above 1.0% but none of these impurities may contribute to the classification of the substances. Therefore, it is concluded that the impurities will not affect the validity of the read-across.

3. ANALOGUE APPROACH JUSTIFICATION
A read-across approach for the octanol-water partition coefficient (log Kow) of the target substance was used with the source substance. The partition coefficient should not be significantly impacted, with log Kow expected >5. Moreover, as the target substance is, hardly but slightly, more soluble than the source substance, it could be anticipated that the log Kow would also be slightly lower for the target substance and therefore the read-across is a worst-case. In the same way, the log Koc of the target substance would be slightly lower than the source substance. Indeed, log Kow and log Koc values are correlated as organic carbon is "lipophilic" and therefore sorbs "lipophilic" compounds. Hence, it's considered suitable and scientifically justified (worst case) to read-across the adsorption study performed on the source substance to fill the adsorption endpoint of the target substance.

4. DATA MATRIX
See attached document in Iuclid section 13.

Reason / purpose for cross-reference:

read-across source

Reason / purpose for cross-reference:

read-across: supporting information

Remarks:

Read-across justification document

Key result

Type:

log Koc

Value:

3.72

Temp.:

30 °C

Key result

Type:

Koc

Value:

5 250

Temp.:

30 °C

Validity criteria fulfilled:

yes

Conclusions:

Koc = 5250; log Koc = 3.72.
This result indicate that the substance is immobile (according to P. J. McCall et al., 1980).

Executive summary:

No adsorption study is available on the target substance, therefore good quality data for a related source substance have been read across for this endpoint. The target and the source substances are Cycloalkane ethers multi-constituents. They are structurally related, in that the source substance is the racemic form of the (3aR,5aS,9aS)9bR isomer, which amount to 40-80 % w/w in target substance, and the target substance also contains 5 -30 % w/w of the (3aR,5aS,9aS)9bS isomer (racemate) which is also present as an impurity up to 10 % w/w in the source substance. Some impurities were reported above 1.0% but none of these impurities may contribute to the classification of the substances. In addition to the composition/structural similarity, a read-across approach for the octanol-water partition coefficient (log Kow) of the target substance was used with the source substance. The partition coefficient should not be significantly impacted, with log Kow expected >5. Moreover, as the target substance is, hardly but slightly, more soluble than the source substance, it could be anticipated that the log Kow would also be slightly lower for the target substance and therefore the read-across is a worst-case. In the same way, the log Koc of the target substance would be slightly lower than the source substance. Indeed, log Kow and log Koc values are correlated as organic carbon is "lipophilic" and therefore sorbs "lipophilic" compounds. Hence, it's considered suitable and scientifically justified (worst case) to read-across the adsorption study performed on the source substance to fill the adsorption endpoint of the target substance.  

The experimental study was performed according to OECD Guideline 121 with GLP statement, to estimate the adsorption coefficient (Koc in soil and sewage sludge) of the source substance using HPLC method. An analytical column Luna 5 µm was used, with a column temperature at 30°C. The mobile phase was methanol:reverse osmosis water (55:45 v/v), with a pH at 5.7. The test item was diluted with methanol. The dead time was determined by measuring the retention time of formamide, diluted in mobile phase. For the reference standards, Acetanilide and Phenol were prepared in mobile phase and the remaining 10 standards were dissolved in methanol. The test item solution, dead time and reference standards were injected individually two times. In the present study, the reference items covered the range of log Koc 1.25 to 5.63. Under the conditions of the test, the retention time of the test item was found at 5.407 min for the first injection and at 5.400 min for the second injection. The corresponding log Koc was 3.720 and 3.717 (mean of 3.72, Koc = 5250). This result indicate that the test item is immobile (according to P. J. McCall et al., 1980).

Description of key information

Read-across, OECD Guideline 121, GLP, key study, validity 1:

Koc = 5250; log Koc = 3.72.

Immobile in soil (according to P. J. McCall et al., 1980).

Key value for chemical safety assessment

Koc at 20 °C:

5 250

Additional information

No adsorption study is available on the target substance, therefore good quality data for a related source substance have been read across for this endpoint. The target and the source substances are Cycloalkane ethers multi-constituents. They are structurally related, in that the source substance is the racemic form of the (3aR,5aS,9aS)9bR isomer, which amount to 40-80 % w/w in target substance, and the target substance also contains 5 -30 % w/w of the (3aR,5aS,9aS)9bS isomer (racemate) which is also present as an impurity up to 10 % w/w in the source substance. Some impurities were reported above 1.0% but none of these impurities may contribute to the classification of the substances. In addition to the composition/structural similarity, aread-across approach for the octanol-water partition coefficient (log Kow) of the target substance was used with the source substance. The partition coefficient should not be significantly impacted, with log Kow expected >5. Moreover, as the target substance is, hardly but slightly, more soluble than the source substance, it could be anticipated that the log Kow would also be slightly lower for the target substance and therefore the read-across is a worst-case. In the same way, the log Koc of the target substance would be slightly lower than the source substance. Indeed, log Kow and log Koc values are correlated as organic carbon is "lipophilic" and therefore sorbs "lipophilic" compounds. Hence, it's considered suitable and scientifically justified (worst case) to read-across the adsorption study performed on the source substance to fill the adsorption endpoint of the target substance.  

The experimental study was performed on the source substance, according to OECD Guideline 121 with GLP statement, to estimate the adsorption coefficient Koc in soil and sewage sludge of the substance using HPLC method. Under the conditions of the test, one peak was observed for the test item. The log Koc was determined to be 3.720 (for the first injection) and 3.717 (for the second injection). Therefore, the mean log Koc was 3.72, corresponding to a Koc at 5250. This result indicate that the substance is immobile in soil (according to P. J. McCall et al., 1980).