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EC number: 220-474-4 | CAS number: 2778-42-9
- 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
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Hydrolysis
Administrative data
Link to relevant study record(s)
- Endpoint:
- hydrolysis
- Type of information:
- experimental study
- Adequacy of study:
- key study
- Study period:
- From May 28, 2003 to June 11, 2003
- 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
- GLP compliance:
- yes
- Radiolabelling:
- no
- Analytical monitoring:
- yes
- Buffers:
- - pH: 1.2
- Composition of buffer:
Hydrochloric acid: 0.0065 mol/dm3
Potassium chloride: 0.005 mol/dm3
- pH: 4
- Composition of buffer:
Potassium hydrogen phthalate: 0.005 mol/dm3
- pH: 7
- Composition of buffer:
Disodium hydrogen orthophosphate (anhydrous): 0.003 mol/dm3
Potassium dihydrogen orthophosphate: 0.002 mol/dm3
Sodium chloride: 0.002 mol/dm3
- pH: 9
- Composition of buffer:
Disodium tetraborate: 0.001 mol/dm3
Sodium chloride: 0.002 mol/dm3
- Details on test conditions:
- TEST SYSTEM
- Type of test flasks: Stoppered glass flasks
- Lighting: Solutions were shielded from the light
TEST MEDIUM
- Preparation of samples: Prepared in stoppered glass flasks at a nominal concentration of 0.001 g/L in the four buffer solutions
- Identity and concentration of co-solvent: Acetonitrile (1 %) - Duration:
- 24 h
- pH:
- 1.2
- Initial conc. measured:
- 0.032 mg/L
- Duration:
- 0.5 h
- pH:
- 4
- Initial conc. measured:
- 0.917 mg/L
- Duration:
- 1 h
- pH:
- 7
- Initial conc. measured:
- 0.99 mg/L
- Duration:
- 1 h
- pH:
- 9
- Initial conc. measured:
- 0.555 mg/L
- Number of replicates:
- Two
- Positive controls:
- no
- Negative controls:
- no
- Statistical methods:
- Not applicable
- Preliminary study:
- - Estimated half life at pH 4, 7 and 9 at 25 °C: < 1 d
- Hydrolysis after 2.4 h: > 50 %
- Results indicated the need of definitive test to estimate the rate constant and t1/2
- Test performance:
- Not applicable
- Transformation products:
- not measured
- Details on hydrolysis and appearance of transformation product(s):
- Not applicable
- % Recovery:
- >= 45.9 - <= 51.5
- pH:
- 4
- Temp.:
- 25 °C
- Duration:
- 0.5 h
- % Recovery:
- >= 64 - <= 69.5
- pH:
- 7
- Temp.:
- 25 °C
- Duration:
- 1 h
- % Recovery:
- >= 49 - <= 55.2
- pH:
- 9
- Temp.:
- 25 °C
- Duration:
- 1 h
- Key result
- pH:
- 4
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 1.69 h-1
- DT50:
- 0.41 h
- Type:
- (pseudo-)first order (= half-life)
- Key result
- pH:
- 7
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 1.9 h-1
- DT50:
- 0.36 h
- Type:
- (pseudo-)first order (= half-life)
- Key result
- pH:
- 9
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 2.07 h-1
- DT50:
- 0.34 h
- Type:
- (pseudo-)first order (= half-life)
- Details on results:
- TEST CONDITIONS
- pH, sterility, temperature and other experimental conditions maintained throughout the study: Yes - Validity criteria fulfilled:
- yes
- Conclusions:
- Under the study conditions, rate constant and estimated half-life were found to be 1.692 h-1 and 0.410 h (at pH 4), 1.9044 h-1 and 0.364 h (at pH 7), and 2.0664 h-1 and 0.336 h (at pH 9), respectively. Under physiologically important conditions (pH 1.2, 37°C), the test substance was found to degrade almost instantaneously in the media, with only 3.45% of the fortified concentration remaining at the time zero initial analysis.
- Executive summary:
A study was performed to assess the hydrolytic stability of the test substance according to OECD Guideline 111, in compliance with GLP. Based on the results of a preliminary study, the test was conducted at pH 4, 7 and 9 at 25 ± 0.5°C, and at pH 1.2 at 37 ± 0.5°C for 24 h. Under the study conditions, rate constant and estimated half-life were found to be 1.692 h-1 and 0.410 h (at pH 4), 1.9044 h-1 and 0.364 h (at pH 7), and 2.0664 h-1 and 0.336 h (at pH 9), respectively. Under physiologically important conditions (pH 1.2, 37°C), the test substance was found to degrade almost instantaneously in the media, with only 3.45% of the fortified concentration remaining at the time zero initial analysis (Woolley and Mullee, 2003).
Reference
Description of key information
Key value for chemical safety assessment
- Half-life for hydrolysis:
- 0.4 h
- at the temperature of:
- 25 °C
Additional information
A study was performed to assess the hydrolytic stability of the test substance according to OECD Guideline 111, in compliance with GLP. Based on the results of a preliminary study, the test was conducted at pH 4, 7 and 9 at 25 ± 0.5°C, and at pH 1.2 at 37 ± 0.5°C for 24 h. Under the study conditions, rate constant and estimated half-life were found to be 1.692 h-1 and 0.410 h (at pH 4), 1.9044 h-1 and 0.364 h (at pH 7), and 2.0664 h-1 and 0.336 h (at pH 9), respectively. Under physiologically important conditions (pH 1.2, 37°C), the test substance was found to degrade almost instantaneously in the media, with only 3.45% of the fortified concentration remaining at the time zero initial analysis (Woolley and Mullee, 2003).
The hydrolysis products of m-TMXDI are comparable to those of other aliphatic and aromatic diisocyanates. Under environmentally relevant conditions (i.e. low concentrations of m-TMXDI, pH = 7), an insoluble urea and possibly also polyurea are formed (Allnex, pers. comm.; Pemberton and Tury, 2004; Heimbachet al., 1996; Yakabeet al., 1999; Turyet al., 2003; cited in Environment Canada/Health Canada, 2008). In specific cases (i.e. high dispersion combined with low concentrations), tetramethyl-m-xylene diamine may also be produced (Sopac and Boltromejuk, 1974; cited in Environment Canada/Health Canada, 2008).
The structure of the urea and polyurea are presented in Figure 1.
Figure
1: Structure
of the urea and possible polyurea formed by hydrolysis of m-TMXDI
under environmentally relevant conditions
The structure of tetramethyl-m-xylene diamine is presented in Figure 2.
Figure 2: Structure of tetramethyl-m-xylene diamine potentially formed by hydrolysis of m-TMXDI under specific conditions (i.e. high dispersion combined with low concentrations)
References
Environment Canada/Health(2008). Screening assessment for the challenge. Benzene, 1,3-bis(1-isocyanato-1-methylethyl)-(tetramethyl-m-xylylene diisocyanate). Chemical Abstracts Service Registry Number 2778-42-9.https://www.ec.gc.ca/ese-ees/9C2F9934-38D3-4940-A472-5DD238B6076D/batch2_2778-42-9_en.pdf.
Heimbach F, Jaeger K and Sporenberg W (1996).Fate and biological effects of polymeric MDI (4,4-diphenylmethane diisocyanate and homologues) in small artificial ponds. Ecotox Environ. Safety 33:143-153.
Pemberton D and Tury B (2004). TDI industry risk assessment: sections on physico-chemical properties, environmental exposures and environmental effects. GIL report 2004/E.
Sopac ED and Boltromejuk LP (1974). Gig. Sanit. 7:10-13.
Tury B, Pemberton D and Bailey RE (2003). Fate and potential environmental effects of methylenediphenyl diisocyanate and toluene diisocyanate released into the atmosphere. J. Air and Waste Manage. Assoc. 53:61-66.
Yakabe Y, Henderson KM, Thompson WCet al.(1999). Fate of methylenediphenyl diisocyanate and toluene diisocyanate in the aquatic environment. Environ. Sci. Technol. 33(15):2579-2583.
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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