Reaction mass of 7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane and (1R)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane and (1S)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane and (1S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

Water solubility

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

26 December 2017 - 6 January 2018

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Remarks:

Test method according to EEC method A.6. and OECD Guideline 105. GLP study.

Qualifier:

according to guideline

Guideline:

EU Method A.6 (Water Solubility)

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

GLP compliance:

yes (incl. QA statement)

Type of method:

flask method

Key result

Water solubility:

< 0.23 mg/L

Conc. based on:

test mat.

Incubation duration:

72 h

Temp.:

20 °C

pH:

ca. 5

Remarks on result:

not determinable because of methodological limitations

Remarks:

(There was no chromatographic peak of any of the two components (viz. laevo alpha pinene and camphene) observed in shake flask analysis due to their negligible solubility in water. Thus, it is assumed a water solubility lower than LOD)

Key result

Water solubility:

< 0.23 mg/L

Conc. based on:

test mat.

Incubation duration:

72 h

Temp.:

20 °C

pH:

ca. 7

Remarks on result:

not determinable because of methodological limitations

Remarks:

(There was no chromatographic peak of any of the two components (viz. laevo alpha pinene and camphene) observed in shake flask analysis due to their negligible solubility in water. Thus, it is assumed a water solubility lower than LOD)

Key result

Water solubility:

< 0.23 mg/L

Conc. based on:

test mat.

Incubation duration:

72 h

Temp.:

20 °C

pH:

ca. 9

Remarks on result:

not determinable because of methodological limitations

Remarks:

(There was no chromatographic peak of any of the two components (viz. laevo alpha pinene and camphene) observed in shake flask analysis due to their negligible solubility in water. Thus, it is assumed a water solubility lower than LOD)

Details on results:

The solubility of reaction mass (fenchene, laevo alpha pinene, laevo camphene, dextro camphene) in all three buffers was

Table 1. Results of the preliminary test

Solution

Weight (g) of Test Item

Volume (mL) of buffer added

10

50

100

200

300

400

500

600

700

800

900

950

Approx. solubility (g/L)

pH-5.0

0.02528

Solubility observed

N

N

N

N

N

N

N

N

N

N

N

Y

0.0266

pH-7.0

0.02449

Solubility observed

N

N

N

N

N

N

N

N

N

N

N

Y

0.0258

pH-9.0

0.02558

Solubility observed

N

N

N

N

N

N

N

N

N

N

N

Y

0.0269

Key: N = No, Y = Yes

As the solubility of test item in the buffer waters was more than > 10-2 g/L, "Shake Flask Method" was adopted to determine its solubility in buffer waters.

Conclusions:

The solubility of the test substance in three different buffers (pH=5, 7 and 9) is assumed to be below the detection limit of analytical method, i.e. 0.23 mg/L.

Executive summary:

Determination of water solubility of the test substance was performed in accordance with EEC method A.6 and OECD 105. About five times higher quantity of test item determined in the preliminary test were weighed and transferred into three separate glass bottles of 125 mL capacity containing each 50 mL of buffer solution (pH=5). The same was repeated for buffer solution of pH=7 and pH=9. All the nine bottles were tightly stoppered and agitated at 30ºC using a thermostatically controlled orbital shaker. After 1 day, 2 days and 3 days, bottles were removed and kept for re-equilibration at 20ºC for 24 hours. The bottles were shaken occasionally during this period. Then the content of the bottles were separated using syringe having removable needle. The pH of solution was measured using a calibrated pH meter. The active ingredient concentration analysis was carried out using a validated analytical method. The solubility of the test substance in all three buffers was <LOD (0.23 mg/L). There was no chromatographic peak of any of the two components (viz. laevo alpha pinene and camphene) observed in shake flask analysis due to their negligible (very low) solubility in water. Thus, the solubility of the test substance in three different buffers (pH=5, 7 and 9) is assumed to be below the detection limit of analytical method, i.e. 0.23 mg/L.

Reference 2

Endpoint:

water solubility

Type of information:

experimental study

Remarks:

Data from a publication

Adequacy of study:

supporting study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

comparable to guideline study with acceptable restrictions

Remarks:

Data obtained from an acceptable standardized test method

Qualifier:

equivalent or similar to guideline

Guideline:

EU Method A.6 (Water Solubility)

Deviations:

not specified

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Deviations:

not specified

GLP compliance:

not specified

Type of method:

flask method

Key result

Water solubility:

0.037 other: mmol/L

Conc. based on:

test mat.

Temp.:

25 °C

Remarks on result:

other: 95 % confidence limits: ± 0.004 mmol/L; Result 0.037± 0.004 mmol/L corresponds to 5.041± 0.5 mg/L

Conclusions:

The water solubility of L-alpha pinene at 25 °C is 0.037 ± 0.004 mmol/L, what corresponds to 5.04 ± 0.5 mg/L

Executive summary:

A study on water solubility on several monoterpenes was conducted using a method similar to fllask method (OECD guideline 105). Under the test conditions, the water solubility of L-alpha pinene at 25 °C was determined to be 0.037 ± 0.004 mmol/L, what corresponds to 5.04 ± 0.5 mg/L.

Reference 3

Endpoint:

water solubility

Type of information:

experimental study

Remarks:

Data from a publication

Adequacy of study:

supporting study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

comparable to guideline study with acceptable restrictions

Remarks:

Documented study similar to an internationally accepted guideline.

Qualifier:

equivalent or similar to guideline

Guideline:

EU Method A.6 (Water Solubility)

Deviations:

not specified

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Deviations:

not specified

GLP compliance:

not specified

Type of method:

flask method

Key result

Water solubility:

0.018 other: mmol/L

Conc. based on:

test mat.

Temp.:

23.5 °C

Remarks on result:

other: CL: ± 0.0005 mmol/L; Result 0.0183± 0.0005 mmol/L which corresponds to 2.49± 0.07 mg/L

Conclusions:

The water solubility of D-alpha pinene at 23.5 °C is 0.0183 ± 0.0005 mmol/L, what corresponds to 2.49 ± 0.07 mg/L

Executive summary:

A study on water solubility on several monoterpenes was conducted using a method similar to fllask method (OECD guideline 105). Under the test conditions, the water solubility of D-alpha pinene at 23.5 °C was determined to be 0.0183 ± 0.0005 mmol/L, what corresponds to 2.49 ± 0.07 mg/L.

Reference 4

Endpoint:

water solubility

Type of information:

other: Data from peer reviewed publication

Adequacy of study:

supporting study

Reliability:

4 (not assignable)

Rationale for reliability incl. deficiencies:

documentation insufficient for assessment

Principles of method if other than guideline:

No data on test method

GLP compliance:

not specified

Type of method:

other: Not specified

Key result

Water solubility:

4.6 mg/L

Conc. based on:

test mat.

Remarks on result:

other: No data on test conditions

Conclusions:

The water solubility of Camphene is 4.6 mg/L.

Executive summary:

The water solubility of Camphene is 4.6 mg/L.

Description of key information

Key study: Test item. Test method according to OECD 105 / EU Method A.6, GLP study. The solubility of the test substance in three different buffers (pH=5, 7 and 9) is assumed to be below the detection limit of analytical method, i.e. 0.23 mg/L.

Supporting study: Camphene. Data from peer review publication. The water solubility of Camphene is 4.6 mg/L.

Supporting study: L-alpha pinene. Data from publication. The water solubility of L-alpha pinene at 25 °C is 0.037 ± 0.004 mmol/L, what corresponds to 5.04 ± 0.5 mg/L.

Supporting study: D-alpha pinene. Data from publication. The water solubility of D-alpha pinene at 23.5 °C is 0.0183 ± 0.0005 mmol/L, what corresponds to 2.49 ± 0.07 mg/L.

Key value for chemical safety assessment

Water solubility:

0.23 mg/L

at the temperature of:

20 °C

Additional information

Key study: Test item.Test method according to OECD 105 / EU Method A.6, GLP study. Determination of water solubility of the test substance was performed in accordance with EEC method A.6 and OECD 105. About five times higher quantity of test item determined in the preliminary test were weighed and transferred into three separate glass bottles of 125 mL capacity containing each 50 mL of buffer solution (pH=5). The same was repeated for buffer solution of pH=7 and pH=9. All the nine bottles were tightly stoppered and agitated at 30ºC using a thermostatically controlled orbital shaker. After 1 day, 2 days and 3 days, bottles were removed and kept for re-equilibration at 20ºC for 24 hours. The bottles were shaken occasionally during this period. Then the content of the bottles were separated using syringe having removable needle. The pH of solution was measured using a calibrated pH meter. The active ingredient concentration analysis was carried out using a validated analytical method. The solubility of the test substance in all three buffers was <LOD (0.23 mg/L). There was no chromatographic peak of any of the two components (viz. laevo alpha pinene and camphene) observed in shake flask analysis due to their negligible (very low) solubility in water. Thus, the solubility of the test substance in three different buffers (pH=5, 7 and 9) is assumed to be below the detection limit of analytical method, i.e. 0.23 mg/L.

Supporting study: Camphene. Data from peer review publication. The water solubility of Camphene is 4.6 mg/L.

Supporting study: L-alpha pinene. Data from publication. A study on water solubility on several monoterpenes was conducted using a method similar to fllask method (OECD guideline 105). Under the test conditions, the water solubility of L-alpha pinene at 25 °C was determined to be 0.037 ± 0.004 mmol/L, what corresponds to 5.04 ± 0.5 mg/L.

Supporting study: D-alpha pinene. Data from publication. A study on water solubility on several monoterpenes was conducted using a method similar to fllask method (OECD guideline 105). Under the test conditions, the water solubility of D-alpha pinene at 23.5 °C was determined to be 0.0183 ± 0.0005 mmol/L, what corresponds to 2.49 ± 0.07 mg/L.