Reaction mass of 3-(4-methyl-3-pentenyl)cyclohex-3-ene-1-carbonitrile and 4-(4-methyl-3-pentenyl)cyclohex-3-ene-1-carbonitrile

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:

2018-07-06 to 2018-07-07

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

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))

Version / remarks:

OECD Guidelines for the Testing of Chemicals; Guide 121 Estimation of the Adsorption Coefficient (KOC ) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

other: cyanopropyl stationary phase

Specific details on test material used for the study:

- Test Item Name: Azuril
- Laboratory Master Schedule: No. at FumoPrep Ltd. 4418
- Chemical Name: Reaction mass of 3-(4-methyl-3-pentenyl)cyclohex-3-ene1-carbonitrile and 4-(4-methyl-3-pentenyl)cyclohex-3ene-1-carbonitrile
- Batch/Lot Number: A170421E
- CAS Number: 68084-04-8/21690-43-7
- Appearance: Clear, pale yellow liquid
- Expiry Date: 06 June 2019
- Purity: 100%

Radiolabelling:

no

Test temperature:

55 °C

Details on study design: HPLC method:

The determination is based on the measurement of the retention time of the test item on cyanopropyl stationary phase with methanol:water eluent.

Apparatus
Instrument Type
HPLC-UV instrument Dionex Ultimate 3000 UHPLC
Balance Sartorius-CPA225D
Ultrasonic bath Sonis 10
Micropipette 20 – 200 µL Eppendorf Research
Micropipette 100 – 1000 µL Eppendorf Research

Solutions/mixtures
Blank: The Diluent was injected as blank sample.

Diluent: HPLC water and methanol was mixed in 45:55 (V/V) ratio.
t0 Solution: Approx. 100 mg Urea was weighted with 0.01 mg precision into 10 mL volumetric flask and filled up with Diluent. The solution was mixed well by hand. The concentrations of the urea was approx. 10 mg/mL.

Stock Solution of Reference Standards: Individual stock solutions were prepared from the selected reference standards. Approx. 10 mg reference compounds were weighted with 0.01 mg precision into 10 mL
volumetric flask and filled up with Diluent. The solution was mixed well by hand. The concentrations of the reference substances were approx. 1 mg/mL (cStock).

Reference Solutions: Reference Solutions (one reference standard per solution) was prepared from the Stock Solutions of Reference Standards to identify the compounds in the Reference Mixture. Calculated volume from the stock solutions (VStock) was pipetted into 10 mL volumetric flask (VMix) and filled up to volume with Diluent (cRefSt.).

Reference Mixture-1 and 2: Reference Mixture-1 (containing five and two reference standards in one solution, respectively) was prepared from the Stock Solutions of Reference Standards. Calculated volume from the stock solutions (VStock) was pipetted into 10 mL volumetric flask (VMix) and filled up to volume with Diluent. The concentrations of the reference standards in the Reference Mixture called cRefSt. in the tables below.

Stock Solution of Test Item: Approx. 10 mg test item was accurately weighted by analytical balance into 10 mL volumetric flask and filled up with Diluent and mixed well by hand.

Test Item Solution: 100 µL Stock Solution of Test Item was pipetted into 10 mL volumetric flask, filled up to volume with Diluent and mixed well by hand.

Determination of dead-time: Urea was injected for the determination of dead-time.

Calibration: The reference compounds in the Reference Mixture-1 and Reference Mixture-2 were identified based on the retention times measured in the Reference Solution. The known log Koc values were figured as a function of calculated log k and linear calibration curve was fitted.

The log Koc of the test item was determined using this calibration curve.

Analytical monitoring:

not required

Key result

Type:

log Koc

Value:

3.26 dimensionless

Temp.:

55 °C

Matrix:

cyanopropyl stationary phase

Remarks on result:

other: mean value (n = 3)

Details on results (HPLC method):

Urea was injected for the determination of dead-time. The reference compounds in the Reference Mixture-1 and Reference Mixture-2 were identified based on the retention times measured in the Reference Solutions. The known logKOC values were figured as a function of calculated log k and linear calibration curve was fitted. The test item was detected at 1.62 min retention time. The logKOC of the Azuril is estimated to be 3.26.

Retention times of the Urea

Component	tR(min)
Urea	0.917
	0.917
	0.917
Average	0.917

Retention times (UV) of the reference compounds

Component	logKOC	tR-UV(min)	k	log k
Acetanilide	1.25	1.070	0.167	-0.778
		1.070	0.167	-0.778
		1.067	0.164	-0.786
Phenol	1.32	1.090	0.189	-0.724
		1.090	0.189	-0.724
		1.090	0.189	-0.724
3,5-Dinitrobenzamide	2.31	1.210	0.320	-0.496
		1.210	0.320	-0.496
		1.207	0.316	-0.500
Naphthalene	2.75	1.480	0.614	-0.212
		1.480	0.614	-0.212
		1.477	0.611	-0.214
1,2,3-trichlorobenzene	3.16	1.663	0.814	-0.090
		1.663	0.814	-0.090
		1.660	0.810	-0.091
Pyrazophos	3.65	1.843	1.010	0.004
		1.843	1.010	0.004
		1.843	1.010	0.004
Phenanthrene	4.09	2.017	1.200	0.079
		2.017	1.200	0.079
		2.013	1.195	0.077

Summary of regression analysis

Regression Statistics
r value	0.9869
r square	0.9741
Corrected r square	0.9727
Standard Error	0.1716
Observations	21
ANOVA
	df	SS	MS	F	F significance
Regression	1	21.005	21.005	713.29	1.57E-16
Resuidual	19	0.5595	0.0294
Sum	20	21.564
	Coefficient	SE	t value	p value	Lower 95%	Upper 95%
Intercept	3.6268	0.0524	69.189	2.684E-24	3.5170	3.7365
logk	3.0861	0.1156	26.708	1.569E-16	2.8443	3.3280

Partition results of the test item

Component	tR(min)	k	logk	logKOC	logKOC-Mean
Azuril	1.617	0.763	-0.1173	3.26	3.26
	1.617	0.763	-0.1173	3.26
	1.617	0.763	-0.1173	3.26

Validity criteria fulfilled:

yes

Conclusions:

The log Koc of the Azuril is estimated to be 3.26.

Executive summary:

The log Koc of Azuril was determined using HPLC according to OECD TG 121. The Log Koc of Azuril was determined to be 3.26.

Description of key information

The log Koc of Azuril was determined using HPLC according to OECD TG 121. The Log Koc of Azuril was determined to be 3.26.

Key value for chemical safety assessment

Koc at 20 °C:

1 819