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EC number: 611-033-0 | CAS number: 536759-91-8
- 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
- Endpoint:
- hydrolysis
- Type of information:
- experimental study
- Adequacy of study:
- key study
- Study period:
- Experimental starting date: 21 July 2016 Experimental completion date: 27 October 2016
- Reliability:
- 1 (reliable without restriction)
Data source
Reference
- Reference Type:
- study report
- Title:
- Unnamed
- Year:
- 2 017
- Report date:
- 2017
Materials and methods
Test guidelineopen allclose all
- Qualifier:
- according to guideline
- Guideline:
- EU Method C.7 (Degradation: Abiotic Degradation: Hydrolysis as a Function of pH)
- Qualifier:
- according to guideline
- Guideline:
- OECD Guideline 111 (Hydrolysis as a Function of pH)
- GLP compliance:
- yes
Test material
- Reference substance name:
- BMS-589152-01
- IUPAC Name:
- BMS-589152-01
- Test material form:
- solid: particulate/powder
- Details on test material:
- Identification: BMS-589152-01
Physical state/Appearance: Tan-colored powder
Batch: 2G72631N
Purity: 99.5%
Expiry date: 19 June 2014
Storage conditions: Room temperature in the dark
Intended use/Application: Chemical intermediate
Constituent 1
- Specific details on test material used for the study:
- Identification: BMS-589152-01
Batch: AAG8999N
Purity: 100.1% w/w
Physical state / Appearance: beige powder
Expiry Date: 27 December 2017
Storage Conditions: room temperature, in the dark
Safety Precautions: The safety precautions documented in the relevant COSHH form and approved by the Study Director must be followed.
The test item was protected from light.
Study design
- Details on sampling:
- Analysis of the Sample Solutions
Duplicate vessels of test item sample solutions were removed from the waterbath at each timepoint and the pH of each solution recorded.
The concentration of test item in the sample solution was determined by high performance liquid chromatography (HPLC).
Samples
Solid phase extraction cartridges (Phenomenex Strata X 33 µm, 60 mg/3 mL) were primed with approximately 5 mL of methanol, which was then displaced with approximately 5 mL of relevant, undosed buffer solution. An aliquot of the sample solution (50 mL) was then passed through the cartridge followed by approximately 5 mL of water to remove any buffer salts. The cartridges were then allowed to run dry and dried under vacuum before a final drying with nitrogen. Each cartridge was then eluted with 3 mL of acidified acetonitrile , employing a 1 minute soak time on initial wetting of the sorbent. An aliquot (2 mL) of purified water was then added to each sample extract prior to analysis.
Standards
Duplicate standard solutions of test item were prepared in acidified acetonitrile* :water (60:40 v/v) at a nominal concentration of 0.40 mg/L.
Sample matrix blanks
Aliquots (50 mL) of un-dosed buffer solutions were extracted as detailed for the samples.
Standard matrix blank
Acidified acetonitrile :water (60:40 v/v). - Buffers:
- The test system consisted of sterile buffer solutions at pH’s 4, 7 and 9.
Specification of Buffer Solutions
Buffer solution
(pH) Components Concentration (mol dm-3)
4 Citric acid 0.06
Sodium chloride 0.04
Sodium hydroxide 0.07
7Disodium 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. - Details on test conditions:
- Performance of the Test
Preparation of the Test Solutions
Sample solutions were prepared in stoppered glass flasks at a nominal concentration of 4.0 x 10-5 g/L in the three buffer solutions. A 1% co-solvent of acetonitrile was used to aid solubility.
The test solutions were split into individual vessels for each data point.
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 maximum period of 120 hours.
Sample solutions at pH 9 were maintained at 50.0 ± 0.5 °C for a maximum period of 24 hours.
Tier 2
Results from the Preliminary test/Tier 1 showed it was necessary to undertake further testing at pH 7 and pH 9. For testing at pH 7, test item solutions were maintained at temperatures of 50.0 ± 0.5 °C, 60.0 ± 0.5 °C and 70.0 ± 0.5 °C for maximum periods of 30 days, 15 days and 5 days respectively. For testing at pH 9, test item solutions were maintained at temperatures of 20.0 ± 0.5 °C, 30.0 ± 0.5 °C and 50.0 ± 0.5 °C for maximum periods of 21 days, 5 days and 5.0 hours respectively. Samples were removed periodically for analysis at the selected intermediate timepoints.
Tier 3 – Identification of Hydrolysis Products
A solution of test item was prepared in pH 9 buffer solution at a nominal concentration of 5 mg/L with the aid of 5% v/v acetonitrile co-solvent to achieve dissolution. This solution was maintained at 50.0 ± 0.5 °C overnight before vialling directly for analysis. The sample solution was analysed against a test item marker standard prepared at a nominal concentration of 5 mg/L in a matrix of water: acetonitrile (95:5 v/v) by high performance liquid chromatography mass spectrometry (HPLC-MS) using parameters as detailed in Section 4.1.2.5. Appropriate hydrolyzed sample solution and standard solution matrix blanks of pH 9 buffer solution: acetonitrile (95:5 v/v) and water: acetonitrile (95:5 v/v) were also prepared and analysed.
- Number of replicates:
- 3
- Positive controls:
- no
- Negative controls:
- no
Results and discussion
- Transformation products:
- not measured
Dissipation DT50 of parent compoundopen allclose all
- Key result
- pH:
- 4
- Temp.:
- 25 °C
- DT50:
- > 1 yr
- Type:
- (pseudo-)first order (= half-life)
- Key result
- pH:
- 7
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0 s-1
- DT50:
- 244 d
- Type:
- (pseudo-)first order (= half-life)
- Key result
- pH:
- 9
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0 s-1
- DT50:
- 111 h
- Type:
- (pseudo-)first order (= half-life)
Any other information on results incl. tables
Results
Examples of typical quantitative chromatography are presented in Appendix 1 (See Attachment Section of this Summary).
Examples of typical chromatography and spectra relating to the identification of the hydrolysis products are presented in Appendix 3, Attached to this Summary).
Preliminary Test/Tier 1
The mean peak areas relating to the standard and sample solutions are shown Appendix 2 (Please see Attachment Section of this Summary).
The test item concentrations at the given time points are shown in the following tables:
Table 2 pH 4 at 50.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
% of mean initial concentration |
0 |
A |
3.91x 10-5 |
99.9 |
B |
3.92x 10-5 |
100 |
|
24 |
A |
3.78x 10-5 |
96.6 |
B |
3.77x 10-5 |
96.3 |
|
120 |
A |
3.86x 10-5 |
98.6 |
B |
3.85x 10-5 |
98.4 |
Result: Less than 10% hydrolysis after 5 days at 50 °C, equivalent to a half-life greater than 1 year at 25 °C. No further testing was therefore required as the test item was confirmed to be hydrolytically stable at pH 4.
Table 3 pH 7 at 50.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
% of mean initial concentration |
0 |
A |
3.92 x 10-5 |
100 |
B |
3.90x 10-5 |
99.7 |
|
24 |
A |
3.59x 10-5 |
91.8 |
B |
3.56x 10-5 |
91.1 |
|
120 |
A |
2.86x 10-5 |
73.1 |
B |
2.86x 10-5 |
73.1 |
Result: The extent of hydrolysis after120hours indicated that a further test (Tier 2) was required to estimate the rate constant and half-life at 25 °C.
Table 4 pH 9 at 50.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
% of mean initial concentration |
0 |
A |
3.90 x 10-5 |
99.8 |
B |
3.92x 10-5 |
100 |
|
24 |
A |
1.43 x 10-6 |
3.66 |
B |
1.66x 10-6 |
4.25 |
Result: The extent of hydrolysis after 24hours indicated that a further test (Tier 2) was required to estimate the rate constant and half-life at 25 °C.
Tier 2
The mean peak areas relating to the standard and sample solutions are shown Appendix 2 (Please see Attachment Section of this Summary).
The test item concentrations at the given time points are shown in the following tables:
Table 5 pH 7 at 50.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
Log10Concentration (g/L) |
% of mean initial concentration |
0 |
A |
3.80 x 10-5 |
-4.421 |
100 |
B |
3.80x 10-5 |
-4.421 |
100 |
|
72 |
A |
3.13x 10-5 |
-4.504 |
82.5 |
B |
3.12x 10-5 |
-4.506 |
82.3 |
|
144 |
A |
2.74x 10-5 |
-4.563 |
72.1 |
B |
2.72x 10-5 |
-4.565 |
71.8 |
|
216 |
A |
2.30x 10-5 |
-4.638 |
60.7 |
B |
2.30x 10-5 |
-4.638 |
60.6 |
|
360 |
A |
1.58x 10-5 |
-4.801 |
41.7 |
B |
1.62x 10-5 |
-4.791 |
42.6 |
|
480 |
A |
1.27x 10-5 |
-4.898 |
33.3 |
B |
1.28x 10-5 |
-4.893 |
33.7 |
|
720 |
A |
7.17 x 10-6 |
-5.144 |
18.9 |
B |
7.11x 10-6 |
-5.148 |
18.8 |
Result: Slope = -1.00
x 10-3 (see
Figure 1 - Attached to this Summary)
kobs = 2.30
x 10-3hour-1
t½ = 301
hours
Table 6 pH 7 at 60.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
Log10Concentration (g/L) |
% of mean initial concentration |
0 |
A |
3.80 x 10-5 |
-4.421 |
100 |
B |
3.80x 10-5 |
-4.421 |
100 |
|
48 |
A |
2.78x 10-5 |
-4.556 |
73.2 |
B |
2.79x 10-5 |
-4.555 |
73.4 |
|
96 |
A |
2.02x 10-5 |
-4.695 |
53.1 |
B |
2.03x 10-5 |
-4.693 |
53.4 |
|
144 |
A |
1.45x 10-5 |
-4.840 |
38.1 |
B |
1.45x 10-5 |
-4.839 |
38.1 |
|
192 |
A |
9.87x 10-6 |
-5.006 |
26.0 |
B |
9.94x 10-6 |
-5.003 |
26.2 |
|
264 |
A |
6.94x 10-6 |
-5.159 |
18.3 |
B |
6.84x 10-4 |
-5.165 |
18.0 |
|
360 |
A |
3.44x 10-6 |
-5.464 |
9.06 |
B |
3.60x 10-6 |
-5.443 |
9.49 |
Result: Slope = 2.87
x 10-3 (see
Figure 2 - Attached to this Summary)
kobs = 6.60
x 10-3hour-1
t½ = 105
hours
Table 7 pH 7 at 70.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
Log10Concentration (g/L) |
% of mean initial concentration |
0 |
A |
3.84 x 10-5 |
-4.416 |
100 |
B |
3.84x 10-5 |
-4.416 |
100 |
|
2.5 |
A |
3.79x 10-5 |
-4.421 |
98.8 |
B |
3.79x 10-5 |
-4.422 |
98.7 |
|
23 |
A |
2.56x 10-5 |
-4.592 |
66.7 |
B |
2.57x 10-5 |
-4.590 |
67.0 |
|
27 |
A |
2.28x 10-5 |
-4.643 |
59.3 |
B |
2.28x 10-5 |
-4.643 |
59.4 |
|
49 |
A |
1.45x 10-5 |
-4.838 |
37.8 |
B |
1.45x 10-5 |
-4.839 |
37.7 |
|
72 |
A |
1.08x 10-5 |
-4.967 |
28.1 |
B |
1.08x 10-5 |
-4.968 |
28.0 |
|
96 |
A |
6.68x 10-6 |
-5.175 |
17.4 |
B |
6.61x 10-6 |
-5.180 |
17.2 |
|
120 |
A |
4.43x 10-6 |
5.353 |
11.6 |
B |
4.43x 10-6 |
-5.353 |
11.6 |
Result: Slope =
-7.87 x 10-3 (see
Figure 3 - Attached to this Summary)
kobs = 1.81
x 10-2hour-1
t½ =
38.3 hours
Table 8 pH 9 at 20.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
Log10Concentration (g/L) |
% of mean initial concentration |
0 |
A |
3.87 x 10-5 |
-4.412 |
100 |
B |
3.86x 10-5 |
-4.414 |
99.8 |
|
48 |
A |
3.20 x 10-5 |
-4.495 |
82.7 |
B |
3.20 x 10-5 |
-4.495 |
82.9 |
|
96 |
A |
2.90 x 10-5 |
-4.538 |
75.0 |
B |
2.92 x 10-5 |
-4.535 |
75.6 |
|
144 |
A |
2.37 x 10-5 |
-4.625 |
61.3 |
B |
2.38 x 10-5 |
-4.624 |
61.5 |
|
216 |
A |
1.89 x 10-5 |
-4.724 |
48.9 |
B |
1.88 x 10-5 |
-4.726 |
48.6 |
|
312 |
A |
1.52 x 10-5 |
-4.819 |
39.3 |
B |
1.49 x 10-5 |
-4.827 |
38.6 |
|
504 |
A |
8.71 x 10-6 |
-5.060 |
22.6 |
B |
8.53 x 10-6 |
-5.069 |
22.1 |
Result: Slope = -1.28
x 10-3 (see
Figure 4 - Attached to this Summary)
kobs = 2.95
x 10-3hour-1
t½ =
235 hours
Table 9 pH 9 at 30.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
Log10Concentration (g/L) |
% of mean initial concentration |
0 |
A |
3.79 x 10-5 |
-4.421 |
99.7 |
B |
3.81x 10-5 |
-4.419 |
100 |
|
2.5 |
A |
3.73x 10-5 |
-4.429 |
98.1 |
B |
3.72x 10-5 |
-4.430 |
97.8 |
|
23 |
A |
2.95x 10-5 |
-4.530 |
77.6 |
B |
2.93x 10-5 |
-4.533 |
77.2 |
|
27 |
A |
2.73x 10-5 |
-4.564 |
71.8 |
B |
2.72x 10-5 |
-4.565 |
71.7 |
|
49 |
A |
2.03x 10-5 |
-4.693 |
53.4 |
B |
2.03x 10-5 |
-4.692 |
53.5 |
|
72 |
A |
1.56x 10-5 |
-4.807 |
41.1 |
B |
1.56x 10-5 |
-4.808 |
40.9 |
|
96 |
A |
1.03x 10-5 |
-4.986 |
27.2 |
B |
1.04x 10-5 |
-4.985 |
27.3 |
|
120 |
A |
7.80x 10-6 |
-5.108 |
20.5 |
B |
7.84x 10-6 |
-5.106 |
20.6 |
Result: Slope = -5.81
x 10-3 (see
Figure
5 - Attached to this Summary).
kobs = 1.34
x 10-2hour-1
t½ = 51.8hours
Table 10 pH 9 at 50.0 ± 0.5 ºC
Time (Hours) |
Sample Replicate |
Concentration |
Log10Concentration (g/L) |
% of mean initial concentration |
0 |
A |
3.90 x 10-5 |
-4.409 |
99.5 |
B |
3.94x 10-5 |
-4.405 |
101 |
|
0.5 |
A |
3.52x 10-5 |
-4.454 |
89.8 |
B |
3.53x 10-5 |
-4.452 |
90.1 |
|
1.0 |
A |
3.29x 10-5 |
-4.483 |
83.9 |
B |
3.29x 10-5 |
-4.483 |
84.0 |
|
2.0 |
A |
2.84x 10-5 |
-4.547 |
72.5 |
B |
2.85x 10-5 |
-4.545 |
72.8 |
|
3.0 |
A |
2.46x 10-5 |
-4.610 |
62.7 |
B |
2.44x 10-5 |
-4.612 |
62.4 |
|
4.0 |
A |
2.15x 10-5 |
-4.668 |
54.9 |
B |
2.14x 10-5 |
-4.669 |
54.7 |
|
5.0 |
A |
1.83x 10-5 |
-4.737 |
46.8 |
B |
1.84x 10-5 |
-4.736 |
46.9 |
Result: Slope = -6.42
x 10-2 (seeFigure
6 - Attached to this Summary)
kobs = 0.148hour-1
t½ = 4.69hours
The Arrhenius plot was constructed using the data shown in the following tables:
Table 11 pH 7 Arrhenius Data
T (ºC) |
T (K) |
1/T (K) |
kobs(hr-1) |
Ln kobs |
50 |
323 |
3.10 x 10-3 |
2.30 x 10-3 |
-6.074 |
60 |
333 |
3.00 x 10-3 |
6.60 x 10-3 |
-5.021 |
70 |
343 |
2.91 x 10-3 |
1.81 x 10-2 |
-4.011 |
From the graph (see Figure 7 - Please see Attachment Section of this Summary) of the above data, the rate constant and half-life at 25 °C have been estimated to be as follows:
kobs = 1.18 x 10-4 hour-1
= 3.28 x 10-8s-1
t½ = 5.87 x 103 hours
= 244 days
Table 12 pH 9 Arrhenius Data
T (ºC) |
T (K) |
1/T (K) |
kobs(hr-1) |
Ln kobs |
20.0 |
293 |
3.41 x 10-3 |
2.95 x 10-3 |
-5.826 |
30.0 |
303 |
3.30 x 10-3 |
1.34 x 10-2 |
-4.315 |
50.0 |
323 |
3.10 x 10-3 |
0.148 |
-1.912 |
From the graph (see Figure 8 - Please see Attachment Section of this Summary) of the above data, the rate constant and half-life at 25 °C have been estimated to be as follows:
kobs = 6.27 x 10-3 hour-1
1.74 x 10-6s-1
t½ = 111 hours
Applicant's summary and conclusion
- Validity criteria fulfilled:
- yes
- Conclusions:
- The estimated rate constant and half-life at 25 °C of the test item are shown in the following table:
pH Rate constant (s-1) Estimated half-life at 25 °C
4 not applicable >1 year
7 3.28 x 10-8 244 days
9 1.74 x 10-6 111 hours
High performance liquid chromatography mass spectrometry (HPLC-MS) analysis of the hydrolysis product fully supported the proposed hydrolysis pathway to be base catalyzed cleavage of the ethyl ester functional group resulting in generation of the free carboxylic acid and ethanol as shown within the Attachment Section of this Summary. - Executive summary:
Hydrolysis as a Function of pH
The determination was carried out using 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.
Conclusion
The estimated rate constant and half-life at 25 °C of the test item are shown in the following table:
pH
Rate constant (s-1)
Estimated half-life at 25 °C
4
not applicable
>1 year
7
3.28 x 10-8
244 days
9
1.74 x 10-6
111 hours
High performance liquid chromatography mass spectrometry (HPLC-MS) analysis of the hydrolysis product fully supported the proposed hydrolysis pathway to be base catalyzed cleavage of the ethyl ester functional group resulting in generation of the free carboxylic acid and ethanol as shown in the Attachment Section of this Summary.
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