Heptanal, oligomeric reaction products with aniline

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:

22 July 2016 - 03 November 2016

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

GLP compliance:

yes

Type of method:

HPLC estimation method

Media:

sewage sludge

Radiolabelling:

no

Test temperature:

Not specified

Details on study design: HPLC method:

The principle of the test method is similar to that of the OECD guideline no. 117: "Partition coefficient (n-octanol/water), high performance liquid chromatography (HPLC) method".

While passing through the column along with the mobile phase the test item interacts with the stationary phase. As a result of partitioning between mobile and stationary phases, the test item is retarded. The dual composition of a cyanopropyl stationary phase, having polar and non-polar sites allows for interaction of polar and non-polar groups of a molecule in a similar way as is the case for organic matter in soil or sewage sludge matrices. This enables the relationship between the retention time on the column and the Koc on organic matter to be established.

The test item was a reaction mass and was considered a complex substance. Therefore, the adsorption coefficient was investigated using buffer at pH 7. Obtained chromatograms, however, were not meaningful and lacked repeatability. Tests were most probably hampered by insufficient solubility of the test item in buffer pH 7. The adsorption coefficient was, therefore, determined at neutral pH.

Solutions of reference substances with known log Koc values based on soil adsorption data and the test item were analysed. The capacity factor (k') of each compound was calculated from its retention time. The log k’ values of the references substances were plotted against the known log Koc values. A linear regression program was used to calculate the calibration curve. Linear regression analysis was performed using the least squares method. The coefficient of correlation (r) was calculated. The log Koc value for the test item was calculated by substituting its mean log k’ in the calibration curve. The value of log Koc obtained from duplicate measurements was within +/- 0.25 log units.

Analytical conditions
Instrument: Acquity UPLC system (Waters, Milford, MA, USA)
Detector: Acquity UPLC TUV detector (Waters)
Column: Acquity UPLC HSS Cyano, 100 mm x 2.1 mm i.d., dp = 1.8 μm (Waters)
Column temperature: 35°C +/- 1°C
Mobile phase: 55/45 (v/v) methanol/water
Gradient:
Time
[minutes] %A %B
0 55 45
10 55 45
16 100 0
26 100 0
26.10 55 45
35 55 45
Flow: 0.4 mL/min
Injection volume: 5 μL
UV detection: 210 nm

Type:

log Koc

Value:

2.93 dimensionless

pH:

7

Temp.:

35 °C

Matrix:

Test item solution 10.0 mg/L diluted from a stock solution of 1000 mg/L with 55/45 (v/v) methanol/water

Type:

Koc

Value:

8 600 dimensionless

pH:

7

Temp.:

35 °C

Matrix:

Test item solution 10.0 mg/L diluted from a stock solution of 1000 mg/L with 55/45 (v/v) methanol/water

Type:

log Koc

Value:

5.02 dimensionless

pH:

7

Temp.:

35 °C

Matrix:

Test item solution 10.0 mg/L diluted from a stock solution of 1000 mg/L with 55/45 (v/v) methanol/water

Type:

Koc

Value:

110 000 dimensionless

pH:

7

Temp.:

35 °C

Matrix:

Test item solution 10.0 mg/L diluted from a stock solution of 1000 mg/L with 55/45 (v/v) methanol/water

Type:

log Koc

Value:

> 5.63 dimensionless

pH:

7

Temp.:

35 °C

Matrix:

Test item solution 10.0 mg/L diluted from a stock solution of 1000 mg/L with 55/45 (v/v) methanol/water

Type:

Koc

Value:

> 43 000 dimensionless

pH:

7

Temp.:

35 °C

Matrix:

Test item solution 10.0 mg/L diluted from a stock solution of 1000 mg/L with 55/45 (v/v) methanol/water

Details on results (HPLC method):

The equation of the regression line was: log k’ = 0.336 - log Koc – 1.04 (r = 0.98, n = 16).

Koc of the test item

Substance	tr,1 [min]	tr,2 [min]	mean tr (n=2)	log Koc	Koc	Area %
Formamide (t0)	0.760	0.760	0.760
Acetanilide	0.898	0.897		1.26
Monuron	1.081	1.081		1.99
2,5-Dichloroaniline	1.205	1.204		2.55
Naphthalene	1.384	1.384		2.75
Benzoic acid phenylester	1.607	1.603		2.87
Fenthion	2.074	2.074		3.31
Phenanthrene	2.281	2.278		4.09
Phenanthrene	5.167	5.169		5.63
Test item–peak 1	1.420	1.447	1.434	2.93	8.6x10^2	19
Test item–peak 2	4.155	4.166	4.161	5.02	1.1x10^5	19
Test item–peak 3	14.942	14.943	14.943	> 5.63	> 4.3x10^5	63

 

Validity criteria fulfilled:

not specified

Conclusions:

The adsorption co-effiecient for the majority of the components for Hepteen Base® was determined to be log Koc : > 5.63 by HPLC method based on soil adsorption reference data.

Executive summary:

A study was conducted in order to determine the adsorption coefficient. The study was conducted in accordance with the following guidelines in a GLP accredited laboratory:

European Community (EC), EC no. 440/2008, Part C: Methods for the Determination of Ecotoxicity, Guideline C.19: “Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC)”, OfficialJournal of the European Union no. L142, May 31, 2008.

Organization for Economic Co-operation and Development (OECD), OECD Guideline for the Testing of Chemicals no. 121: "Estimation of the Adsorption Coefficient (Koc) onSoil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC)”,January 22, 2001.

 

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

 

The Koc and log Koc values of the test item at neutral pH were:

	Koc	log Koc	Area %
Test item–peak 1	8.6x10^2	2.93	19
Test item–peak 2	1.1x10^5	5.02	19
Test item–peak 3	> 4.3x10^5	5.63	63

 

Description of key information

The adsorption co-effiecient for the majority of the components for Hepteen Base® was determined to be log Koc : > 5.63 by HPLC method based on soil adsorption reference data.

Key value for chemical safety assessment

Koc at 20 °C:

430 000

Additional information

A study was conducted in order to determine the adsorption coefficient. The study was conducted in accordance with the following guidelines in a GLP accredited laboratory:

European Community (EC), EC no. 440/2008, Part C: Methods for the Determination of Ecotoxicity, Guideline C.19: “Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC)”, OfficialJournal of the European Union no. L142, May 31, 2008.

Organization for Economic Co-operation and Development (OECD), OECD Guideline for the Testing of Chemicals no. 121: "Estimation of the Adsorption Coefficient (Koc) onSoil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC)”,January 22, 2001.

 

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

 

[LogKoc: 5.63]

[LogKoc: 5.63]