4,4’-Bis[sec-alkyl(C10-C13)phenyl]iodonium tetrakis(pentafluorophenyl)borate

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

from 10 to 12 July 2012

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: The study was reliable with restrictions. Indeed, this study was showed that the alkyl(C10 -13)phenyl)iodonium-ion did not give of signal in the HPLC method, therefore,it was supposed that the result is superior than the range of values obtained.

Cross-reference

Cross-reference 1

Reason / purpose for cross-reference:

reference to same study

Cross-reference 2

Reason / purpose for cross-reference:

reference to other study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2012

Report date:

2013

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

4,4’-Bis[sec-alkyl(C10-C13)phenyl]iodonium tetrakis(pentafluorophenyl)borate

EC Number:

810-260-4

Cas Number:

1115251-57-4

IUPAC Name:

4,4’-Bis[sec-alkyl(C10-C13)phenyl]iodonium tetrakis(pentafluorophenyl)borate

Test material form:

other: viscous liquid

Details on test material:

- Name of test material (as cited in study report): Bis(alkyl(C10-C13)phenyl)iodonium tetrakis(pentafluorophenyl)borate
- Physical state: clear amber high viscous liquid
- Batch: 11GP0077
- Date of Receipt: 13 February 2012
- Expiration date of the lot/batch: January 2014
- Storage condition of test material: Room temperature, keep away from light

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

>= 5.241 - <= 6.493

Temp.:

25 °C

pH:

>= 5 - <= 6

Remarks on result:

other: The log Pow was calculated using peak start and peak end.

Details on results:

The test item PI2080 gave one broad peak.. Because of the high peak width, the log Pow of the test item is calculated using peak start and peak end. The log Pow should be regarded as 5.241- 6.493. The peak end lies outside the retention times of the reference items of the reference items, but is used for calculation, because the peak maximum lies in the range of the reference items.

Any other information on results incl. tables

Results:

Reference items:

The retention times which were recorded for the reference items are presented in the following table:

Retention times reference items:

Compound	Retention time mean	K	log Pow
	min.	min.	min.
thio urea	1.265	0	0
Acethophenone	1.635	0.2930	1.7
Naphtalene	2.694	1.1301	3.6
diphenylether	3.065	1.4237	4.20
phenanthrene	3.905	2.0879	4.50
fluoranthene	4.827	2.8171	4.70
thriphenylamine	6.532	4.1650	5.70
DDT	7.391	4.8438	6.20

Test item PI2080:

	Measurement	Retention time (RT)	K	log K	Log Pow
peak start	measurement 1	5.158	3.0785	0.4883	5.228
	measurement 2	5.220	3.1276	0.4952	5.252
	measurement 3	5.197	3.1094	0.4927	5.243
	mean				5.241
	standard deviation				0.012
peak end	measurement 1	10.182	7.0511	0.8483	6.519
	measurement 2	9.837	6.7783	0.8311	6.457
	measurement 3	10.093	6.9808	0.8439	6.503
	mean	10.037			6.493
	standard deviation	0.179			0.032

log Pow was calculated from the capacity factor as follow: log Pow= (log K + 0.9689)/0.2787

equation of the regression: log k=0.2787 * log Pow-0.9689 with a coefficient of determination r²= 0.9781

Result and validity:

result:

using the correlation log K/ log Pow, the log Pow of the peak of test item PI2080 was calculated as 5.241 -6.493 (peak start and peak end).

Validity:

the validity criteria and results are presented in the following table:

Peak	parameter	Criterion	Found	Assessment
peak start	range (Max-Min. log Pow)	<0.1	0.025	valid
	value within range of Ref. Items	1.70 -6.20	5.241	valid
peak end	range (Max-Min. log Pow)	<0.1	0.061	valid
	Value within Range of Ref. items	1.70 -6.20	6.493	not valid*

* The peak end lies outside the rentention times of the reference times, but is used for evaluation, because the peak maximum lies within the range of the reference items.

Discussion:

Variations in the retention times of reference items and test are very small. Therefore a stable configuration of the HPLC-column can be assumed.

The correlation log K/Log Pow is good: the coefficient of determination r² was calculated with 0.9781. This value was considered as sufficiently high to use the calibration function for the determination of the log Pow of the test item PI2080.

The test item PI2080 gave one broad peak.Because of the high peak width, the log Pow of the test item is calculated using peak start and peak end. The log Pow should be regarded as 5.241- 6.493. The peak end lies outside the retention times of the reference items, but is used for calculation, because the peak maximum lies in the range of the reference items.

It is assumed, that the alkyl(C10 -13)phenyl)iodonium-ion did not give a signal, because this ion was not eluted from several HPLC-columns, filled with C 18 material, using mobile phases 95 % and 100% acetonitrile and 20% tetrahydrofurane/80% methanol, during validation. Therefore the log Pow of this ion should be stated as > 6.2.

Applicant's summary and conclusion

Conclusions:

The test item PI2080 gave one broad peak.Because of the high peak width, the loh Pow of the test item is calculated using peak start and peak end. The log Pow should be regarded as 5.241- 6.493.
It is assumed, that the alkyl(C10 -13)phenyl)iodonium-ion did not give a signal, because this ion was not eluted from several HPLC-columns, filled with C 18 material, using mobile phases 95 % and 100% acetonotrile and 20% tetrahydrofurane/80% methanol, during validation. Therefore the log Pow of this ion should be stated as > 6.2.

Executive summary:

This study was performed in order to determine the partition coefficient of the etst item PI2080 using the HPLC method according to OECD 117 and EU A.8 method.

The partition coefficient Pow is defined as the ratio of the equilibrium concentrations of a dissolved substance in a two phase system consisting of two largely immiscible solvents (n-octanol and water). The log Pow is a key parameter in studies of the environnemental fate of chemical substances. A highly significant relationship between the Pow of non-ionised form of substances and their bioaccumulation in fish has been shown. It has also been shown that Pow is a useful parameter in the prediction of adsorption on soil and sediments and for establishing quantitative structure-activity relationships for a wide range of biological effects.

The HPLC method covers log Pow in the range of 0 to 6. Reverse phase HPLC is performed on analytical columns packed with a commercially available solid phase containing long hydrocarbon chains (e;g C8,C18) chemically bound onto silica.

A test item injected on such a column partitions between the mobile solvent phase and the hydrocarbon stationary phase as it is transported along the column by the mobile phase. The test items are retained in proportion to their hydrocarbon-water partition coefficient, with hydrophilic chemicals eluted first and lipophilic chemicals tests. The retention times of the peaks of the test item are compared with retention times of reference substances with khnow hydrocarbon-water partition coefficients.

he test item PI2080 gave one broad peak.Because of the high peak width, the log Pow of the test item is calculated using peak start and peak end. The log Pow should be regarded as 5.241- 6.493.

It is assumed, that the alkyl(C10 -13)phenyl)iodonium-ion did not give a signal, because this ion was not eluted from several HPLC-columns, filled with C 18 material, using mobile phases 95 % and 100% acetonotrile and 20% tetrahydrofurane/80% methanol, during validation. Therefore the log Pow of this ion should be stated as > 6.2.