1,5,10-trimethylcyclododeca-1,5,9-triene, epoxidised

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:

18-20 January 2016

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.

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:

EU Method C.19 (Estimation of the Adsorption Coefficient (KOC) on Soil and 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)

Remarks:

UK GLP Compliance Programme (inspected on 17 June 2015 / signed on 24 September 2015)

Type of method:

HPLC estimation method

Specific details on test material used for the study:

No additional information

Radiolabelling:

no

Test temperature:

30 °C

Details on study design: HPLC method:

EQUIPMENT
- Apparatus: High performance liquid chromatograph and a cyanopropyl reverse phase HPLC column containing lipophilic and polar moieties

PREPARATION OF SOLUTIONS:
Preparation of the test item sample solution: Test item (0.1007 g) was diluted to 200 mL with methanol to give a concentration of 504 mg/L.
Preparation of the reference item solutions: Solutions of reference items were prepared in methanol (see following table 5.4.1/1).

MOBILE PHASES
- Type: methanol: water (55:45 v/v)
- pH of mobile phase: 6.5

DETERMINATION OF DEAD TIME
- The dead time was determined by measuring the retention time of formamide (purity 99.94%, 616 mg/L solution in a matrix of methanol: water (55:45 v/v)).

REFERENCE SUBSTANCES
- Identity: See Table 5.4.1/1: Reference item solutions

DETERMINATION OF RETENTION TIMES
- The sample, dead time and reference standard solutions were injected in duplicate using the following HPLC parameters:
HPLC System: Agilent Technologies 1200 series, incorporating autosampler and workstation
Column: Phenomenex Luna CN 5μm (150 x 4.6 mm id)
Column temperature: 30 ºC
Mobile phase: methanol: water (55:45 v/v)
pH of mobile phase: 6.5
Flow-rate: 1.0 mL/min
Injection volume: 10 μL
Method of detection: UV at 210 nm

EVALUATION
- A calibration curve was constructed from the retention time data of the dead time and reference standard solutions.
- Calculation of capacity factors k': (tr-t0)/t0
- Determination of the log Koc value:
Log10 Koc = (Log10k' - A) / B

A correlation of log k' versus log Koc of the reference standards was plotted using linear regression.

Note:
k' = capacity factor
tr = retention time (min)
t0 = dead time (min)
Koc = adsorption coefficient
A = intercept of the calibration curve
B = slope of the calibration curve

Key result

Type:

Koc

Value:

>= 150 - <= 3 940

pH:

6.5

Temp.:

30 °C

Key result

Type:

log Koc

Value:

>= 2.18 - <= 3.6

pH:

6.5

Temp.:

30 °C

Details on results (HPLC method):

- Retention times of reference substances used for calibration: The retention times of the dead time and the retention times, capacity factors (k') and log10Koc values for the reference standards, determined at a constant HPLC column temperature of 30 °C are shown in tables 5.4.1/2 and 5.4.1/3
- Adsorption coefficient of the sample: The retention times, capacity factor and log10 Koc value determined for the sample at a constant HPLC column temperature of 30 °C, are shown in Table 5.4.1/4

Table 5.4.1/2: Retention times of the dead time

Dead Time	Retention Time (mins)		Mean Retention Time (mins)
	Injection 1	Injection 2
Formamide	2.089	2.094	2.092

 

Table 5.4.1/3: Retention times, capacity factors (k') and log10Koc values for the reference standards

Reference Item	Retention Time (mins)		Mean Retention Time (mins)	Capacity Factor (k')	Log10 k'	Log10 Koc
	Injection 1	Injection 2
Acetanilide	2.444	2.444	2.444	0.168	-0.774	1.25
Phenol	2.405	2.400	2.403	0.149	-0.828	1.32
Atrazine	2.775	2.775	2.775	0.326	-0.486	1.81
Isoproturon	2.925	2.920	2.923	0.397	-0.401	1.86
Triadimenol	3.348	3.343	3.345	0.599	-0.222	2.40
Linuron	3.460	3.455	3.457	0.653	-0.185	2.59
Naphthalene	4.082	4.082	4.082	0.951	-2.17 x 10^-2	2.75
Endosulfan-diol	3.800	3.805	3.802	0.818	-8.74 x 10^-2	3.02
Fenthion	5.058	5.058	5.058	1.418	0.152	3.31
α-Endosulfan	7.566	7.556	7.561	2.614	0.417	4.09
Phenanthrene	6.778	6.783	6.781	2.242	0.351	4.09
Diclofop-methyl	7.376	7.381	7.379	2.527	0.403	4.20
DDT	21.526	21.531	21.528	9.292	0.968	5.63

 

Table 5.4.1/3: Adsorption coefficient of the sample

Peak Number	Injection	Retention Time (mins)	Capacity Factor (k')	Log10 k'	Log10 Koc	Mean Log10 Koc	Adsorption Coefficient
1	1	3.008	0.438	-0.359	2.18	2.18	150
	2	3.008	0.438	-0.359	2.18
2	1	5.408	1.585	0.200	3.60	3.60	3.94 x 10^3
	2	5.408	1.585	0.200	3.60

 

Log10 Koc range: 2.18 to 3.60

Adsorption coefficient range: 150 to 3.94 x 10³

In the absence of any relevant dissociating functional groups, no specific manipulation of the mobile phase pH was necessary to achieve an unionized form of the test item. Therefore the determination was performed at an unadjusted, approximately neutral pH. By percentage area normalization, the distribution of the two peaks was 6.9% and 93.1% respectively.

Validity criteria fulfilled:

yes

Conclusions:

The adsorption coefficient (Koc) of the test item has been evaluated to be in the range of 150 to 3940, log10 Koc 2.18 to 3.60.

Executive summary:

The adsorption coefficient (Koc) for the test substance was determined using an HPLC screening method according to OECD 121 guideline with GLP compliance.

 

The test system utilized a high performance liquid chromatograph and a cyanopropyl reverse phase HPLC column containing lipophilic and polar moieties. The column temperature of 30 °C with a mobile phase consisting of 55 % methanol and 45 % water at pH 6.5. A 504 mg/L sample of the test substance was analyzed using HPLC method. Calibrations were performed using 13 reference items; retention times, capacity factors (k') and log10Koc values for the reference standards were determined at a constant HPLC column temperature of 30 °C. Dead time of the HPLC-system was determined with Formamide. The retention times, capacity factor and log10 Koc value determined for the test substance at a constant HPLC column temperature of 30 °C.

 

Peak Number	Injection	Retention Time (mins)	Capacity Factor (k')	Log10 k'	Log10 Koc	Mean Log10 Koc	Adsorption Coefficient
1	1	3.008	0.438	-0.359	2.18	2.18	150
	2	3.008	0.438	-0.359	2.18
2	1	5.408	1.585	0.200	3.60	3.60	3.94 x 10^3
	2	5.408	1.585	0.200	3.60

 

The adsorption coefficient (Koc) of the test item has been evaluated to be in the range of 150 to 3.94 x 10³, log10 Koc 2.18 to 3.60.

Description of key information

OECD Guideline 121, EU Method C.19, GLP, key study, validity 1:

Koc = 150 to 3940; log Koc = 2.18 to 3.60.

Medium to slightly mobility in soils (according to P.J. McCall et al., 1981).

Key value for chemical safety assessment

Koc at 20 °C:

3 940

Additional information

To assess the adsorption potential of the registered substance, one key experimental study is available.

This study (Envigo, 2016) was performed on the registered substance according to OECD Guideline 121 and EU Method C.19 (HPLC screening method) under GLP. According to this study, the adsorption coefficient of the registered substance has been evaluated to be in the range of 150 to 3940, corresponding to a log Koc comprised between 2.18 and 3.60. The result indicates that the substance has a medium to slightly mobility in soils (according to P.J. McCall et al., 1981¹).

¹McCall P.J., Laskowski D.A., Swann R.L., and Dishburger H.J., (1981), “Measurement of sorption coefficients of organic chemicals and their use, in environmental fate analysis”, in Test Protocols for Environmental Fate and Movement of Toxicants. Proceedings of AOAC Symposium, AOAC,

Washington DC.

Mobility classification scheme:

Range of Koc	Mobility class
0 - 50	Very high
50 - 150	High
150 - 500	Medium
500 - 2000	Low
2000 - 5000	Slightly
> 5000	Immobile

[LogKoc: 3.6]