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EC number: 949-881-1 | CAS number: -
- Life Cycle description
- Uses advised against
- Endpoint summary
- Appearance / physical state / colour
- Melting point / freezing point
- Boiling point
- Density
- Particle size distribution (Granulometry)
- Vapour pressure
- Partition coefficient
- Water solubility
- Solubility in organic solvents / fat solubility
- Surface tension
- Flash point
- Auto flammability
- Flammability
- Explosiveness
- Oxidising properties
- Oxidation reduction potential
- Stability in organic solvents and identity of relevant degradation products
- Storage stability and reactivity towards container material
- Stability: thermal, sunlight, metals
- pH
- Dissociation constant
- Viscosity
- Additional physico-chemical information
- Additional physico-chemical properties of nanomaterials
- Nanomaterial agglomeration / aggregation
- Nanomaterial crystalline phase
- Nanomaterial crystallite and grain size
- Nanomaterial aspect ratio / shape
- Nanomaterial specific surface area
- Nanomaterial Zeta potential
- Nanomaterial surface chemistry
- Nanomaterial dustiness
- Nanomaterial porosity
- Nanomaterial pour density
- Nanomaterial photocatalytic activity
- Nanomaterial radical formation potential
- Nanomaterial catalytic activity
- Endpoint summary
- Stability
- Biodegradation
- Bioaccumulation
- Transport and distribution
- Environmental data
- Additional information on environmental fate and behaviour
- Ecotoxicological Summary
- Aquatic toxicity
- Endpoint summary
- Short-term toxicity to fish
- Long-term toxicity to fish
- Short-term toxicity to aquatic invertebrates
- Long-term toxicity to aquatic invertebrates
- Toxicity to aquatic algae and cyanobacteria
- Toxicity to aquatic plants other than algae
- Toxicity to microorganisms
- Endocrine disrupter testing in aquatic vertebrates – in vivo
- Toxicity to other aquatic organisms
- Sediment toxicity
- Terrestrial toxicity
- Biological effects monitoring
- Biotransformation and kinetics
- Additional ecotoxological information
- Toxicological Summary
- Toxicokinetics, metabolism and distribution
- Acute Toxicity
- Irritation / corrosion
- Sensitisation
- Repeated dose toxicity
- Genetic toxicity
- Carcinogenicity
- Toxicity to reproduction
- Specific investigations
- Exposure related observations in humans
- Toxic effects on livestock and pets
- Additional toxicological data
Hydrolysis
Administrative data
Link to relevant study record(s)
- Endpoint:
- hydrolysis
- Type of information:
- experimental study
- Adequacy of study:
- key study
- Study period:
- The study was conducted between 10 March 2017 and 21 July 2017.
- Reliability:
- 1 (reliable without restriction)
- Rationale for reliability incl. deficiencies:
- other: Reliability 1 is assigned because the study conducted according to OECD TG (2006) No 111 in compliance with GLP, without deviations that influence the quality of the results.
- Qualifier:
- according to guideline
- Guideline:
- OECD Guideline 111 (Hydrolysis as a Function of pH)
- Deviations:
- no
- GLP compliance:
- yes (incl. QA statement)
- Specific details on test material used for the study:
- Identification: FRET 11-0078
Appearance/physical state: clear, colorless liquid
Storage conditions: approximately 4 °C, in the dark - Radiolabelling:
- no
- Analytical monitoring:
- yes
- Remarks:
- High performance liquid chromatography (HPLC)
- Details on sampling:
- Sample solutions were prepared in stoppered glass flasks at a nominal concentration of 3.0 x 10^-2 g/L in the three buffer solutions. A 1% co-solvent of acetonitrile was used to aid solubility.
The test system consisted of sterile buffer solutions at pH’s 4, 7 and 9
The sample solutions were taken from the waterbath at various times and the pH of each solution recorded.
Samples
Duplicate aliquots (A and B) of each sample solution were diluted by a factor of 2 using acidified acetonitrile .
Standards
Duplicate standard solutions of test item were prepared in acidified acetonitrile*: relevant buffer solution (50:50 v/v) at a nominal concentration of 15 mg/L.
Matrix blanks
Acidified acetonitrile*: relevant buffer solution (50:50 v/v).
*Acetonitrile acidified with the addition of 0.1% v/v phosphoric acid. - Buffers:
- Buffer solution
(pH) Components Concentration (mol dm-3)
4 Citric acid 0.06
Sodium chloride 0.04
Sodium hydroxide 0.07
7 Disodium hydrogen orthophosphate (anhydrous) 0.03
Potassium dihydrogen orthophosphate 0.02
Sodium chloride 0.02
9 Disodium tetraborate 0.01
Sodium chloride 0.02
These solutions were subjected to ultrasonication and degassing with nitrogen to minimize dissolved oxygen content.
To further reduce the possible influence of oxidation on the readily oxidizable cyclohexene functional group, ascorbic acid was added to the buffer solutions at a nominal concentration of 5 g/L. - Details on test conditions:
- Preparation of the Test Solutions
Sample solutions were prepared in stoppered glass flasks at a nominal concentration of 3.0 x 10-2 g/L in the three buffer solutions. A 1% co-solvent of acetonitrile was used to aid solubility.
The test solutions were split into multiple vessels for each test condition, removing duplicate, independently incubated vessels for assay at each timepoint.
The solutions were shielded from light whilst maintained at the test temperature.
Preliminary Test/Tier 1
Sample solutions at pH 4 and 7 were maintained at 50.0 ± 0.5 °C for a period of 120 hours. Due to anticipated hydrolysis of the ester functional group, sample solutions at pH 9 were maintained at 50.0 ± 0.5 °C for a period of 96 hours.
Tier 2
Results from the Preliminary test/Tier 1 showed it was necessary to undertake further testing at pH 4, pH 7 and pH 9.
At pH 4 and pH 7, sample solutions were maintained at a temperature of 50.0 ± 0.5 °C for a period of 19 days and 15 days respectively.
At pH 9, sample solutions were maintained at temperatures of 30.0 ± 0.5 °C and 40.0 ± 0.5 °C for periods of 11 days and 8 days respectively.
Testing Direct at 25 °C
A strong second order correlation from Tier 2 testing at pH 4 and pH 7 indicated that the Arrhenius relationship could not be employed under these conditions. At pH 4 and pH 7, sample solutions were therefore maintained directly at a temperature of 25.0 ± 0.5 °C for a period of 29 days. - Duration:
- 120 h
- pH:
- 4
- Temp.:
- 50 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 120 h
- pH:
- 7
- Temp.:
- 50 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 96 h
- pH:
- 9
- Temp.:
- 50 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 19 d
- pH:
- 4
- Temp.:
- 50 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 15 d
- pH:
- 7
- Temp.:
- 50 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 11 d
- pH:
- 9
- Temp.:
- 30 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 8 d
- pH:
- 9
- Temp.:
- 40 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 29 d
- pH:
- 4
- Temp.:
- 25 °C
- Initial conc. measured:
- 0.03 g/L
- Duration:
- 29 d
- pH:
- 7
- Temp.:
- 25 °C
- Initial conc. measured:
- 0.03 g/L
- Number of replicates:
- Duplicate
- Positive controls:
- no
- Negative controls:
- yes
- Remarks:
- Matrix blank
- Preliminary study:
- pH 4 at 50.0 ± 0.5 ºC: The extent of hydrolysis after 120 hours indicated that further testing (Tier 2) was required to estimate the rate constant and half-life at 25 °C.
pH 7 at 50.0 ± 0.5 ºC: The extent of hydrolysis after 120 hours indicated that further testing (Tier 2) was required to estimate the rate constant and half-life at 25 °C.
pH 9 at 50.0 ± 0.5 ºC: The extent of hydrolysis after 96 hours indicated that further testing (Tier 2) was required to estimate the rate constant and half-life at 25 °C. - Test performance:
- The linearity of the detector response with respect to concentration was assessed over the nominal concentration range of 2.0 to 25 mg/L for each of the three analysis solution matrices used. The results were satisfactory with first order correlation coefficients (r) of ≥0.9999 being obtained.
- Transformation products:
- not measured
- Key result
- pH:
- 4
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0 s-1
- DT50:
- 64.4 d
- Key result
- pH:
- 7
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0 s-1
- DT50:
- 54.8 d
- Key result
- pH:
- 9
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0 s-1
- DT50:
- 14.2 d
- Details on results:
- For the pH 7, Tier 2 test performed at 50 °C, two samples towards the end of the evaluation period resulted in no detectable concentration of test item on analysis. This was not considered to impact on the validity of the test, since as discussed below, this test was identified as being invalid for consideration of hydrolysis kinetics at an environmentally relevant temperature.
At pH 9, the kinetics of the decrease in test item concentration as a function of time have been determined to be consistent with that of a pseudo-first order reaction, as the graphs of log10 concentration versus time are straight lines.
When evaluated at a test temperature of 50 °C, pH 4 and pH 7 test conditions however resulted in hydrolysis behaviour which was not consistent with that of a pseudo-first order reaction, as the graphs of log10 concentration versus time showed definite non-linear correlations. This behaviour invalidated the investigation of multiple test temperatures and application of the Arrhenius relationship in order to determine the rate constant and half-life of the test item at 25 °C for these pH. As an alternative and to allow data to be supplied for this environmentally relevant temperature, testing was performed directly at 25 °C. Although the timescale of the evaluations only monitored an approximately 25% reduction in the test item concentration, as the regulatory guidelines limit the maximum permitted time for any individual test to 30 days, this did allow quantification of hydrolysis kinetics to fulfil the objective of the test.
It has been observed that the rate of hydrolysis increases with an increase in pH. - Results with reference substance:
- No significant peaks were observed at the approximate retention time of the test item on analysis of any matrix blank solutions.
- Validity criteria fulfilled:
- yes
- Conclusions:
- The hydrolysis of the test item, FRET 11-0078, was assessed according to OECD Test Guideline 111. The rate constant and estimated half-life at 25 °C of the test item are as follows:
At pH 4 at 25°C, the rate constant is 1.25 x 10^-7 and the half-life is 64.4 days.
At pH 7 at 25°C, the rate constant is 1.47 x 10^-7 and the half-life is 54.8 days.
At pH 9 at 25°C, the rate constant is 5.66 x 10^-7 and the half-life is 14.2 days. - Executive summary:
The hydrolysis of the test item, FRET 11 -0078, was assessed according to OECD Test Guideline 111. The rate constant and estimated half-life at 25 °C of the test item are as follows:
At pH 4 at 25°C, the rate constant is 1.25 x 10-7 and the half-life is 64.4 days.
At pH 7 at 25°C, the rate constant is 1.47 x 10-7 and the half-life is 54.8 days.
At pH 9 at 25°C, the rate constant is 5.66 x 10-7 and the half-life is 14.2 days.
Reference
Preliminary Test/Tier 1
pH 4 at 50.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
||
A |
B |
A |
B |
|
0 |
2.59 x 10-2 |
2.53x 10-2 |
- |
- |
24 |
2.18x 10-2 |
2.15x 10-2 |
85.3 |
84.2 |
120 |
1.46x 10-2 |
1.53x 10-2 |
57.0 |
59.6 |
Result: The extent of hydrolysis after120hours indicated that further testing(Tier 2) was required to estimate the rate constant and half-life at 25 °C.
pH 7 at 50.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
||
A |
B |
A |
B |
|
0 |
2.33x 10-2 |
2.55x 10-2 |
- |
- |
24 |
2.20x 10-2 |
2.10x 10-2 |
90.3 |
86.1 |
120 |
1.16x 10-2 |
1.26x 10-2 |
47.6 |
51.6 |
Result: The extent of hydrolysis after120hours indicated that further testing(Tier 2) was required to estimate the rate constant and half-life at 25 °C.
Table 5 pH 9 at 50.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
Log10 |
|||
A |
B |
A |
B |
A |
B |
|
0 |
2.89 x 10-2 |
2.83x 10-2 |
- |
- |
-1.540 |
-1.548 |
3 |
2.57x 10-2 |
2.61x 10-2 |
89.8 |
91.3 |
-1.590 |
-1.583 |
6 |
2.33x 10-2 |
2.29x 10-2 |
81.4 |
80.1 |
-1.633 |
-1.640 |
24 |
1.34x 10-2 |
1.28x 10-2 |
46.8 |
44.9 |
-1.873 |
-1.892 |
30 |
1.17x 10-2 |
1.26x 10-2 |
41.1 |
44.0 |
-1.930 |
-1.900 |
48 |
8.01x 10-3 |
7.61x 10-3 |
28.0 |
26.6 |
-2.096 |
-2.118 |
72 |
5.94x 10-3 |
5.23x 10-3 |
20.8 |
18.3 |
-2.226 |
-2.282 |
96 |
4.17x 10-3 |
3.64x 10-3 |
14.6 |
12.7 |
-2.380 |
-2.439 |
Result:
Slope = -9.08 x 10-3
kobs = 2.09 x 10-2hour-1
= 5.81 x 10-6s-1
t½ = 33.2hours
The extent of hydrolysis after96hours indicated that further testing(Tier 2) was required to estimate the rate constant and half-life at 25 °C.
Tier 2
pH 4 at 50.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
Log10 |
|||
A |
B |
A |
B |
A |
B |
|
0 |
2.90x 10-2 |
2.89x 10-2 |
- |
- |
-1.537 |
-1.538 |
48 |
1.76x 10-2 |
1.83x 10-2 |
60.7 |
63.1 |
-1.755 |
-1.738 |
144 |
1.33x 10-2 |
1.18x 10-2 |
46.0 |
40.9 |
-1.875 |
-1.927 |
168 |
1.06x 10-2 |
1.19x 10-2 |
36.5 |
41.0 |
-1.976 |
-1.925 |
216 |
1.13x 10-2 |
1.07x 10-2 |
39.0 |
36.9 |
-1.947 |
-1.970 |
288 |
9.03x 10-3 |
8.67x 10-3 |
31.2 |
29.9 |
-2.044 |
-2.062 |
363 |
7.79x 10-3 |
8.45x 10-3 |
26.9 |
29.2 |
-2.108 |
-2.073 |
456 |
7.39x 10-3 |
7.11x 10-3 |
25.5 |
24.5 |
-2.131 |
-2.148 |
Result: |
The resulting correlation demonstrated pseudo second-order kinetics and as such, it was concluded not to be possible to estimate the rate constant and half-life at 25 °C through the use of the Arrhenius relationship. Therefore further testing was performed directly at 25 °C. |
pH 7 at 50.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
Log10 |
|||
A |
B |
A |
B |
A |
B |
|
0 |
2.61 x 10-2 |
2.53 x 10-2 |
- |
- |
-1.584 |
-1.597 |
24 |
2.12 x 10-2 |
2.08 x 10-2 |
82.4 |
81.1 |
-1.674 |
-1.681 |
48 |
1.92 x 10-2 |
1.85 x 10-2 |
74.7 |
71.9 |
-1.717 |
-1.734 |
144 |
1.25 x 10-2 |
1.19 x 10-2 |
48.6 |
46.2 |
-1.904 |
-1.926 |
168 |
1.09 x 10-2 |
1.17 x 10-2 |
42.3 |
45.7 |
-1.964 |
-1.930 |
216 |
1.02 x 10-2 |
1.08 x 10-2 |
39.7 |
41.9 |
-1.992 |
-1.969 |
288 |
none detected |
9.73 x 10-3 |
- |
37.9 |
- |
-2.012 |
363 |
8.12 x 10-3 |
none detected |
31.6 |
- |
-2.091 |
- |
Result: |
The resulting correlation demonstrated pseudo second-order kinetics and as such, it was concluded not to be possible to estimate the rate constant and half-life at 25 °C through the use of the Arrhenius relationship. Therefore further testing was performed directly at 25 °C. |
pH 9 at 30.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
Log10 |
|||
A |
B |
A |
B |
A |
B |
|
0 |
2.57x 10-2 |
2.46x 10-2 |
- |
- |
-1.590 |
-1.609 |
24 |
2.53x 10-2 |
2.65x 10-2 |
101 |
105 |
-1.597 |
-1.577 |
48 |
2.17x 10-2 |
2.24x 10-2 |
86.5 |
89.2 |
-1.663 |
-1.649 |
72 |
2.00x 10-2 |
2.18x 10-2 |
79.7 |
86.8 |
-1.698 |
-1.661 |
96 |
1.68x 10-2 |
1.79x 10-2 |
66.7 |
71.1 |
-1.776 |
-1.748 |
192 |
1.33x 10-2 |
1.29x 10-2 |
52.7 |
51.3 |
-1.878 |
-1.889 |
216 |
1.21x 10-2 |
1.26x 10-2 |
48.1 |
50.1 |
-1.917 |
-1.900 |
264 |
1.12x 10-2 |
1.16x 10-2 |
44.5 |
46.2 |
-1.952 |
-1.935 |
Result: Slope
= -1.45 x 10-3
kobs = 3.33
x 10-3hour-1
= 9.26
x 10-7s-1
t½ = 208hours
pH 9 at 40.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
Log10 |
|||
A |
B |
A |
B |
A |
B |
|
0 |
2.55 x 10-2 |
2.71x 10-2 |
- |
- |
-1.593 |
-1.566 |
22 |
2.09x 10-2 |
2.11x 10-2 |
79.3 |
80.3 |
-1.680 |
-1.675 |
29 |
1.66x 10-2 |
1.89x 10-2 |
63.0 |
71.7 |
-1.780 |
-1.724 |
48 |
1.61x 10-2 |
1.54x 10-2 |
61.1 |
58.6 |
-1.793 |
-1.812 |
72 |
1.31x 10-2 |
1.28x 10-2 |
49.7 |
48.5 |
-1.883 |
-1.894 |
96 |
9.72x 10-3 |
9.36x 10-3 |
36.9 |
35.5 |
-2.012 |
-2.029 |
192 |
4.82x 10-3 |
4.82x 10-3 |
18.3 |
18.3 |
-2.317 |
-2.317 |
Result: Slope = -3.80
x 10-3
kobs = 8.74
x 10-3hour-1
=
2.43
x 10-6s-1
t½ = 79.3hours
pH 9 Arrhenius Data
T (ºC) |
T (K) |
kobs(hr-1) |
Ln kobs |
|
50.0 |
323 |
3.10 x 10-3 |
2.09 x 10-2 |
-3.868 |
40.0 |
313 |
3.19x 10-3 |
8.74 x 10-3 |
-4.740 |
30.0 |
303 |
3.30x 10-3 |
3.33 x 10-3 |
-5.704 |
From the graph of the above data, the rate constant and half-life at 25 °C have been estimated to be as follows:
kobs = 2.04 x 10-3 hour-1
= 5.66
x 10-7s-1
t½ = 340 hours
= 14.2
days
pH 4 at 25.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
Log10 |
|||
A |
B |
A |
B |
A |
B |
|
0 |
2.48 x 10-2 |
2.40 x 10-2 |
- |
- |
-1.606 |
-1.620 |
24 |
2.49 x 10-2 |
2.57 x 10-2 |
102 |
106 |
-1.603 |
-1.590 |
96 |
2.59 x 10-2 |
2.50 x 10-2 |
106 |
102 |
-1.587 |
-1.603 |
168 |
2.40 x 10-2 |
2.45 x 10-2 |
98.5 |
101 |
-1.620 |
-1.610 |
264 |
2.38 x 10-2 |
2.22 x 10-2 |
97.6 |
91.0 |
-1.624 |
-1.654 |
360 |
2.23 x 10-2 |
2.15 x 10-2 |
91.6 |
88.1 |
-1.652 |
-1.668 |
456 |
2.10 x 10-2 |
2.02 x 10-2 |
86.0 |
82.9 |
-1.679 |
-1.695 |
528 |
1.95 x 10-2 |
2.00 x 10-2 |
79.8 |
81.9 |
-1.711 |
-1.700 |
600 |
1.93 x 10-2 |
2.07 x 10-2 |
79.2 |
84.8 |
-1.714 |
-1.685 |
696 |
1.83 x 10-2 |
1.88 x 10-2 |
75.3 |
77.3 |
-1.737 |
-1.725 |
Result: Slope
= -1.95 x 10-4
kobs = 4.49
x 10-4hour-1
= 1.25 x 10-7s-1
t½ = 1.55
x 103 hours
= 64.4 days
pH 7 at 25.0 ± 0.5 ºC
Time (Hours) |
Concentration (g/L) |
% of mean initial concentration |
Log10 |
|||
A |
B |
A |
B |
A |
B |
|
0 |
2.71 x 10-2 |
2.74 x 10-2 |
- |
- |
-1.567 |
-1.562 |
24 |
2.80 x 10-2 |
2.91 x 10-2 |
103 |
107 |
-1.552 |
-1.536 |
96 |
2.59 x 10-2 |
2.66 x 10-2 |
95.1 |
97.5 |
-1.586 |
-1.576 |
168 |
2.42x 10-2 |
2.34 x 10-2 |
88.9 |
85.7 |
-1.615 |
-1.631 |
264 |
2.24 x 10-2 |
2.23 x 10-2 |
82.1 |
81.6 |
-1.650 |
-1.653 |
360 |
2.22 x 10-2 |
2.09 x 10-2 |
81.3 |
76.7 |
-1.655 |
-1.680 |
456 |
2.12 x 10-2 |
2.11 x 10-2 |
77.7 |
77.2 |
-1.674 |
-1.677 |
528 |
2.21 x 10-2 |
2.01 x 10-2 |
80.9 |
73.8 |
-1.657 |
-1.696 |
600 |
1.89 x 10-2 |
1.93 x 10-2 |
69.5 |
70.8 |
-1.723 |
-1.715 |
696 |
2.02 x 10-2 |
1.97 x 10-2 |
74.1 |
72.1 |
-1.695 |
-1.707 |
Result: Slope = -2.29
x 10-4(seeFigure 8)
kobs = 5.28
x 10-4hour-1
= 1.47 x 10-7s-1
t½ = 1.31
x 103hours
= 54.8day
Description of key information
The hydrolysis of the test item, FRET 11 -0078, was assessed according to OECD Test Guideline 111. The rate constant and estimated half-life at 25 °C of the test item are as follows:
At pH 4 at 25ºC, the rate constant is 1.25 x 10-7 and the half life is 64.4 days.
At pH 7 at 25ºC, the rate constant is 1.47 x 10-7and the half life is 54.8 days.
At pH 9 at 25ºC, the rate constant is 5.66 x 10-7and the half life is 14.2 days.
Key value for chemical safety assessment
- Half-life for hydrolysis:
- 64.4 d
- at the temperature of:
- 25 °C
Additional information
Information on Registered Substances comes from registration dossiers which have been assigned a registration number. The assignment of a registration number does however not guarantee that the information in the dossier is correct or that the dossier is compliant with Regulation (EC) No 1907/2006 (the REACH Regulation). This information has not been reviewed or verified by the Agency or any other authority. The content is subject to change without prior notice.
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