2-{2-chloro-4-mesyl-3-[(tetrahydrofuran-2-ylmethoxy)methyl]benzoyl}cyclohexane-1,3-dione

Water solubility

Link to relevant study record(s)

Reference

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

23 Jan 2002 - 20 Sep 2002

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

GLP compliance:

yes (incl. QA statement)

Remarks:

Hess. Ministerium für Umwelt, Landwirtschaft und Forsten, Wiesbaden, Germany

Type of method:

flask method

Key result

Water solubility:

0.106 g/L

Temp.:

20 °C

pH:

2

Key result

Water solubility:

64.2 g/L

Temp.:

20 °C

pH:

5.9

Water solubility:

57.5 g/L

Temp.:

20 °C

pH:

5.7

Temp.:

20 °C

pH:

9

Remarks on result:

not determinable because of methodological limitations

Remarks:

The pH-value of the saturated test substance solution in water is 3.4. Therefore accurate pH-values at 7 and 9 could not be obtained, even if high concentrated buffers are used.

Temp.:

20 °C

pH:

7

Remarks on result:

not determinable because of methodological limitations

Remarks:

The pH-value of the saturated test substance solution in water is 3.4. Therefore accurate pH-values at 7 and 9 could not beobtained, even if high concentrated buffers are used.

Preliminary Estimation of Water Solubility

Visual estimation:

Increasing water amount were added stepwise to 100.2 mg of the test subtance and the mixture was sonicated for 10 min in each step.

Up to 100 mL of total volume undissolved particles were found in the mixture.

Increasing amounts of water were added to about 10 mg of the test substance and the mixtures were sonicated for 3 h and sometimes shaken. The test substance was dissolved completely in 100 mL, 500 mL and 1000 mL respectively.

Result: The water solubility of the test substance is between 0.1 and 1 g/L. Therefore the water solubility had to be determined by the flask method.

Pretests in Water according to the Flask Method:

amount of test substance	added solution	stirring time	measured concentration of test substance	measured pH
20.22 mg	50 mL water	24 h	257 mg/L	3.5
20.57 mg	50 mL water	24 h	260 mg/L	3.4
111.91 mg	50 mL water	17 h	295 mg/L	3.4
143.2 mg	25 mL buffer pH 2	24 h	0.1 g/L	2.0
144.2 mg	25 mL buffer pH 7 (0.1 mol/L)	24 h	5.8 g/L	6.6	completely dissolved
139.0 mg	25 mL buffer pH 9 (0.1 mol/L)	24 h	5.6 g/L	8.5	completely dissolved
1.2545 g	5 mL buffer pH 7 (0.2 mol/L)	17 h	25.4 g/L	5.5
0.2748 g	5 mL buffer pH 9 (0.2 mol/L)	17 h	19.4 g/L	5.3

Because of the low buffer capacity of the used buffer (0.2 mol/L), the concentrationof the pH 7 and pH 9 buffer is increased for the main experiments at pH 7 and pH 9 (0.6 mol/L).

Main tests:

At pH 2:

experiment	1	2	3	Blank
Amount of test substance [mg]	53.7	55.7	54.8	0 (blank)
Stirring time at 30 °C	24	48	72	72
pH at room temperature	2.04	2.03	2.04	2.03
Water solubility [g/L]	0.1079	0.1024	0.1068	-

Average (experiments 1 to 3): 0.106 g/L

Standard deviation: 0.0029 g/L

Relative standard deviation: 2.8 %

At pH 7:

experiment	1	2	3	Blank
Amount of test substance [mg]	761.6	741.8	756.4	0 (blank)
Stirring time at 30 °C	24	48	72	72
pH at room temperature	5.85	5.86	5.87	6.96
Water solubility [g/L]	64.254	64.876	63.569	-

Average (experiments 1 to 3): 64.23 g/L

Standard deviation: 0.65 g/L

Relative standard deviation: 1.0 %

The pH-value of the saturated test substance solution in water is 3.4. Therefore accurate pH-values at 7 and 9 could not be obtained, even if high concentratied buffers are used. A further increase of the concentration of the buffers is not possible because of the limited solubility of the buffer components. The solved buffer components could also influence the solubility of the test substance.

At pH 9:

experiment	1	2	3	Blank
Amount of test substance [mg]	776.0	763.3	787.7	0 (blank)
Stirring time at 30 °C	24	48	72	72
pH at room temperature	5.65	5.69	5.69	9.04
Water solubility [g/L]	57.076	57.768	57.506	-

Average (experiments 1 to 3): 57.45 g/L

Standard deviation: 0.35 g/L

Relative standard deviation: 0.6 %

The pH-value of the saturated test substance solution in water is 3.4. Therefore accurate pH-values at 7 and 9 could not be obtained, even if high concentratied buffers are used. A further increase of the concentration of the buffers is not possible because of the limited solubility of the buffer components. The solved buffer components could also influence the solubility of the test substance.

 

Description of key information

0.106 g/L at 20 °C and pH 2

57.5 g/L at 20 °C and pH 5.7

64.2 g/L at 20 °C and pH 5.9

(OECD Guideline 105, Flask method)

The key value for chemical safety assessment refers to pH 5.9.

The pH-value of the saturated test substance solution in water is 3.4. Therefore accurate pH-values at 7 and 9 could not be obtained in the test, even if high concentrated buffers are used.

Key value for chemical safety assessment

Water solubility:

64.2 g/L

at the temperature of:

20 °C

Additional information

at pH 5.9