Phenol, styrenated, epoxidized

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: GLP study according to guidelines

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2013

Report date:

2013

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Deviations:

yes

Remarks:

The test was performed at one temperature and pH value only (tier 2) and no identification of hydrolysis products was attempted.

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method C.7 (Degradation: Abiotic Degradation: Hydrolysis as a Function of pH)

GLP compliance:

yes (incl. QA statement)

Test material

Test material information

Constituent 1

Reference substance name:

(1-phenylethyl)-phenyloxymethyloxirane

IUPAC Name:

(1-phenylethyl)-phenyloxymethyloxirane

Constituent 2

Reference substance name:

Phenol, styrenated, epoxidized

EC Number:

935-721-8

Molecular formula:

not applicable

IUPAC Name:

Phenol, styrenated, epoxidized

Test material form:

other: yellow liquid

Details on test material:

- Name of test material (as cited in study report): LR 600, (1-phenylethyl)-phenyloxymethyloxirane
- Molecular formula (if other than submission substance):
- Molecular weight (if other than submission substance): mixture
- Smiles notation (if other than submission substance):
- InChl (if other than submission substance):
- Structural formula attached as image file (if other than submission substance): see Fig.
- Substance type: organic
- Physical state: liquid
- Analytical purity:
- Impurities (identity and concentrations):
- Composition of test material, percentage of components:
- Isomers composition:
- Purity test date:
- Lot/batch No.:
- Expiration date of the lot/batch:
- Radiochemical purity (if radiolabelling):
- Specific activity (if radiolabelling):
- Locations of the label (if radiolabelling):
- Expiration date of radiochemical substance (if radiolabelling):
- Stability under test conditions:
- Storage condition of test material: The test item was kept at room temperature: (20 ± 5 °C); in a tightly closed vessel in the dark
- Other:

Specific details on test material used for the study:

Details on properties of test surrogate or analogue material (migrated information):
PHYSICO-CHEMICAL PROPERTIES
- Vapour pressure:
- Water solubility: H2O: approx. 10 mg/L (see LAUS Study No. 12060103G910, 22 Nov. 2012)
- log Pow: 4.0 / 4.0 / 5.8 (3 main components: see LAUS Study No.12060103G930, 19 Oct. 2012)
- pKa:
- Base or acid catalysis of test material:
- UV absorption:
- Stability of test material at room temperature:

OTHER PROPERTIES (if relevant for this endpoint)

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Details on sampling:

20 mL of a solution in medium was extracted with 2 mL iso-octane and the upper phase was measured via GC/FID. Tenfold enrichment was achieved.
On days 11, 15 and 21, 50 mL of a solution in medium was extracted with 2 mL iso-octane and the upper phase was measured via GC/FID. 25-fold
enrichment was achieved.

Buffers:

- For the preparation of the solution of the test item and of the buffer solutions deionised water was used.
- Buffer compositions were taken from the annex of the OECD method (buffer solutions 7 and 9) or Küster et al. (buffer solution 4).
- pH: 4.0, 7.0, and 9.0 (adjusted to the nominal pH value ± 0.02 units)
- Buffer solutions were filtrated (0.2 µm) after preparation, resulting in sterile solutions.

Duration of test

Duration of test 1

Duration:

5 d

Duration of test 2

Duration:

21 d

pH:

7

Number of replicates:

Tier 1: 3 replicates per pH
Tier 2: 18 (two replicates per sampling point)

Positive controls:

not specified

Negative controls:

not specified

Results and discussion

Transformation products:

not measured

Total recovery of test substance (in %)

Total recovery of test substance (in %) 1

% Recovery:

< 10

pH:

4

Temp.:

50 °C

Duration:

5 d

Total recovery of test substance (in %) 2

% Recovery:

< 10

pH:

7

Temp.:

50 °C

Duration:

5 d

Total recovery of test substance (in %) 3

% Recovery:

< 10

pH:

9

Temp.:

50 °C

Duration:

5 d

Total recovery of test substance (in %) 4

% Recovery:

21.9

pH:

7

Temp.:

25 °C

Duration:

ca. 21 d

Dissipation DT50 of parent compound

Dissipation DT50 of parent compound 1

pH:

7

Temp.:

25 °C

Hydrolysis rate constant:

0.091 d-1

DT50:

ca. 9.5 d

Type:

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

Remarks on result:

other: Values resulting from area sum of the two main components

Dissipation DT50 of parent compound 2

pH:

7

Temp.:

25 °C

Hydrolysis rate constant:

0.046 d-1

DT50:

ca. 15 d

Type:

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

Remarks on result:

other: Component 1

Dissipation DT50 of parent compound 3

pH:

7

Temp.:

25 °C

Hydrolysis rate constant:

0.101 d-1

DT50:

ca. 7 d

Type:

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

Remarks on result:

other: Component 2

Other kinetic parameters:

see table below

Details on results:

TEST CONDITIONS
- pH, sterility, temperature, and other experimental conditions maintained throughout the study: Yes

PATHWAYS OF HYDROLYSIS: not analysed

Any other information on results incl. tables

The tables below are excerpted from the original report

Tier 1: Measured Concentrations

Parameter	pH 4.0	pH 7.0	pH 9.0
Area Sum Mean 0 h	311.07	280.25	289.22
Area blank	-	-	-
Area Sum 120 h Mean	- not evaluable
Area 120 h blank	not measured	-	-
Residue	< 10 %	< 10 %	< 10 %

 

Tier 2: Area Sum on Day 0 at pH 7 and 25 °C

Sampling Time [h]	Replicate 1		Replicate 2		Replicate 3
	Analysis 1 [pA*s]	Analysis 2 [pA*s]	Analysis 1 [pA*s]	Analysis 2 [pA*s]	Analysis 1 [pA*s]	Analysis 2 [pA*s]
0	244.65	237.31	245.88	249.29	240.34	237.61

Sampling Time [h]	Replicate 1		Replicate 2
	Analysis 1 [pA*s]	Analysis 2 [pA*s]	Analysis 1 [pA*s]	Analysis 2 [pA*s]
24.05	218.50	212.43	211.61	217.12
48.07	176.27	168.41	173.26	179.41
66.35	156.20	159.65	156.34	163.57
90.22	123.85	142.80	144.52	140.36
162.75	97.61	105.76	99.48	104.35
258.30*	161.64	168.10	171.80	179.17
354.30	118.80	122.39	117.42	114.18
501.02	58.29	60.04	63.84	63.53

*from day 11 (258.30 h) on 25fold enrichment was used, instead of 10fold.

The area ratio (FID-peaks) of two main components in the test item changed during the test: from 36 : 64 to 65 : 35.

That implies that the hydrolysis of the second component had taken place faster than hydrolysis of the first component.

From the area ratio of two main components following kinetic parameters were determined for each constituent (excerpt from original report):

Parameter	Value Component 1	Value Component 2
kobs(25°C; pH 7.0)	0.001933 h^-1	0.004189 h^-1
t1/2(25°C; pH 7.0)	358.6 h	165.5 h
t1/2(25°C; pH 7.0)	14.94 d	6.89 d

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

Tier 1: After five days (120 hours), the areas of the test item were lower than 10% of the start area at all three pH values.
The test item can be considered as hydrolytically instable at all pH values.
Tier 2:Temperature dependency and acid/base catalysis of the hydrolysis constants was not determinable as the test was performed at one single temperature ( 25 °C) and one pH value pH 7) only.