Octanal, 7-hydroxy-3,7-dimethyl-, reaction products with 1H-indole

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2016

Report date:

2016

Materials and methods

Test guideline

Test guideline 1

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))

Test guideline 2

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))

Principles of method if other than guideline:

Deviations: The first test needed to be repeated as the retention times of some of the test substance peaks were longer than the programmed run time of the chromatographic method. Only the results of the repeated test were reported.

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Test material

Test material information

Constituent 1

Reference substance name:

η-1H-indol-3-yl-α,α,ε-trimethyl-1H-indole-3-heptanol

EC Number:

267-434-2

EC Name:

η-1H-indol-3-yl-α,α,ε-trimethyl-1H-indole-3-heptanol

Cas Number:

67860-00-8

Molecular formula:

C26H32N2O

IUPAC Name:

8,8-di(1H-indol-3-yl)-2,6-dimethyloctan-2-ol

Constituent 2

Reference substance name:

Indole

EC Number:

204-420-7

EC Name:

Indole

Cas Number:

120-72-9

Molecular formula:

C8H7N

IUPAC Name:

1H-indole

Constituent 3

Reference substance name:

7-hydroxycitronellal

EC Number:

203-518-7

EC Name:

7-hydroxycitronellal

Cas Number:

107-75-5

Molecular formula:

C10H20O2

IUPAC Name:

7-hydroxy-3,7-dimethyloctanal

Constituent 4

Reference substance name:

1-(1H-indol-1-yl)-3,7-dimethyloctane-1,7-diol

Cas Number:

1642782-49-7

Molecular formula:

C18H27NO2

IUPAC Name:

1-(1H-indol-1-yl)-3,7-dimethyloctane-1,7-diol

Constituent 5

Reference substance name:

Unknown constituents

IUPAC Name:

Unknown constituents

Specific details on test material used for the study:

Commercial Name: Indolene
Givaudan Code No.: 1490963
Aspect: yellow to green liquid
Lot No.: VE00434647
Expiration date: June 24, 2018

Study design

Test temperature:

Column temperature: 35 °C

HPLC method

Details on study design: HPLC method:

Reverse phase High Performance Liqiud Chromatography on cyanopropyl-modified sillica stationary phase, containing lipophilic and molar moieties, is used.
While passing through the column among with the mobile phase the test substance interacts with the stationary phase. As a result of the partitioning between the mobile and stationary phase the test substance is retarded. The dual-composition of the 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 it is the case for organic matter in soil or sewage sludge matrices. This enables the relationship between retention time on the column and the adsorption coefficient on organic matter to be established.

HPLC Procedure:
A solution of the test substance was prepared (10.0 mg in 25 ml methanol/water 55/45 v/v).

After equilibration of the HPLC system, the calibration mixture was injected first, followed by the test chemical solution twice and the calibration mixture again.

Retention times were measured and averaged and the decimal logarithms of the capacity factors k were calculated. The linear regression parameters of the relationshop
logKoc = f(log k)
were also calculated from the data obtained with the calibration mixture and, therewith, logKoc of the test substance was determined from its measured capacity factor.

Batch equilibrium or other method

Analytical monitoring:

yes

Results and discussion

Adsorption coefficient

Adsorption coefficient 1

Key result

Type:

log Koc

Value:

1.5 dimensionless

Temp.:

35 °C

Adsorption coefficient 2

Key result

Type:

log Koc

Value:

2.6 dimensionless

Temp.:

35 °C

Adsorption coefficient 3

Key result

Type:

log Koc

Value:

3.2 dimensionless

Temp.:

35 °C

Adsorption coefficient 4

Key result

Type:

log Koc

Value:

3.3 dimensionless

Temp.:

35 °C

Adsorption coefficient 5

Key result

Type:

log Koc

Value:

4.9 dimensionless

Temp.:

35 °C

Adsorption coefficient 6

Key result

Type:

log Koc

Value:

5.1 dimensionless

Temp.:

35 °C

Remarks on result:

other: indicative value, peaks are overlapping with/outside calibration domain.

Adsorption coefficient 7

Key result

Type:

log Koc

Value:

5.2 dimensionless

Temp.:

35 °C

Remarks on result:

other: indicative value, peaks are overlapping with/outside calibration domain

Results: HPLC method

Details on results (HPLC method):

Note: The determination was performed at 35 °C (temperature of the column), but the value obtained above can be considered to represent the value at an unspecified, probably ambient temperature since no mention is made in the guidelines of the temerature at which the tabulated reference substances log Koc values were determined. Adsorption coefficients of the test and reference substances are assumed to vary with temperature in the same way.

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

The chromatograms of Indolene show seven peaks at average retention times of 4.247 minutes (12.7% peak area); 6.252 minutes (48.5% peak area); 8.494 minutes (14.7% peak area); 9.279 minutes (14.3% peak area); 30.300 minutes (4.9% peak area); 35.131 minutes (2.7% peak area) and 38.172 minutes (3.2% peak area), corresponding to adsorption coefficients (log value) of 1.5; 2.6; 3.2; 3.3; 4.9; 5.1* and 5.2*.

Therefore: Adsorption coefficients (Koc) of Indolene:
logKoc = 1.5; 2.6; 3.2; 3.3; 4.9; 5.1* and 5.2*

* indicative value, peaks are overlapping with/outside calibration domain