N,N'-[1,4-phenylenebis(methylene)]bis{N,N-dimethyl-3-[(prop-2-enoyl)amino]propan-1-aminium} dichloride

Water solubility

Administrative data

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

27 Sep - 16 Oct 2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.6 (Water Solubility)

GLP compliance:

yes (incl. QA statement)

Remarks:

Landesamt für Umwelt, Wasserwirtschaft und Gewerbeaufsicht, Mainz, Germany

Type of method:

flask method

Test material

Test material information

Constituent 1

Reference substance name:

{[4-({dimethyl[3-(prop-2-enamido)propyl]azaniumyl}methyl)phenyl]methyl}dimethyl[3-(prop-2-enamido)propyl]azanium dichloride

EC Number:

812-548-5

Cas Number:

1621424-03-0

Molecular formula:

C24H40Cl2N4O2

IUPAC Name:

{[4-({dimethyl[3-(prop-2-enamido)propyl]azaniumyl}methyl)phenyl]methyl}dimethyl[3-(prop-2-enamido)propyl]azanium dichloride

Results and discussion

Water solubility

Water solubility:

807.14 g/L

Conc. based on:

test mat.

Temp.:

20 °C

pH:

>= 7.25 - <= 7.28

Any other information on results incl. tables

Findings

Measurements Preliminary Test concentration dependency

The date which was acquired for the preliminary test concentration dependency (flasks 1 and 2) is presented in the following table:

Preliminary test concentration dependency

Flask	Nominal load (kg/L)	Dilution factor	Peak area [mAU*min]	Measured test item concentration (g/L)
1	2.5	10000	57.682 57.543	779.66
2	3.3	10000	56.122 56.009	759.03

 

Nearly the same concentration was measured in both flasks: In flask 2 the determined concentration was 2.6 % lower than in flask 1. No concentration dependency was detected.

 

Measurements during Equilibration

The data which was acquired during equilibration time (flask 1A-C, days 1 – 3) is presented in the following table:

Equilibration phase

Time (h) (flask)	Temperature (°C)	pH*	Dilution factor	Peak area (mAU*min)	Measured values (g/L)	QC recovery (%)	Difference to previous sample (%)
24.5 (1A)	20.3	7	10000	56.184 55.906	813.25	93.3	--
51 (1B)				55.302 55.501	804.04		-1.1
73 (1C)				56.257 56.104	815.18		+1.4

* pH during equilibration phase was tested using indicator paper

 

Measurements at Plateau

Flask	Temperature (°C)	pH*	Dilution factor	Peak area (mAU*min)	Measured values (g/L)
2	19.6	7	10000	59.887 59.121	841.06
3	19.6			56.329 56.062	794.95
4	19.7			55.709 56.036	790.44
5	19.7			56.530 56.542	799.69
6	19.7			56.665 56.235	798.49

* pH was tested using indicator paper, because no sufficient solution was available for measurement with pH meter

Because the pH could not be measured with pH meter in flasks 2 -6 due to insufficient amount of solution, pH measurement was performed in 3 separately prepared approaches.

 

pH measurement separately prepared approaches

Flask	Temperature (°C)	pH*
1	20.3	7.28
2		7.25
3		7.28

*pH was measured with pH meter

 

Results

The measurements of all flasks were used for the calculation of the mean.

Measurements used for calculation of solubility

Flask	Concentration (g/L)	Total mean (g/L)	Total standard deviation (g/L) Relative standard deviation (%)
1A	813.25	807.14	16.13 (2.0)
1B	804.04
1C	815.18
2	841.06
3	794.95
4	790.44
5	799.69
6	798.49

Mean at the plateau is 807.14 ± 16.13 g/L.

Discussion

The solubility of the test item in water was determined from the measured test item concentrations in the centrifuged and filtrated test solutions.

In the pre-test, the test tube with a nominal concentrations of > 1000 g/L appeared clear.

Additional pre-tests showed a solubility range of 1.25 - 1.7 kg/L. Because of low wettability of the test item a pre-test for wettability was performed and showed, that in a test item/water mixture of ≤5 kg/L the test item is wetted sufficiently. Therefore, the dependency of solubility on nominal load was tested with nominal loads 2.5 and 3.3 kg/L. Both test item/water mixtures were treated by ultrasonic for 10 minutes and were shaken for 22 hours. In the filtrates nearly the same solubility was measured: flask 1, 779.66 g/L and flask 2 759.03 g/L. Therefore no concentration dependency was assumed. In the main test, the same nominal concentration was chosen for all flasks.

As the samplings from the last two flasks (in this case flasks 1B and 1C) showed a variation of less than 15 % and no rising tendency was present in the last three flasks (in this case flasks 1A-C), the final measurement was performed as determination from replicates 2 – 6.

All replicates showed good correspondence. Mean solubility of all flasks of the main test was 807.14 g/L. Standard deviation of the eight flasks which were used for the calculation of water solubility at the plateau was 16.13 g/L, corresponding to a relative standard deviation of 2.0 %. Because the pH could not be measured with pH meter in flasks 2 -6 due to insufficient amount of solution, pH measurement was performed in 3 separately prepared approaches.

The pH value was 7.25 – 7.28 in all 3 flasks.

The test temperature was in the acceptable range with 19.6 – 20.3 °C over the test duration (measured in the liquid at sampling time points).

No observations arousing doubts concerning the accuracy of the results and the validity of the study were made.

 

Deviations from the Study Plan

The following deviations from the study plan were ascertained:

The temperature range for storage of the test item of 2 – 8 °C was 2 times exceeded: once for 30 minutes with maximum 15.1°C and once for 60 minutes with maximum 13.7 °C. This is stated as uncritical, because the deviations occurred for a short time only. No effect on the test item is expected.

Sampling for flask 1B was performed after 51 h shaking instead of 48 ± 2 h. This is stated as uncritical, because the deviation is small.

Deviations from the Guideline

No deviations from the guideline were observed.