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EC number: 209-548-7 | CAS number: 585-07-9
- 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:
- 2006-10-03 to 2006-10-24
- 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)
- Version / remarks:
- 2004
- Deviations:
- no
- GLP compliance:
- yes (incl. QA statement)
- Radiolabelling:
- no
- Analytical monitoring:
- yes
- Details on sampling:
- The sample solution vessels were removed from the waterbath at various times and the pH of each solution was recorded.
The concentration of each sample solution was determined by high performance liquid chromatography (HPLC).
SAMPLES
Duplicate aliquots (A and B) of the sample solutions were diluted by a factor of 4 using methanol. - Buffers:
- see table 1
The buffer solutions were filtered (0.2 µm), ultrasonicated and degassed with nitrogen. - Estimation method (if used):
- From the graph of log10 concentration (g/l) versus time, the rate constant was calculated using the following equation:
k_obs =-slope x 2.303
and the half-life was obtained from the rate constant as following:
t1/2= 0.693/ k_obs
(k_obs =rate constant (1/h); t1/2 = half-life (h))
By plotting the natural logarithm of the rate constants against the reciprocal of the temperature (K), the rate constant and half-lives at 25°C were obtained by extrapolation. - Details on test conditions:
- TEST SYSTEM
- Type, material and volume of test flasks used: stoppered glass flasks
- Measures taken to avoid photolytic effects: The solutions were shielded from light whilst maintained at the test temperature.
TEST MEDIUM
- Identity and concentration of co-solvent: 1% co-solvent of acetonitrile used to aid solubility - Duration:
- 77 h
- pH:
- 4
- Temp.:
- 60
- Initial conc. measured:
- ca. 50 mg/L
- Duration:
- 48 h
- pH:
- 4
- Temp.:
- 70
- Initial conc. measured:
- ca. 50 mg/L
- Duration:
- 77 h
- pH:
- 7
- Temp.:
- 60
- Initial conc. measured:
- ca. 50 mg/L
- Duration:
- 48 h
- pH:
- 7
- Temp.:
- 70
- Initial conc. measured:
- ca. 50 mg/L
- Duration:
- 77 h
- pH:
- 9
- Temp.:
- 60
- Initial conc. measured:
- ca. 50 mg/L
- Duration:
- 48 h
- pH:
- 9
- Temp.:
- 70
- Initial conc. measured:
- ca. 50 mg/L
- Number of replicates:
- 2
- Positive controls:
- no
- Negative controls:
- yes
- Remarks:
- control standards
- Preliminary study:
- Based on the results of the preliminary test at 50 degree C the half-life t1/2 of TBMA was found to be 109 h at pH 4, 114 h at pH 7 and 107 h at pH 9.
- Transformation products:
- yes
- No.:
- #1
- No.:
- #2
- Details on hydrolysis and appearance of transformation product(s):
- The decomposition of the test substance tert-butyl methacrylate (TBMA) was monitored by HPLC-UV. The resulting hydrolysis products are methacrylic acid and t-butanol.
- pH:
- 1.2
- Temp.:
- 37 °C
- Hydrolysis rate constant:
- 0
- DT50:
- 5.48 h
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 4
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0
- DT50:
- 122 d
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 7
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0 s-1
- DT50:
- 135 d
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 9
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0 s-1
- DT50:
- 133 d
- Type:
- (pseudo-)first order (= half-life)
- Validity criteria fulfilled:
- yes
- Conclusions:
- The test material undergoes hydrolysis with a half life from 122 d at pH 4 and 25 °C to 133 d at pH 9 under the same test conditions. As hydrolysis products methacrylic acid (2-methyl-2-propenoic acid) and t-butanol (2-methyl-2-propanol) were identified.
- Executive summary:
An experimental study according to the guideline OECD 111 (Hydrolyses as function of pH) under GLP standards was conducted to assess the potential for abiotic hydrolytic transformation of the test material in aquatic systems at pH 4,7 and 9. Therefore, 50 mg/l (nominal concentration) of the test item were incubated at the different pH values and a temperature of 50, 60 and 70°C, the concentrations were determined by HPLC. Graphs of the common logarithm of the concentration (g/1) versus time (hours) were plotted and the rate constant and half-life was calculated from this. By plotting the natural logarithm of the rate constants against the reciprocal of the temperature (K), the rate constant and half-lives at 25°C were obtained by extrapolation.
Linearity of the detector response with respect to concentration were assessed over the nominal concentration range of 0 to 100 mg/1 for pH 4, 7 and 9. These were satisfactory with correlation coefficients of 1.000 being obtained and therefore confirm the validity of the results.
The test material undergoes hydrolysis with following half-life and rate constants (see table 2). As hydrolysis products of the test material methacrylic acid (2-methyl-2-propenoic acid) and t-butanol (2-methyl-2-propanol) were identified.
Table 2: Rate constants and estimated half-lives of the test material for the different pH values
pH
Rate constant (s -1)
Estimated half-life
1.2
3.52 X 10-5
5.48 hours at 37°C
4
6.55 X 10-8
I22 days at 25°C
7
5.96 X 10-8
135 days at 25°C
9
6.02 X 10-8
133 days at 25°C
Reference
Description of key information
In contact with water tert-butyl methacrylate shows slow hydrolysis.
Calculated half-life at pH 7 and 25 °C: 135 d
Key value for chemical safety assessment
- Half-life for hydrolysis:
- 135 d
- at the temperature of:
- 25 °C
Additional information
Based on the results obtained in an experimental study following OECD guideline 111 (2004), tert-butyl methacrylate (TMBA) hydrolysed slowly in contact with water at pH 4, 7 and 9 at temperatures of 50°C, 60°C and 70°C. The half-life at pH 7 and 25 °C was determined to be 135 d. As hydrolysis products methacrylic acid and t-butanol were identified (Safepharm laboratories, 2007).
In a supporting study in section 5.2.1 the ready biodegradbility of methacrylic acid in water was confirmed in an experimental study. After 28 days 86 % were degraded in an OECD 301D guideline study and the 10 day window criteria was met (Douglas-Huntingdon, 1992). In QSAR calculations with OASIS Catalogic v.5.14.1.5 the ready biodegradability of t-butanol was assesed. The model predicted a biodegrdation of 72 +- 16 % after 28 days.
In addition, Q(SAR) data using SRC HYDROWIN v2.00 were used as supporting data, indicating even slower hydrolysation of TBMA in contact with water (calculated half-life at pH 7 and 25 °C: 179 years; at pH 8 and 25 °C: 17.9 years) (BASF SE, 2009).
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