4-bromo-2,2-diphenylbutanenitrile

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:

2016-09-30 to 2016-09-30

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)

Remarks:

See study report

Type of method:

HPLC estimation method

Media:

other: HPLC column

Specific details on test material used for the study:

SOURCE OF TEST MATERIAL
- Source and lot/batch No.of test material: I16AB0081
- Expiration date of the lot/batch: 2018-01-11 (retest date)
- Purity test date: 2016-02-18 (certificate of analysis release date)
- Purity: 99.3% (chromatographic purity by GC)

STABILITY AND STORAGE CONDITIONS OF TEST MATERIAL
- Storage condition of test material: at room temperature
- Stability under test conditions: not indicated
- Solubility and stability of the test substance in the solvent/vehicle: <0.01 g/L in water

Radiolabelling:

no

Test 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:
* Column: Acquity UPLC HSS Cyano, 100 mm x 2.1 mm i.d., dp = 1.8 µm (Waters)
* Column temperature: 35°C +/- 1°C
* Flow: 0.4 mL/min
* Injection volume: 5 µL
* UV detection: 210 nm
- Detection system: Acquity UPLC TUV detector (Waters)

MOBILE PHASES
- Type: 55/45 (v/v) methanol/water
- Solutes for dissolving test and reference substances:
* 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.
* Reference substance solutions: 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. 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: 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: 1g/L in methanol
- Intervals of calibration: no data

REPETITIONS
- Number of determinations: The reference substance and test item solutions were injected in duplicate. Blank solutions were analysed by single injection.

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.

Key result

Type:

Koc

Value:

10 000 dimensionless

pH:

7

Remarks on result:

other: mean of 2 analyses

Key result

Type:

log Koc

Value:

4.01 dimensionless

pH:

7

Remarks on result:

other: mean of 2 analyses

Details on results (HPLC method):

- Retention times of reference substances used for calibration:
* Formamide (t0): tr1 = 0,698min; tr2= 0,697min
* Acetanilide: tr1 = 0,882min; tr2= 0,886min
* Monuron: tr1 = 1,059min; tr2= 1,06min
* 2,5-Dichloroaniline: tr1 = 1,177min; tr2= 1,181min
* Naphthalene: tr1 = 1,349min; tr2= 1,349min
* Benzoic acid phenylester: tr1 = 1,558min; tr2= 1,561min
* Fenthion: tr1 = 2,004min; tr2= 2,002min
* Phenanthrene: tr1 = 2,2min; tr2= 2,202min
* Test item: tr1 = 2,242min; tr2= 2,246min

- Details of fitted regression line (log k' vs. log Koc): log k’ = 0.307  log Koc – 0.883 (r = 0.98, n = 16).
- Average retention data for test substance: 2.244 min

Transformation products:

no

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.  

There were no deviations from the study plan and Standard Operating Procedures (SOPs)

Validity criteria fulfilled:

yes

Conclusions:

The HPLC method using soil-adsorption-reference data (according to OECD guideline 121) was applied for the determination of the adsorption coefficient (Koc) of JNJ-1597622-AAA (T000625). The mean Koc and log Koc value of the test item at neutral pH were 10000 and 4.01 respectively. The results of the test can be considered reliable without restriction.

Description of key information

This endpoint is covered with a GLP-study (Ciric, 2016) performed according to standard test guideline OECD 121. The mean adsorption coefficient (Koc) of JNJ-1597622-AAA (T000625), determined by HPLC method using soil-adsorption-reference data ,was 1.0 x 10⁴ and the log Koc value was 4.01.

Key value for chemical safety assessment

Koc at 20 °C:

10 000