cis-2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-ylmethyl benzoate

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2016-11-28 to 2016-11-28

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

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:

no

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

Qualifier:

according to guideline

Guideline:

other: European Commission (EC), Technical Guidance Document on Risk Assessment Part III, Chapter 4.3: “Use of (Quantitative) Structure Activity Relationships ((Q)SARs) - Soil and Sediment Sorption”, 2003

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

other: HPLC column

Specific details on test material used for the study:

SOURCE OF TEST MATERIAL
- Batch No. of test material:
* batch: I15DB1648
* test item number: 207556/A
- Expiration date of the lot/batch: 2020-04-19 (retest date)
- Purity test date: 2016-02-18

STABILITY AND STORAGE CONDITIONS OF TEST MATERIAL
- Storage condition of test material: At room temperature
- Stability under test conditions: Stable
- Solubility in water: <0.05 g/L

Radiolabelling:

no

Test temperature:

column temperature 35°C ±1°C

Details on study design: HPLC method:

EQUIPMENT
- Apparatus: Acquity UPLC system (Waters, Milford, MA, USA)
- Type, material and dimension of analytical (guard) column: Acquity UPLC HSS Cyano, 100 mm x 2.1 mm i.d., dp = 1.8 µm (Waters)
- Detection system: The detector used was Acquity UPLC PDA detector (Waters)
- Mobile phase: 55/45 (v/v) methanol/water
- Flow: 0.4 mL/min
- Injection volume: 5 µL
- UV detection: 210 nm

MOBILE PHASES
* Solution of the unretained compound:
A 5.0 g/L stock solution of formamide (99.2%, [75-12-7], Alfa Aesar, Karlsruhe, Germany) in methanol was used. The stock solution was diluted to obtain an end solution of 55/45 (v/v) methanol/water. The formamide blank solution was 55/45 (v/v) methanol/water.
* Solutions for reference substance:
Stock solutions of the reference substances at concentrations of approximately 1 g/L in methanol were used. The stock solutions were diluted to obtain an end solution of 55/45 (v/v) methanol/water. The blank solution for the mixture of reference substances was 55/45 (v/v) methanol/water. * Test solution:
A 1000 mg/L stock solution of the test item was prepared in methanol. In order to dissolve the test item the stock solution was ultrasonicated for 5 minutes. The stock solution was diluted to obtain an end solution of 55/45 (v/v) methanol/water. The final concentration of the test item solution was 10.0 mg/L. The test item blank solution was 55/45 (v/v) methanol/water.

REFERENCE SUBSTANCES
- Identity: The reference substances comprised Acetanilide, Monuron, 2,5-Dichloroaniline, Naphthalene, Benzoic acid phenylester, Fenthion, Phenanthrene, 4,4’-DDT.

DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: 10 mg/L.
- Quantity of reference substances: 1 g/L in methanol

REPETITIONS
- Number of determinations: 2 times (test and reference item solutions), 1 time (blank solution)

EVALUATION
- Calculation of capacity factors k': from retention time of reference items, the test item, and then on-sorbed chemical item
- Determination of the log Koc value: a correlation of log k' versus log Koc of the reference items is plotted using linear regression - the log k' value of the test item is then used to calculate its log Koc value

Analytical monitoring:

no

Key result

Type:

Koc

Remarks:

peak 1

Value:

65 000 dimensionless

pH:

7

Temp.:

35 °C

Key result

Type:

log Koc

Remarks:

peak 1

Value:

4.81 dimensionless

pH:

7

Temp.:

35 °C

Remarks on result:

other: area: 3.1%

Key result

Type:

Koc

Remarks:

peak 2

Value:

180 000 dimensionless

pH:

7

Temp.:

35 °C

Key result

Type:

log Koc

Remarks:

peak 2

Value:

5.25 dimensionless

pH:

7

Temp.:

35 °C

Remarks on result:

other: area: 97%

Details on results (HPLC method):

-The equation of the regression line was: log k’ = 0.309 x log Koc – 0.884 (r = 0.98, n = 16)
- Mean retention time for the test substance in two peaks obtained were 3.399 and 4.398 (detailed retention times in the section "any other information on result incl. tables")
- For the retention times (tr,1 and tr,2) of reference substances used for calibration see “Any other information on results incl. tables"

Substance	tr1 [min]	tr2 [min]	mean tr (n=2)	log Koc	Koc
Formamide (t0)	0.680	0.679	0.680
Acetanilide	0.864	0.862		1.26
Monuron	1.036	1.033		1.99
2,5-Dichloroaniline	1.150	1.151		2.55
Naphthalene	1.318	1.319		2.75
Benzoic acid phenylester	1.533	1.528		2.87
Fenthion	1.980	1.979		3.31
Phenanthrene	2.173	2.167		4.09
4,4’-DDT	4.930	4.911		5.63
Test item - peak 1	3.393	3.405	3.399	4.81	6.5E+04
Test item - peak 2	4.396	4.400	4.398	5.25	1.8E+05

No pKa values for acidic and basic groups in the molecular structure of the test item in the logarithm range of 1 - 14 were calculated.  

Validity criteria fulfilled:

yes

Conclusions:

The HPLC method using soil-adsorption-reference data (OECD 121) was applied for the determination of the adsorption coefficient (Koc) of JNJ-16479671-AAA (T001095). In the chromatogram of the test solution, one major peak and one small test item peak were observed.
The Koc of the test item at neutral pH for the two peaks obtained were 6.5E+04 and 1.8E+05 and log Koc values were 4.81 (small peak 3.1% area) and 5.25 (large peak 97% area) respectively. The results of the test can be considered reliable without restriction.

Description of key information

Based on the study (Ciric 2017), conducted using the HPLC method using soil-adsorption-reference data (OECD 121) to determine the adsorption coefficient (Koc) of the test item, JNJ-16479671-AAA (T001095), it is concluded that the Koc of the test item at neutral pH for the two peaks obtained (% Area are 3.1 and 97 % for peak 1 and peak 2 respectively) were 6.5E+04 and 1.8E+05 and log Koc values were 4.81 and 5.25 respectively .