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EC number: 227-642-6 | CAS number: 5919-74-4
- 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:
- Experimental starting date: 03 August 2017. Experimental completion date: 18 October 2017.
- Reliability:
- 1 (reliable without restriction)
- Rationale for reliability incl. deficiencies:
- guideline study
- Qualifier:
- according to guideline
- Guideline:
- OECD Guideline 111 (Hydrolysis as a Function of pH)
- Deviations:
- no
- Qualifier:
- according to guideline
- Guideline:
- EU Method C.7 (Degradation: Abiotic Degradation: Hydrolysis as a Function of pH)
- Deviations:
- no
- GLP compliance:
- yes (incl. QA statement)
- Analytical monitoring:
- yes
- Remarks:
- HPLC
- Details on sampling:
- Samples
For duplicate aliquots of the stock solution for the initial time point and duplicate incubated vessels (samples A and B) removed at each time point, 5 mL aliquots of each sample solution were mixed with 10 mL of purified water*, before diluting to a total volume of 20 mL using acetonitrile (dilution factor of 4).
Standards
Duplicate standard solutions at a nominal concentration of 250 mg/L of test item were prepared in 25:25:50% v/v relevant buffer solution:acetonitrile:purified water*.
Matrix blanks
25:25:50% v/v relevant buffer solution:acetonitrile:purified water*.
* For pH 9 matrix, the purified water contained 1% v/v phosphoric acid. - Buffers:
- The test system used sterile buffer solutions at pH’s 4, 7 and 9.
The buffer solutions were subjected to filtration through 0.2 µm filters, ultrasonication and degassing with nitrogen to minimize dissolved oxygen content. - Details on test conditions:
- Preparation of the Test Solutions
Stock solutions of test item were prepared at a nominal concentration of 1.0 g/L in the three buffer solutions. The concentration of each solution did not exceed the lesser of 0.01 mol/L or half the water solubility. The stock solutions were split into individual glass vessels, sealed with minimal headspace, for each data point. These sample solutions were shielded from light whilst maintained at the test temperature.
Preliminary Test (Tier 1)
Sample solutions at pH 4, pH 7 and pH 9 were maintained at 50.0 ± 0.5 °C for the following periods of time: up to 120 h for the pH 4 samples, 720 h for the pH 7 samples and 29 h for the pH 9 samples.
Tier 2
Results from the Preliminary Test/Tier 1 showed it was necessary to undertake further testing at pH 7 and pH 9. pH 7 sample solutions were maintained up to 452 h at 60.0 ± 0.5 °C and 120 h at 70.0 ± 0.5 °C. pH 9 sample solutions were maintained up to 216 h at 30.0 ± 0.5 °C and 55 h at 40.0 ± 0.5 °C. - Duration:
- 120 h
- pH:
- 4
- Temp.:
- 50 °C
- Initial conc. measured:
- 1 g/L
- Duration:
- 120 h
- pH:
- 7
- Temp.:
- 50 °C
- Initial conc. measured:
- 0.995 g/L
- Duration:
- 452 h
- pH:
- 7
- Temp.:
- 60 °C
- Initial conc. measured:
- 1 g/L
- Duration:
- 120 h
- pH:
- 7
- Temp.:
- 70 °C
- Initial conc. measured:
- 1.01 g/L
- Duration:
- 29 h
- pH:
- 9
- Temp.:
- 50 °C
- Initial conc. measured:
- 0.985 g/L
- Duration:
- 55 h
- pH:
- 9
- Temp.:
- 40 °C
- Initial conc. measured:
- 0.993 mg/L
- Duration:
- 216 h
- pH:
- 9
- Temp.:
- 30 °C
- Initial conc. measured:
- 0.972 mg/L
- Number of replicates:
- 2
- Preliminary study:
- pH 4 at 50 ºC
Less than 10% hydrolysis after 120 hours (5 days) at 50 °C, which is equivalent to a half-life greater than 1 year at 25 °C. Therefore, no further testing was required as the test item was confirmed to be hydrolytically stable at pH 4.
pH 7 at 50 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 ºC
The extent of hydrolysis after 2 hours indicated that further testing (Tier 2) was required to estimate the rate constant and half-life at 25 °C. - Transformation products:
- yes
- No.:
- #1
- No.:
- #2
- Details on hydrolysis and appearance of transformation product(s):
- Based on the chemical structure of the test item, the hydrolysis products were considered to be methacrylic acid (CAS 79-41-4) and glycerol (CAS 56-81-5). The reaction is hydrolysis of an ester into a carboxylic acid and an alcohol.
- pH:
- 7
- Temp.:
- 50 °C
- Hydrolysis rate constant:
- 0.001 h-1
- DT50:
- 514 h
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 7
- Temp.:
- 60 °C
- Hydrolysis rate constant:
- 0.004 h-1
- DT50:
- 164 h
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 7
- Temp.:
- 70 °C
- Hydrolysis rate constant:
- 0.012 h-1
- DT50:
- 57.7 h
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 9
- Temp.:
- 50 °C
- Hydrolysis rate constant:
- 0.069 h-1
- DT50:
- 10 h
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 9
- Temp.:
- 40 °C
- Hydrolysis rate constant:
- 0.024 h-1
- DT50:
- 29.6 h
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 9
- Temp.:
- 30 °C
- Hydrolysis rate constant:
- 0.008 h-1
- DT50:
- 91.5 h
- Type:
- (pseudo-)first order (= half-life)
- Details on results:
- Validation
The linearity of the detector response with respect to concentration was assessed over the nominal concentration range of 10 to 350 mg/L in 25:25:50% v/v relevant buffer solution:acetonitrile:purified water.. These were satisfactory with a goodness of fit coefficient (r2) of 1.000 being obtained for all three matrices.
Discussion
In most sequences, the analysis of the matrix blank solutions showed a small peak at the approximate retention time of the test item. The peak decreased significantly or even disappeared in the second injection of the blank solution, suggesting that it was caused by carryover. It has to be noted that this carryover did not exceed 10% of the sample response and affected both standard and sample solutions. It has therefore been considered that its overall effect on the results was not significant.
The 216 hours data points for pH 9 at 30 °C were not used in calculating the half-life as they were significantly inconsistent with the other data points. The reason for this was not known.
The kinetics of the study 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. - Validity criteria fulfilled:
- yes
- Conclusions:
- The estimated rate constants and half-lives at 25 °C of the test item are shown below:
Ph 4
Estimated rate constant at 25 °C: not applicable.
Estimated half-life at 25 °C: > 1 year
Ph 7
Estimated rate constant at 25 °C: 5.83 x 10^-5 h-1
Estimated half-life at 25 °C: > 1 year (496 days)
Ph 9
Estimated rate constant at 25 °C: 4.15 x 10^-5 h-1
Estimated half-life at 25 °C: 6.97 days - Executive summary:
The hydrolytic stability of 2,3-dihydroxypropyl methacrylate as a function of pH was determine dusing a procedure designed to be compatible with Method C.7 Abiotic Degradation, Hydrolysis as a Function of pH of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 111 of the OECD Guidelines for Testing of Chemicals, 13 April 2004. The results are as follows:
pH
Estimated rate constant at 25 °C
Estimated half-life at 25 °C
4
Not applicable
>1 year
7
5.83 x10-5h-1
>1 year (496 days)
9
4.15 x 10-3h-1
6.97 days
Reference
pH 4 at 50 ºC
Time (Hours) |
Concentration (g/L) |
% of Mean Initial Concentration |
||
A |
B |
A |
B |
|
0 |
1.00 |
1.00 |
- |
- |
24 |
0.997 |
0.994 |
99.5 |
99.1 |
120 |
1.02 |
1.04 |
102 |
104 |
pH 7 at 50 ºC
Time (Hours) |
Concentration (g/L) |
% of Mean Initial Concentration |
||
A |
B |
A |
B |
|
0 |
0.995 |
0.994 |
- |
- |
24 |
0.957 |
0.960 |
96.2 |
96.5 |
120 |
0.844 |
0.833 |
84.8 |
83.8 |
240 |
0.710 |
0.710 |
71.4 |
71.4 |
362½ |
0.604 |
0.601 |
60.8 |
60.4 |
480 |
0.499 |
0.504 |
50.1 |
50.7 |
600¼ |
0.441 |
0.433 |
44.3 |
43.5 |
720 |
0.387 |
0.378 |
38.9 |
38.0 |
pH 7 at 60 ºC
Time (Hours) |
Concentration (g/L) |
% of Mean Initial Concentration |
||
A |
B |
A |
B |
|
0 |
1.00 |
0.995 |
- |
- |
48 |
0.783 |
0.793 |
78.4 |
79.5 |
96 |
0.630 |
0.618 |
63.1 |
62.0 |
144 |
0.516 |
0.505 |
51.7 |
50.6 |
192 |
0.408 |
0.409 |
40.9 |
41.0 |
264 |
0.300 |
0.303 |
30.1 |
30.3 |
360 |
0.206 |
0.208 |
20.6 |
20.8 |
452 |
0.146 |
0.146 |
14.7 |
14.7 |
pH 7 at 70 ºC
Time (Hours) |
Concentration (g/L) |
% of Mean Initial Concentration |
||
A |
B |
A |
B |
|
0 |
1.01 |
1.00 |
- |
- |
7 |
0.902 |
0.897 |
89.9 |
89.3 |
24 |
0.734 |
0.725 |
73.2 |
72.2 |
31 |
0.637 |
0.667 |
63.4 |
66.4 |
48 |
0.532 |
0.527 |
53.0 |
52.5 |
72 |
0.402 |
0.392 |
40.0 |
39.1 |
96 |
0.308 |
0.311 |
30.7 |
31.0 |
120 |
0.234 |
0.236 |
23.3 |
23.5 |
pH 9 at 50 ºC
Time (Hours) |
Concentration (g/L) |
% of Mean Initial Concentration |
||
A |
B |
A |
B |
|
0 |
0.985 |
0.984 |
- |
- |
2 |
0.829 |
0.824 |
84.2 |
83.7 |
4 |
0.697 |
0.699 |
70.8 |
71.0 |
6 |
0.593 |
0.594 |
60.2 |
60.3 |
8 |
0.514 |
0.513 |
52.2 |
52.1 |
23 |
0.186 |
0.186 |
18.8 |
18.9 |
26 |
0.152 |
0.156 |
15.5 |
15.9 |
29 |
0.130 |
0.129 |
13.2 |
13.1 |
pH 9 at 40 ºC
Time (Hours) |
Concentration (g/L) |
% of Mean Initial Concentration |
||
A |
B |
A |
B |
|
0 |
0.993 |
0.994 |
- |
- |
2½ |
0.899 |
0.917 |
90.5 |
92.3 |
5 |
0.854 |
0.855 |
85.9 |
86.1 |
7½ |
0.793 |
0.789 |
79.9 |
79.4 |
24 |
0.522 |
0.523 |
52.6 |
52.6 |
31 |
0.445 |
0.443 |
44.7 |
44.6 |
48 |
0.316 |
0.310 |
31.8 |
31.2 |
55 |
0.271 |
0.273 |
27.2 |
27.5 |
pH 9 at 30 ºC
Time (Hours) |
Concentration (g/L) |
% of Mean Initial Concentration |
||
A |
B |
A |
B |
|
0 |
0.972 |
0.969 |
- |
- |
24 |
0.802 |
0.790 |
82.6 |
81.4 |
48 |
0.645 |
0.645 |
66.5 |
66.4 |
72 |
0.532 |
0.531 |
54.8 |
54.7 |
96 |
0.445 |
0.440 |
45.9 |
45.4 |
120 |
0.372 |
0.367 |
38.3 |
37.8 |
168 |
0.276 |
0.277 |
28.4 |
28.5 |
216* |
0.038 |
0.041 |
3.96 |
4.23 |
*Not used – See Discussion.
The Arrhenius plots for pH 7 and pH 9 were constructed using the data shown in the following tables:
pH 7 Arrhenius Data
T (ºC) |
T (K) |
1/T (K-1) |
kobs(h-1) |
ln kobs |
50 |
323 |
3.10 x 10-3 |
1.35 x 10-3 |
-6.61 |
60 |
333 |
3.00 x 10-3 |
4.24 x 10-3 |
-5.46 |
70 |
343 |
2.91 x 10-3 |
1.20 x 10-2 |
-4.42 |
pH 9 Arrhenius Data
T (ºC) |
T (K) |
1/T (K-1) |
kobs(h-1) |
ln kobs |
30 |
303 |
3.30 x 10-3 |
7.58 |
-4.88 |
40 |
313 |
3.19 x 10-3 |
2.35 |
-3.75 |
50 |
323 |
3.10 x 10-3 |
6.92 |
-2.67 |
Description of key information
The estimated rate constants and half-lives at 25 °C of the test item are shown below:
pH 4
Estimated rate constant at 25 °C: not applicable.
Estimated half-life at 25 °C: > 1 year
pH 7
Estimated rate constant at 25 °C: 5.83 x 10^-5 h-1
Estimated half-life at 25 °C: > 1 year (496 days)
pH 9
Estimated rate constant at 25 °C: 4.15 x 10^-5 h-1
Estimated half-life at 25 °C: 6.97 days
Key value for chemical safety assessment
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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