Registration Dossier
Registration Dossier
Data platform availability banner - registered substances factsheets
Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.
The new ECHA CHEM database has been released by ECHA, and it now contains all REACH registration data. There are more details on the transition of ECHA's published data to ECHA CHEM here.
Diss Factsheets
Use of this information is subject to copyright laws and may require the permission of the owner of the information, as described in the ECHA Legal Notice.
EC number: 807-748-4 | CAS number: 1154521-93-3
- 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:
- 2016-01-19
- Reliability:
- 1 (reliable without restriction)
- Rationale for reliability incl. deficiencies:
- comparable to guideline study
- Qualifier:
- equivalent or similar to guideline
- Guideline:
- OECD Guideline 111 (Hydrolysis as a Function of pH)
- Principles of method if other than guideline:
- - Principle of test:
The test item was dissolved in organic solvent and added to buffer solutions (pH 4, 7 and 9). The solutions were agitated for 0, 1, 2, 3 and 6 days. Samples were taken at each time point and the area of the parent compound and the hydrolysis products were investigated by LC-MS analysis.
In addition a seperate trial with the hydrolysis product using the same condition was performed.
- Parameters analysed / observed: change of the % Area of the parent compound and the hydrolysis products in the LC MS chromatogram at different time points and identification of the hydrolysis products. - GLP compliance:
- no
- Remarks:
- The study was conducted under supervision of a quality assurance unit which had ensured e.g instrumentation validation, reagent/materials certification, analyst certification and providing standard operating procedures.
- Radiolabelling:
- no
- Analytical monitoring:
- yes
- Details on sampling:
- - Sampling method:
For FIMS method : Approx. 100 mg of the test item were added to 5 mL ACN. 25 μL of the test item solution were added to 5 mL of buffer solution. At a constant carrier flow of 400 μL/min (solvent: ACN) the sample solutions (100 μg/mL) were injected by a 500 μL syringe (10 μL/min) directly into the mass spectrometer (atmospheric pressure chemical ionization source).
For LC-MS method the test item (334 mg) was dissolved in 10 mL ACN. Then 150 μL of the test item solution were added to 10 mL of buffer solution (pH 4, 7 and 9). - Buffers:
- - pH: 4, 7, 9
- Composition of buffer:
pH 4: 5.7 g ammonium formate and 1.885 mL (0.1 M) of formic acid were dissolved and diluted to 500 mL with ultra-pure water. The pH value was adjusted with formic acid to pH 4.03 (degassed with argon).
pH 7: ultra-pure water, measured after degassing with argon pH: 6.8.
pH 9: 3.2 g ammonium formate (0.1 M) and 2.0 mL ammonia solution (25 %) were dissolved and diluted to 500 mL with ultra-pure water. The pH value was adjusted with formic acid to pH 9.04 (degassed with argon).
The pH of each buffer solution was checked with a calibrated pH meter. - Details on test conditions:
- TEST SYSTEM
- Type, material and volume of test flasks, other equipment used:
The qualitative FIMS measurements were performed at different times to observe the progress of the hydrolysis: after 2 minutes (initial measurement) up to 6 days after the test item / hydrolysis products were exposed to the aqueous buffer solutions.
The semi-quantitative LC-MS measurements were performed at different times to observe the progress of the hydrolysis: after approx. 1 hour (initial measurement); then 1, 2, 3 and 6 days after the test item / hydrolysis product were exposed to the aqueous buffer solutions. - Duration:
- 144 h
- pH:
- 4
- Temp.:
- 22 °C
- Remarks:
- no initial concentration was measured, the change of area % over time was investigated
- Duration:
- 144 h
- pH:
- 7
- Temp.:
- 22 °C
- Remarks:
- no initial concentration was measured, the change of area % over time was investigated
- Duration:
- 144 h
- pH:
- 9
- Temp.:
- 22 °C
- Remarks:
- no initial concentration was measured, the change of area % over time was investigated
- Number of replicates:
- 1
- Positive controls:
- no
- Negative controls:
- no
- Test performance:
- For FIMS method : Approx. 100 mg of the test item were added to 5 mL ACN. 25 μL of the test item solution were added to 5 mL of buffer solution. At a constant carrier flow of 400 μL/min (solvent: ACN) the sample solutions (100 μg/mL) were injected by a 500 μL syringe (10 μL/min) directly into the mass spectrometer (atmospheric pressure chemical ionization source).
For LC-MS method The test item (334 mg) was dissolved in 10 mL ACN. Then 150 μL of the test item solution were added to 10 mL of buffer solution (pH 4, 7 and 9). The test item solution were agitated for 1 h, 1, 2 3 and 6 days. - Transformation products:
- yes
- No.:
- #1
- No.:
- #2
- % Recovery:
- 0
- pH:
- 4
- Temp.:
- 22 °C
- Duration:
- 24 h
- % Recovery:
- 62
- pH:
- 7
- Temp.:
- 22 °C
- Duration:
- 24 h
- % Recovery:
- 61
- pH:
- 7
- Temp.:
- 22 °C
- Duration:
- 48 h
- % Recovery:
- 54
- pH:
- 7
- Temp.:
- 22 °C
- Duration:
- 72 h
- % Recovery:
- 42
- pH:
- 7
- Temp.:
- 22 °C
- Duration:
- 144 h
- % Recovery:
- 29
- pH:
- 9
- Temp.:
- 22 °C
- Duration:
- 24 h
- % Recovery:
- 0
- pH:
- 9
- Temp.:
- 22 °C
- Duration:
- 48 h
- Key result
- pH:
- 4
- Temp.:
- 22 °C
- Remarks on result:
- not measured/tested
- Key result
- pH:
- 7
- Temp.:
- 22 °C
- Remarks on result:
- not measured/tested
- Key result
- pH:
- 9
- Temp.:
- 22 °C
- Remarks on result:
- not measured/tested
- Details on results:
- TEST CONDITIONS
- pH, sterility, temperature, and other experimental conditions maintained throughout the study: Yes
MAJOR TRANSFORMATION PRODUCTS
At pH4, 7 and 9:
2,2-Dimethyl-3-lauroyloxy-propanal and p-phenylenediamine.
MINOR TRANSFORMATION PRODUCTS
Maximum concentrations in % of the applied amount
- at pH4, 7 and 9:
Hydrolysed and mono amidated test item, mono hydrolysied and amidated test item.
INDICATION OF UNSTABLE TRANSFORMATION PRODUCTS:
The transformation products 2,2-Dimethyl-3-lauroyloxy-propanal and p-phenylenediamine were determined to be unstable during the test period and undergoes further transformation.
PATHWAYS OF HYDROLYSIS
- Description of pathway (in general): Protonation of the imine nitrogen results in the formation of the iminium ion, which undergoes 1,2-addition by water. Transfer of a proton followed by 1,2 elimination of ammonia lead to an oxonium ion, which is then deprotonated to give the neutral aldehyde.
- Figures of chemical structures attached: Yes
Please refer to the attached background material for detailed structural information. - Validity criteria fulfilled:
- not applicable
- Conclusions:
- The hydrolysis of the test item in different aqueous buffer solutions (pH = 4, 7 and 9) at 22±2 °C was investigated using FIMS-MS and LC-MS. Measurements revealed a fast hydrolysis of the test item at pH = 4 and 9 and 22 °C and slow hydrolysis at pH 7. The degradation products of the hydrolysis of the test item (2,2-Dimethyl-3-lauroyloxy-propanal and 2,2-dimethyl-3-oxopropyl dodecanoate) were identified qualitatively using FIMS-MS and LC-MS, respectively.
- Executive summary:
The hydrolysis of the test item and the identification of the decomposition products were assessed in a study similar to the OECD guideline 111 and the EU method C.7. The hydrolysis of the test item in different aqueous buffer solutions (pH = 4, 7 and 9) at 22 ± 2°C was investigated using FIMS-MS and LC-MS. Measurements revealed a fast hydrolysis of the test item at pH = 4 and 9 and 22 °C and slow hydrolysis at pH 7. The degradation products of the hydrolysis of the test item (2,2-Dimethyl-3-lauroyloxy-propanal and 2,2-dimethyl-3-oxopropyl dodecanoate) were identified qualitatively using FIMS-MS and LC-MS, respectively. In addition the hydrolysis of the degradation product of the test item 2,2-dimethyl-3-oxopropyl dodecanoate was investigated. It was shown that 2,2-dimethyl-3-oxopropyl dodecanoate hydrolyzes slowly at pH 4 and 9. At pH 7 no significant hydrolysis was observed. It could be shown that the hydrolysis of the test item was dependent from the pH.
It was concluded that the similar key results will be obtained when conducting the study at 50 °C (as prescribed by the OECD guideline) as higher temperatures accelerate hydrolysis. Thus, this deviation was considered to have no impact on the outcome of the study.
Reference
According to the FIMS results the test item hydrolyzes within a few hours at pH 4. The semi-quantitative LC-MS measurements compare the integrated peaks relative to the initial measurement (rel. changes in area-%):
Component |
1(area-%) |
2(area-%) |
3(area-%) |
4(area-%) |
5(area-%) |
6(area-%) |
After 1 day |
+4 |
-44 |
-41 |
-41 |
-100 |
-100 |
After 2 days |
+13 |
+28 |
+36 |
+19 |
-100 |
-100 |
After 3 days |
-13 |
+25 |
+7 |
+27 |
-100 |
-100 |
After 6 days |
-12 |
-57 |
-75 |
-46 |
-100 |
-100 |
According to FIMS and LC-MS results the test item hydrolyzes very slowly at pH 7. The table below
compares the integrated peaks relative to the initial measurement (relative area-%) for the hydrolysis at pH 7:
Component |
1(area-%) |
2(area-%) |
3(area-%) |
4(area-%) |
5(area-%) |
6(area-%) |
After 1 day |
+101 |
+30 |
-35 |
-16 |
-15 |
-38 |
After 2 days |
+93 |
+4 |
-40 |
-29 |
-19 |
-39 |
After 3 days |
+93 |
+31 |
-45 |
-16 |
-26 |
-46 |
After 6 days |
+63 |
+20 |
-58 |
-7 |
-37 |
-58 |
According to FIMS and LC-MS results the Sika Hardener LPP hydrolyzes slowly at pH 9. The table below compares
the integrated peaks relative to the initial measurement (relative area-%) for the hydrolysis at pH 9
Component |
1(area-%) |
2(area-%) |
3(area-%) |
4(area-%) |
5(area-%) |
6(area-%) |
After 1 day |
+74 |
+209 |
-47 |
+3 |
-64 |
-71 |
After 2 days |
+20 |
-9 |
-98 |
-33 |
-100 |
-100 |
After 3 days |
+24 |
+76 |
-97 |
-3 |
-100 |
-100 |
After 6 days |
-23 |
+12 |
-99 |
-36 |
-100 |
-100 |
Please refer to the attached background material for structural information of the components.
In order to detect the degradation of the 2,2-Dimethyl-3-lauroyloxy-propanal and its degradation products a LC-MS run set in the positive ion mode was performed to detect the positively charged components as [MH]+-adducts. According to LC-MS results the 2,2-Dimethyl-3-lauroyloxy-propanal hydrolyzes slowly at pH 4 and 9. At pH 7 no significant hydrolysis was observed. The table below compares the integrated peaks relative to the initial measurement (relative area-%) for the hydrolysis at pH 4, 7 and 9:
Component |
pH 4 |
pH 7 |
pH 9 |
After 1 day |
+64 |
+37 |
-13 |
After 2 days |
+14 |
+163 |
-32 |
After 3 days |
-68 |
+68 |
(+16) |
After 6 days |
-78 |
+32 |
-64 |
Description of key information
The hydrolysis of the test item in different aqueous buffer solutions (pH = 4, 7 and 9) at 22±2 °C was investigated using FIMS-MS and LC-MS. Measurements revealed a fast hydrolysis of the test item at pH = 4 and 9 and 22 °C and slow hydrolysis at pH 7. The degradation products of the hydrolysis of the test item (2,2-Dimethyl-3-lauroyloxy-propanal and 2,2-dimethyl-3-oxopropyl dodecanoate) were identified qualitatively using FIMS-MS and LC-MS, respectively.
Key value for chemical safety assessment
Additional information
The hydrolysis of the test item and the identification of the decomposition products were assessed in a study similar to the OECD guideline 111 and the EU method C.7. The hydrolysis of the test item in different aqueous buffer solutions (pH = 4, 7 and 9) at 22 ± 2°C was investigated using FIMS-MS and LC-MS. Measurements revealed a fast hydrolysis of the test item at pH = 4 and 9 and 22 °C and slow hydrolysis at pH 7. The degradation products of the hydrolysis of the test item (2,2-Dimethyl-3-lauroyloxy-propanal and 2,2-dimethyl-3-oxopropyl dodecanoate) were identified qualitatively using FIMS-MS and LC-MS, respectively. In addition the hydrolysis of the degradation product of the test item 2,2-dimethyl-3-oxopropyl dodecanoate was investigated. It was shown that 2,2-dimethyl-3-oxopropyl dodecanoate hydrolyzes slowly at pH 4 and 9. At pH 7 no significant hydrolysis was observed. It could be shown that the hydrolysis of the test item was dependent from the pH.
It was concluded that the similar key results will be obtained when conducting the study at 50 °C (as prescribed by the OECD guideline) as higher temperatures accelerate hydrolysis. Thus, this deviation was considered to have no impact on the outcome of the study.
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.
Reproduction or further distribution of this information may be subject to copyright protection. Use of the information without obtaining the permission from the owner(s) of the respective information might violate the rights of the owner.