Potassium (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate and Potassium (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate

Water solubility

Administrative data

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

23-01-2018 to 27-03-2018

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)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7840 (Water Solubility)

Deviations:

no

Test guideline 3

Qualifier:

according to guideline

Guideline:

EU Method A.6 (Water Solubility)

Deviations:

no

GLP compliance:

no

Remarks:

This study was conducted in a facility operating to Good Laboratory Practice within the National GLP Compliance Monitoring Authority program, but the study report has not been audited by the Quality Assurance Unit.

Type of method:

flask method

Test material

Test material information

Constituent 1

Reference substance name:

Potassium (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate and Potassium (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate

Cas Number:

82597-69-1

Molecular formula:

C9 H10 Cl F3 O2 . K

IUPAC Name:

Potassium (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate and Potassium (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate

Test material form:

solid

Results and discussion

Water solubility

Key result

Water solubility:

> 500 g/L

Conc. based on:

test mat.

Temp.:

20 °C

pH:

9.9

Any other information on results incl. tables

measurement in pure water: Two independant tests were performed:

      - Test 1: successive addition of the substance in 2.0 mL water (0.0281 g; 0.0433; 0.1478 g; 0.1454 g; 0.2118 g; 0.3061 g; 0.3364 g). The total amount of susbtance is the tube was 1.2189 g in 2.0 mL of pure water, and all the material was disolved (clear solutionby visual observation). Therefore the water solubility exceeds 500 g/L. The pH of the solution was measured and found to be 9.9.

      - Test 2: 0.6274 g of test item was added in 1.0 mL of pure water. All the material was disolved (clear solution by visual observation). Therefore, the water solubility exceeds 500 g/L. The pH of the solution was measured and found to be 9.9.

Solubility in solution pH = 5:

For each of the 3 expriments, two dispersions were prepared by adding test item directly into 15 ml centrifuge tubes. The test item was then dissolved by adding 5.0 mL of water, dispersions were stirred on vertex mixer and the clear solution was obtained. The pH of each dispersion was adjusted by adding 0.5 M hydrochloric acid dropwise and about 1 mg of test item until acidic pH 5 was reached with excess solid residue still present.

Amount of test item (mg) dispersed in 5.0 mL water	28.2	26.9	36.5	33.5	26.4	32.3
days at 30.0 °C	3	2	1	3	2	1
days at 20.0 °C	1	1	1	1	1	1
centrifugation time (min)	60	60	60	60	60	60
centrifugation speed (G values)	4200	4200	4200	4200	4200	4200
pH of clear solution	5.14	5.16	5.16	5.09	5.13	5.12
average pH value	5.1
water solubility (mg/L) 1st determination 2nd determination average	174.503 174.329 174.416	172.568 172.551 172.560	169.081 169.159 169.120	170.684 170.842 170.763	166.755 166.105 166.430	161.826 161.900 161.863
total average (mg/L)	170
total relative standard deviation (%)	2.6

Solubility in solution pH = 7:

0.8635 g of the test item was added into a 15 ml centrifuge tube, added 5.0 ml of pure water. The dispersion was stirred on vertex mixer and solution was found to be clear. The pH was measured and found to be about pH 9.1. Then added two aliquots of 0.2 ml and 1.0 ml of 2 M hydrochloric acid solution into same test tube. The dispersion was stirred on vertex mixer and observed excess solid. The pH values were measured after each addition and found to be 7.8 and 7.0, respectively. Then further added 0.1 ml of 2 M hydrochloric acid solution, stirred on vertex mixer and observed excess solid. The pH value was measured and found to be 7.0. The dispersion was then equilibrated by continuous gentle shaking at 20.0 ±0.5 °C in a thermostatically controlled water bath for at least twenty-four hours. The dispersion was centrifuged for 1 hour at 2800 G, thermostated at 20 °C. The centrifuge tube contained a clear, aqueous solution with undissolved, excess test item still present in the bottom. An aliquot from clear, centrifuged, saturated solution was removed and analyzed by HPLC (conentration found to be 9.5 g/L). The pH of the clear centrifuged solution was measured and recorded as 7.0.

Solubility in solution pH = 9:

1.5263 g of the test item was added into a 15 ml centrifuge tube, added 5.0 ml of pure water. The dispersion was stirred well on vertex mixer and solution was found to be clear. The pH of the dispersion was measured and found be 9.9. Then, added 1.0990 g of test item, stirred on vertex mixer and observed clear solution. The pH of the dispersion was measured and found be about 10. Then added 0.1 mL of 2 M hydrochloric acid solution into same test tube. The dispersion was stirred on vertex mixer and observed excess solid. The pH of the dispersion was measured and found be 8.7. Then two further amounts tests item were added (0.5238 g and 1.0624 g) into same test tube, stirred on vertex mixer and observed to be cloudy. The pH values were measured after each addition and it found to be 8.8 and 9.0, respectively. Then added 1.0354 g of test item, stirred on vertex mixer and observed slight excess solid. The pH of the dispersion was measured and found be about 9.3. Then further added about 0.01 ml of 2 M hydrochloric acid solution, stirred on vertex mixer and observed excess solid. The pH value was measure and found to be 9.01. The dispersion was then equilibrated by continuous gentle shaking at 20 ± 0.5 °C in a thermostatically controlled water bath for at least twenty-four hours. The dispersion was centrifuged for 1 hour at 2800 G, thermostated at 20 °C. The centrifuge tube contained a clear, aqueous solution with undissolved, excess test item still present in the bottom. An aliquot from clear, centrifuged, saturated solution was removed and analyzed by HPLC (conentration found to be > 500 g/L). The pH of the clear centrifuged solution was measured and recorded as 9.0.

Applicant's summary and conclusion

Conclusions:

The solubility of the substance in water has been determined using the flask method at 20 °C to be > 500 g/L (pH = 9.9).

Executive summary:

The solubility of the substance has been determined using the flask method in pure water and in aqueous buffer solutions at 20 °C to be:

In pure water (pH = 9.9): > 500 g/L

buffered solution (pH = 5.1): 0.170 g/L

buffered solution (pH = 7.0): 9.5 g/L

buffered solution (pH = 9.0): > 500 g/L