2-Propenoic acid, butyl ester, reaction products with butadiene, sulfur and tri-Ph phosphite

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

4 June 2009 - 26 August 2009

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study was performed according to guideline.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2009

Report date:

2009

Materials and methods

Test guideline

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

GLP compliance:

yes (incl. QA statement)

Remarks:

Issued by: The Department of Health of the government of the United Kingdom Inspection date: 19 August 2008

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Test material

Test material information

Constituent 1

Reference substance name:

2-Propenoic acid, butyl ester, reaction products with butadiene, sulfur and tri-Ph phosphite

EC Number:

300-339-7

EC Name:

2-Propenoic acid, butyl ester, reaction products with butadiene, sulfur and tri-Ph phosphite

Cas Number:

93925-37-2

Molecular formula:

C18H15O3P.C7H12O2.C4H6.S as an example

IUPAC Name:

2-Propenoic acid, butyl ester, reaction products with butadiene, sulfur and tri-Ph phosphite

Radiolabelling:

no

Study design

Test temperature:

40 degrees C

HPLC method

Details on study design: HPLC method:

EQUIPMENT

- Apparatus: Agilent Technologies 1050/1100 with autosampler and workstation

- Type: HPLC

- Type, material and dimension of analytical (guard) column: Phenosphere 5 micron CN (250 x 4.6 mm id)

- Detection system: UV at 210 nm


MOBILE PHASES

- Type: Methanol:water (55:45 v/v). The mobile phase was adjusted to 100% methanol using a gradient elution program starting from 55 minutes which was the time after eflution of the DDT standard. This adjustment was made to assure elution of all components.

- Experiments with additives carried out on separate columns: NO

- pH: 6.0

- Solvents for dissolving test and reference substances: acetonitrile


DETERMINATION OF DEAD TIME
- Method: Dead time was determined using the retention time of formamide; an inert substance not retained by the column


REFERENCE SUBSTANCES
- Identity: acetanilide, phenol, atrazine, isoproturon, triadimenol, Linuron, naphthalene, endosulfan-diol, fenthion. See Table 1 for purity and concentrations used.


DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: 10 uL of a solution of 1.0056 g/50 mL test substance in acetonitrile

- Quantity of reference substances: 10 uL of reference substance solutions in acetonitrile; concentrations in Table 1)

- Intervals of calibration: HPLC calibrated just prior to injection of test substance.


REPETITIONS
- Number of determinations: Duplicate injections of eference standards and test material were made.


EVALUATION
- Calculation of capacity factors k': Calculated from the dead time and retention times of resference standards as described in guideline

- Calculation of retention times: Dead time for formamide is shown in Table 2. Retention times for standards are shown in Table 3. Retention times for test material are shown in Tables 4.

- Determination of the log Koc value: Determined from a calibration plot of log k' vs. logKoc as described in guideline. Log k' and log Koc values are shown in Table 4.

Results and discussion

Adsorption coefficient

Adsorption coefficient 1

Type:

Koc

Value:

>= 1 110 - ca. 427 000

Adsorption coefficient 2

Type:

log Koc

Value:

>= 3.05 - ca. 5.63

Results: HPLC method

Details on results (HPLC method):

- Retention times of reference substances used for calibration: retention times ranged from 3.979 to 43.617 min (See Table 3 )

- Details of fitted regression line (log k' vs. log Koc): slope = 0.339 ; intercept = -0.640 ; R2= 0.972

- Graph of regression line attached: Yes See Figure 1

- Retention data for test substance: Retention times of test material ranged from 9.404 to > 60 min. (See Table 4 and Figure 2)

Any other information on results incl. tables

Table 3: Reference Standards: Retention Times, Capacity Factors and Adsorption Coefficients

Reference Standard	Injection 1	Injection 2	Mean	Capacity factor(k)	Log k	Log Koc
Acetanilide	3.978	3.980	3.979	0.464	-0.334	1.25
Phenol	3.811	3.810	3.811	0.402	-0.396	1.32
Atrazine	5.682	5.687	5.685	1.091	0.038	1.81
Isoproturon	6.007	6.021	6.014	1.213	0.084	1.86
Triadimenol	8.112	8.116	8.114	1.985	0.298	2.40
Linuron	8.496	8.500	8.498	2.127	0.328	2.59
Naphthalene	7.308	7.309	7.309	1.689	0.228	2.75
Endosulfan-diol	10.232	10.208	10.220	2.760	0.441	3.02
Fenthion	13.079	13.068	13.074	3.810	0.581	3.31
α-Endosulfan	18.882	16.942	17.912	5.590	0.747	4.09
Phenanthrene	15.182	15.188	15.185	4.587	0.662	4.09
DDT	43.709	43.524	43.617	15.047	1.177	5.63

Table 4: Test Material: Retention Times, Capacity Factors and Adsorption Coefficients

Peak number	Injection	Retention time (min)	Capacity factor, k	log K	logKoc	Mean log Koc	% area (mean)
1	1	9.404	2.460	0.391	3.040	3.05	10.8
	2	9.427	2.468	0.392	3.050
2	1	10.518	2.870	0.458	3.240	3.240	10.1
	2	10.552	2.882	0.460	3.250
3	1	39.838	13.657	1.135	5.240	5.240	14.7
	2	39.919	13.687	1.136	5.240
4	1	> 60	> 21.079	> 1.324	> 5.63	> 5.63	64.4
	2	> 60	> 21.079	> 1.324	>5.63

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Remarks:

Instrument response was linear with an R2 value of 0.972

Conclusions:

The test material contains a mixture of components with logKoc values ranging from 3.05 to > 5.63

Executive summary:

The adsorption coefficient of the test material was determined by HPLC following the guidelines in EU Method C.19. The test substance is a mixture of components with log Koc values ranging from 3.05 to > 5.63. The distribution of log Koc values by area % is:

Mean log Koc	Mean Area %
3.05	10.8
3.24	10.1
5.24	14.7
>5.63	64.4