1-Methyl-1-propylpyrrolidinium Bis(fluorosulfonyl)imide

Water solubility

Administrative data

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2021

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

GLP compliance:

yes (incl. QA statement)

Type of method:

flask method

Test material

Test material information

Constituent 1

Reference substance name:

1-Methyl-1-propylpyrrolidinium Bis(fluorosulfonyl)imide

EC Number:

922-377-9

Cas Number:

852620-97-4

Molecular formula:

C8H18F2N2O4S2

IUPAC Name:

1-Methyl-1-propylpyrrolidinium Bis(fluorosulfonyl)imide

Test material form:

liquid

Details on test material:

Batch No: L20012901
Supplier: Solvionic
Expiry date: 2021-07-29

Results and discussion

Water solubility

Key result

Water solubility:

18.9 g/L

Conc. based on:

test mat.

Loading of aqueous phase:

100 g/L

Incubation duration:

3 d

Temp.:

20 °C

pH:

> 5.5 - < 6

Applicant's summary and conclusion

Conclusions:

At the plateau, the concentration of N-Propyl-N-methylpyrrolidinium bis(fluorosulfonyl)imide in water had reached
18.9 ± 1.4 g/L at 20.0 ± 0.5 °C and pH 5.5 - 6
= 18.9 ± 1.4 kg/m3 (SI units)
(mean value ± standard deviation of seven individual flasks)

Executive summary:

The solubility of the test itemN-Propyl-N-methylpyrrolidinium bis(fluorosulfonyl)imidein water was determined by measurement of the test item concentration in the centrifuged and diluted test solutions using LC-MS-MS.

A pre-test according to the guideline was performed under non GLP conditions. As dissolution was achieved with 0.1 g test item and final volume of water 10 mL, the solubility of the test item was estimated with 10 – 50 g/L.

Furthermore, the solubility of the test item was estimated during validation of the analytical method.

1 g test item was shaken with 20 mL demineralised water for 24 h. After centrifugation (10 min. at 6000 rpm) the supernatant was measured after sample preparation. Two replicates were prepared and each replicate was measured twice. The solubility pre-test gave a water solubility of 18.3 g/L.

Accuracy and Precision should be performed with a concentration ≤ 80 % of the value determined in the solubility test with demineralised, which corresponds to a concentration of 14.7 g/L. The preparation with 14 g/L in demineralised water could not be dissolved. Therefore, the accuracy and precision was performed with a concentration of 10 g/L (high level) and 1g/L (low level) was performed.

In the water solubility main test, 100 g/LN-Propyl-N-methylpyrrolidinium bis(fluorosulfonyl)imidewere used to prepare a saturated solution as the water solubility detected in the pre-test was approx. 20 g/L (in the guideline, fivefold saturation is proposed). Eight flasks were prepared (1A – 1C and 2 – 6); the flasks 1A – 1C were used during an equilibration time. Four flasks (1C (for the sampling point 72 h) and 2 – 6) were set onto the shaker immediately. After 24 ± 2 hours, flask 1B (for the sampling point 48 h) and after 48 ± 2 hours, flask 1A (for the sampling point 24 h) were set on the shaker and all flasks were shaken for further 24 ± 2 hours at room temperature. Then, flasks 1A – 1C were taken from the shaker, tempered at 20.0 ± 0.5 °C, samples were taken, centrifugated, diluted into the calibration range and analysed via LC/MS/MS. Because of a difference of less than 15 % in the concentrations on days 2 and 3 and no upward tendency, the test was finished on day 3.

Because the result of flask 2 – 6, differed significantly from the results of flasks 1A-C, no equilibration was assumed for flasks 2 – 6. This was probably due to the lower flask size, used for flasks 2 – 6 (50 mL instead of 100 mL as used for flasks 1A-C). This lower volume caused probably lower turbulence and mixing than in the larger flasks, used for flasks 1A-C.

Therefore, the determination was repeated with four flasks (flasks 7 – 10) with nominal volume 100 mL and nominal amount of the test item of 100 g/L. The flasks were shaken for 3 days, because equilibrium was achieved after 3 days during the first performance. The flasks were taken from the shaker, tempered at 20.0 ± 0.5 °C, samples were taken and centrifugated. The samples were measured after sample preparation via LC-MS-MS.

These flasks (flasks 7 – 10), together with flasks 1A-C were used for the evaluation of water solubility, finally.

No Tyndall effect (i.e. a laser beam was not scattered when transmitted through the liquid) could be observed indicating that no colloidally dispersed micelles are present.

At the plateau, the concentration ofN-Propyl-N-methylpyrrolidinium bis(fluorosulfonyl)imidein water had reached

18.9 ± 1.4 g/Lat 20.0 ± 0.5 °C and pH 5.5 - 6

=18.9 ± 1.4kg/m³(SI units)

(mean value ± standard deviation of seven individual flasks)