Reaction mass of decyl acrylate and octyl acrylate

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2012-11-09 to 2013-06-06

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Study performed according to GLP requirements. No deviations was issued.

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Radiolabelling:

no

Analytical monitoring:

yes

Details on sampling:

5, 1, 0.1 and 0 days prior to analysis

Buffers:

Buffers were prepared on 20 February 2013, and filtered through 0.45 µm nylon filters. They were purged with nitrogen gas to remove dissolved oxygen.
Aqueous pH 1.2 buffer was prepared such that the final solution contained ca 50 mM potassium chloride. The buffer was adjusted to pH 1.20 with 1M hydrochloric acid.
Aqueous pH 4 buffer was prepared such that the final solution contained ca 50 mM monopotassium citrate. The buffer was adjusted to pH 4.00 with 2M sodium hydroxide.
Aqueous pH 7 buffer solution was prepared such that the final solution contained ca 50 mM monopotassium phosphate. The buffer was adjusted to pH 7.00 with 1M hydrochloric acid.
Aqueous pH 9 buffer solution was prepared such that the final solution contained ca 50 mM potassium chloride and ca 50 mM boric acid. The buffer was adjusted to pH 9.00 with 2M sodium hydroxide.

Details on test conditions:

Triplicate samples of the test item, in each of pH 1.2, 4, 7 and 9 buffers, were prepared on four consecutive time points (5, 1, 0.1 and 0 days prior to analysis). Approximately 10 mg of test item was weighed into a 100 mL volumetric flask and made to volume with acetonitrile to give a stock solution at ca 100 µg/mL. 0.45 mL of this stock solution was pipetted into separate 50 mL amber, glass bottles.
Sample sets were diluted with 45 mL of respective buffer (pH 1.2, 4, 7 and 9). The headspace of the test vessels were purged with nitrogen gas then test vessels were capped, sealed with parafilm and shaken thoroughly.
Jars containing samples in pH 1.2 buffer were placed in a water bath maintained at
37 ± 0.5 °C, whilst those prepared at pH 4, 7 and 9 were placed in a water bath maintained at
50 ± 0.5 °C. Sample sets were kept in amber jars, to avoid photolytic effects, in the water bath for 5, 1, 0.1 and 0 days, respectively.
Following hydrolysis, the pH of each sample was measured and aliquots taken for analysis as described in AP.2090A.01

Duration:

5 d

pH:

1.2

Temp.:

37

Duration:

5 d

pH:

4

Temp.:

50

Duration:

5 d

pH:

7

Temp.:

50

Duration:

5 d

pH:

9

Temp.:

50

Number of replicates:

3

Transformation products:

not measured

pH:

1.2

Temp.:

37 °C

DT50:

6.3 d

Type:

(pseudo-)first order (= half-life)

pH:

4

Temp.:

50

DT50:

12.8 d

Type:

(pseudo-)first order (= half-life)

pH:

7

Temp.:

50

DT50:

9.6 d

Type:

(pseudo-)first order (= half-life)

pH:

9

Temp.:

50 °C

DT50:

0.65 d

Type:

(pseudo-)first order (= half-life)

Details on results:

- Aqueous pH 1.2 Buffer
The hydrolysis of the test item was assessed in aqueous pH 1.2 buffer at 37 ± 0.5 °C. The mean recovery of the applied test item, as a percentage of the T0 timepont, remaining after 0.1, 1 and 5 days was determined to be 89.1%, 88.0% and 57.2%, respectively. Therefore, after 5days test item was shown to have hydrolysed by more than 10% compared to T0. This indicated that the test item was hydrolytically unstable at pH 1.2 and significant hydrolysis had occurred.

- Aqueous pH 4 Buffer
The hydrolysis of test ietm was assessed in aqueous pH 4 buffer at 50 ± 0.5 °C. The mean recovery of the applied test item, as a percentage of the T0 timepont, remaining after 0.1, 1 and 5 days was determined to be 89.4, 93.2 and 73.9%, respectively. Therefore, after 5 days test item was shown to have hydrolysed by more than 10% compared to T0. This indicated that the test item was hydrolytically unstable at pH 4 and significant hydrolysis had
occurred.

- Aqueous pH 7 Buffer
The hydrolysis of test item was assessed in aqueous pH 7 buffer at 50 ± 0.5 °C. The mean recovery of the applied test item, as a percentage of the T0 timepont, remaining after 0.1, 1 and 5 days was determined to be 83.4%, 91.8% and 66.9%, respectively. Therefore, after 5
days test item was shown to have hydrolysed by more than 10% compared to T0. This indicated that the test item was hydrolytically unstable at pH 7 and significant hydrolysis had occurred.

- Aqueous pH 9 Buffer
The hydrolysis of SR484 was assessed in aqueous pH 9 buffer at 50 ± 0.5 °C. The mean recovery of the applied test item, as a percentage of the T0 timepont, remaining after 0.1, 1 and 5 days was determined to be 76.4%, 36.6% and <8.4%, respectively. Therefore, after 5 days test item was shown to have hydrolysed by more than 10% compared to T0. This indicated that the test item was hydrolytically unstable at pH 9 and significant hydrolysis had occurred.

Validity criteria fulfilled:

yes

Remarks:

The mean recovery rate are 101.5% and 111.7%.

Conclusions:

After 5 days at each pH, the test item was shown to have hydrolysed by more than 10% compared to T0. This indicated that the test item was hydrolytically unstable and significant hydrolysis had occurred at each pH.

Executive summary:

The hydrolysis of test item was assessed according to OECD 111 guideline in aqueous buffers at pH 1.2 at 37 ± 0.5 °C and at pH 4, 7 and 9 at 50 ± 0.5 °C. After 5 days at each pH, the test item was shown to have hydrolysed by more than 10% compared to T0.

The half-lives obtained were :

6.3 days at pH 1.2

12.8 days at pH 4

9.6 days at pH 7

0.65 days at pH 9

Description of key information

After 5 days at each pH, the test item was shown to have hydrolysed by more than 10% compared to T0. This indicated that the test item was hydrolytically unstable and significant hydrolysis had occurred at each pH. 

Additional information

The hydrolysis of test item was assessed according to OECD 111 guideline in aqueous buffers at pH 1.2 at 37 ± 0.5 °C and at pH 4, 7 and 9 at 50 ± 0.5 °C. After 5 days at each pH, the test item was shown to have hydrolysed by more than 10% compared to T0.

The half-lifes obtained were :

6.3 days at pH 1.2

12.8 days at pH 4

9.6 days at pH 7

0.65 days at pH 9