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Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.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: 266-235-8 | CAS number: 66204-44-2
- 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
- Reliability:
- 1 (reliable without restriction)
- Rationale for reliability incl. deficiencies:
- guideline study
- Remarks:
- The study was considered reliable without restriction as the study design is comparable to OECD Guideline 111 and a quality assurance statement is provided. Deficiences in comparison to OECD guideline 111: The purity of the applied test material (b.p. CONTRAM™ MBO) was not determined. The pH-values of the test samples were not measured during and after the test. Sterilization of test samples and glassware was not performed. No helium, nitrogen or argon bubbling of test samples was performed for avoiding oxygen. The time dependence of hydrolysis is only partially reported (e.g. time of measurement not given, adjustment of equilibrium reported instead of precise points of time). The pH- dependence of the aqueous hydrolysis of Reaction product from paraformaldehyde and 2-hydroxypropylamine (ratio of 3:2) was investigated using 1% w/w aqueous solutions. This concentration is considered to be too high in comparison to environmentally relevant concentrations. OECD guideline 111 recommends sample concentrations below 10-2 M for investigating pH-dependence and hydrolyisis under environmentally relevant conditions. The study doesn’t report how the samples were kept at temperature (20°C, 25°C) and the accuracy of the applied method. The limits of detection (LOD) and quantification (LOQ) of the analytical methods are not reported.
Data source
Reference
- Reference Type:
- study report
- Title:
- Unnamed
- Year:
- 2 008
- Report date:
- 2008
Materials and methods
Test guideline
- Qualifier:
- equivalent or similar to guideline
- Guideline:
- OECD Guideline 111 (Hydrolysis as a Function of pH)
- Deviations:
- not applicable
- GLP compliance:
- no
- Remarks:
- Study follows quality assurance standards
Test material
- Reference substance name:
- 3,3'-methylenebis[5-methyloxazolidine]
- EC Number:
- 266-235-8
- EC Name:
- 3,3'-methylenebis[5-methyloxazolidine]
- Cas Number:
- 66204-44-2
- Molecular formula:
- C9H18N2O2
- IUPAC Name:
- 3,3'-methylenebis[5-methyloxazolidine]
- Details on test material:
- - Test material: Reaction products of paraformaldehyde and 2-hydroxypropylamine (ratio of 3:2)
- Lot/Batch number: BC 6120
- Specification: CONTRAM™ MBO
Constituent 1
Study design
- Analytical monitoring:
- yes
- Buffers:
- - Buffer solutions:
Acetate buffer (pH 4.0) - 5.0 mL 1N acetic acid and 81.6 mg sodium acetate were dissolved in 50 mL purified water.
Phosphat buffer (pH 7.0) - 680 mg potassium dihydrogen phosphate and 2.98 mL 1M sodium hydroxide were dissolved in 50 mL purified water.
Borate buffer (pH 9.0) - 618 mg boric acid and 3.98 mL 1M sodium hydroxide were dissolved in 50 mL purified water.
- Solutions for determination of the concentration-dependent composition by 13C-NMR: 0.0025%, 0.025%, 0.25%, 1.00%, 10.00% and 50.00% (v/v) of the test substance in D2O.
- Investigation of hydrolysis: 1% (w/w) solutions of the test substance in H2O at pH 4.0, 7.0 and 9.0. - Details on test conditions:
- - Test system: 5 mm NMR tubes
- Temperature: 25°C (concentration-dependent composition); 20°C (reaction rate)
Duration of test
- Duration:
- 8 h
Results and discussion
- Transformation products:
- yes
Identity of transformation productsopen allclose all
- No.:
- #3
Reference
- Reference substance name:
- Unnamed
- IUPAC name:
- 1-aminopropan-1-ol
- CAS number:
- 25154-49-8
- Molecular formula:
- C3H9NO
- Molecular weight:
- 75.11
- SMILES notation:
- CCC(N)O
- InChl:
- 1S/C3H9NO/c1-2-3(4)5/h3,5H,2,4H2,1H3
- No.:
- #2
Reference
- Reference substance name:
- Unnamed
- IUPAC name:
- 2-aminopropan-1-ol
- Inventory number:
- InventoryMultipleMappingImpl [inventoryEntryValue=EC 228-207-3]
- CAS number:
- 6168-72-5
- Identity:
- 1-Propanol, 2-amino-
- Molecular formula:
- C3H9NO
- Molecular weight:
- 75.11
- SMILES notation:
- CC(N)CO
- InChl:
- InChI=1/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3
- No.:
- #1
Reference
- Reference substance name:
- Unnamed
- IUPAC name:
- methanediol
- Inventory number:
- InventoryMultipleMappingImpl [inventoryEntryValue=EC 207-339-5]
- CAS number:
- 463-57-0
- Molecular formula:
- CH4O2
- Molecular weight:
- 48.041
- SMILES notation:
- OCO
- InChl:
- InChI=1/CH4O2/c2-1-3/h2-3H,1H2
- Details on hydrolysis and appearance of transformation product(s):
- The results show that components of the substance exist in an equlibrium which depends on the dilution in D2O. The relative amounts of MBO and different hydrolysis products are given the table below. With proceeding dilution the amount of N,N’-methylene-bis-(5-methyloxazolidine) and N-methylol-5-methyloxazolidine decreases and the amount of hexahydro-1,3,5-tris(2-hydroxypropyl)-s-triazine (up to a dilution of 1%) and of 5-methyl-oxazolidine increases (up to a dilution of 0.25 %). With further dilution the concentration of the latter compounds is strongly reduced due to hydrolysis. At the same time the hydrolysis products formaldehyde hydrate and the aminopropanols are formed.
Dissipation DT50 of parent compound
- Remarks on result:
- not determinable
- Remarks:
- The half life time of hydrolysis can not be calculated because the test item is not a single compound but a mixture. Hydrolysis is very fast and starts already during the first 13C NMR measurements.
- Details on results:
- - The half life time of hydrolysis can not be calculated because the test item is not a single compound but a mixture. Hydrolysis is very fast and starts already during the first 13C NMR measurements.
Any other information on results incl. tables
Relative amounts of MBO and different hydrolysis products:
Compound
|
CONTRAM™ MBO in D2O |
||||||
100% (v/v) |
50% (v/v) |
10% (v/v) |
1% (v/v) |
0.25% (v/v) |
0.025% (v/v) |
0.0025% (v/v) |
|
|
13C signal area |
1H signal area |
|||||
MBO |
10.6660 |
1.8960 |
0.2050 |
0.0037 |
0 |
0 |
0 |
triazine (HPT) |
1.9860 |
4.7340 |
1.2010 |
0.1320 |
0.0173 |
0.162 |
0 |
MMO |
1.8240 |
0.3490 |
0.0260 |
0 |
0 |
0 |
0 |
5-methyloxazolidine (MO) |
0.9820 |
1.0560 |
0.2470 |
0.0320 |
0.0176 |
3.298 |
0.12 |
2-aminopropanol(1) (2-AP) |
0 |
0 |
0 |
0 |
0 |
0.323 |
0 |
1-aminopropanol(2) (1-AP) |
0 |
0 |
0 |
0 |
0 |
3.617 |
2.318 |
formaldehyde hydrate (FAH) |
0.0360 |
0.1230 |
0.0760 |
0.0180 |
0.0072 |
2.099 |
1.032 |
further unknown compounds |
4.1240 |
1.8060 |
0.206 |
0 |
0 |
0 |
0 |
total signal area |
19.6180 |
9.9640 |
1.9610 |
0.1857 |
0.0421 |
9.499 |
3.47 |
Compound
|
CONTRAM™ MBO in D2O |
||||||
100% (v/v) |
50% (v/v) |
10% (v/v) |
1% (v/v) |
0.25% (v/v) |
0.025% (v/v) |
0.0025% (v/v) |
|
signal area/total signal area |
|||||||
MBO |
0.5437 |
0.1903 |
0.1045 |
0.0199 |
0 |
0 |
0 |
triazine (HPT) |
0.1012 |
0.4751 |
0.6124 |
0.7108 |
0.4109 |
0.0170 |
0 |
MMO |
0.0930 |
0.0350 |
0.0133 |
0 |
0 |
0 |
0 |
5-methyloxazolidine (MO) |
0.0501 |
0.1060 |
0.1260 |
0.1723 |
0.4181 |
0.3472 |
0.035 |
2-aminopropanol(1) (2-AP) |
0 |
0 |
0 |
0 |
0 |
0.0340 |
0 |
1-aminopropanol(2) (1-AP) |
0 |
0 |
0 |
0 |
0 |
0.3808 |
0.6680 |
formaldehyde hydrate (FAH) |
0.0018 |
0.0123 |
0.0388 |
0.0969 |
0.1710 |
0.2210 |
0.2974 |
further unknown compounds |
0.2102 |
0.1813 |
0.1050 |
0 |
0 |
0 |
0 |
Formaldehyde releases from 1% solution as function of pH:
pH 4 |
pH 7 |
pH 9 |
|||
time [h] |
% H2CO |
time [h] |
% H2CO |
time [h] |
%H2CO |
0.33 |
38.27 |
0.33 |
25.83 |
0.33 |
7.18 |
0.92 |
39.48 |
0.92 |
27.00 |
0.92 |
7.48 |
2.10 |
41.35 |
2.10 |
27.15 |
2.10 |
8.39 |
3.67 |
41.71 |
3.67 |
27.65 |
3.67 |
9.20 |
5.23 |
41.76 |
5.23 |
28.67 |
5.23 |
9.10 |
6.80 |
41.66 |
6.80 |
28.82 |
7.58 |
9.05 |
Applicant's summary and conclusion
- Conclusions:
- The study clearly demonstrates hydrolysis of the substance. At concentrations which are applied in the media of exotoxicity tests or are expected in the environment, the substance is completely hydrolysed.
- Executive summary:
The composition of solutions of the substance in D2O was found to be strongly dependent on the concentration. While at 100% MBO was the main component, its content decreased with higher dilutions and was absent at 0.25%. The content of α, α′, α″-trimethyl-1,3,5-triazine-1,3,5(2H,4H,6H)-triethanol (HPT) increased up to a dilution of about 1%, but decreased at further dilution. Formaldehyde and 5-methyloxazolidine were identified as products of hydrolysis, the content of both compounds increased when dilution increased. At the highest dilution (0.0025%, i.e. 25 mg/l), the substance was almost completely hydrolysed to formaldehyde hydrate and 2-propanolamine.
The test results reveal that at concentration levels being applied in the media of ecotoxicity tests or being expected in the environment, the substance is completely hydrolysed.
The reaction rate of hydrolysis was determined at different pH values via measurement of the formaldehyde being released. It was found that at pH 4 and 7 the formaldehyde content reached a plateau after ca. 1-2 hours, while at pH 9 the reaction was slightly slower, reaching the plateau after 3-4 hours.
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.