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EC number: 411-280-2 | CAS number: 74091-64-8 MR-8A; MR-N2; NBDI
- 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:
- (Q)SAR
- Adequacy of study:
- weight of evidence
- Study period:
- N/A
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification
- Remarks:
- The Hydrolysis was calculated with Hydrowin Program (v.2.00), part of Episuite. This model is considered reliable by ECHA.
- Justification for type of information:
1. SOFTWARE: EPI Suite (v.4.11). The EPI (Estimation Programs Interface) Suite™ is a Windows®-based suite of physical/chemical property and environmental fate estimation programs developed by EPA’s and Syracuse Research Corp. (SRC).
2. MODEL (incl. version number) HYDROWIN (v2.00)
3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL: O=C=NCC2C1CC(CN=C(=O))C(C2)C1
This endpoint study record is part of a Weight of Evidence approach comprising a QSAR (this study) and a hydrolysis study . Both data sources agree that the half -life of NDBI is less than 12 hours and are sufficient to fulfil the information requirements as further explained in the provided endpoint summary.- Reason / purpose for cross-reference:
- data waiving: supporting information
- Principles of method if other than guideline:
- HYDROWIN (the hydrolysis program) was developed at Syracuse Research Corporation for the US Environmental Protection Agency. HYDROWIN requires only a chemical structure to estimate the hydrolysis. Structures are entered into HYDROWIN by SMILES (simplified molecular Input Line Entry System) notifications.
HYDROWIN™: Estimates aqueous hydrolysis rate constants and half-lives for the following chemical classes: esters, carbamates, epoxides, halomethanes, selected alkyl halides, and phosphorus esters. Estimates rate constants for acid- and base-catalyzed hydrolysis, but with the exception of phosphorus esters, not neutral hydrolysis. In addition, HYDROWIN™ identifies a variety of chemical structure classes for which hydrolysis may be significant (e.g. carbamates) and gives relevant experimental data.
This endpoint study record is part of a Weight of Evidence approach comprising a QSAR (this study) and a hydrolysis study . Both data sources agree that the half -life of NDBI is less than 12 hours and are sufficient to fulfil the information requirements as further explained in the provided endpoint summary. - GLP compliance:
- no
- Transformation products:
- not specified
- Key result
- DT50:
- < 12 h
- Remarks on result:
- other: QSAR Calculation Using HYDROWIN (v2.00)
- Validity criteria fulfilled:
- not applicable
- Conclusions:
- The Hydrolysis of the substance has been calculated with the HYDROWIN program (v.2.00). The Even at low pH's, hydrolysis Half-Life < 10 minutes (25 deg C)
- Endpoint:
- hydrolysis
- Type of information:
- experimental study
- Adequacy of study:
- weight of evidence
- Study period:
- October 1991 - November 1991
- Reliability:
- 4 (not assignable)
- Rationale for reliability incl. deficiencies:
- other: Not conducted according to Guideline, still providing useful supporting information.
- Justification for type of information:
- This endpoint study record is part of a Weight of Evidence approach comprising a non GLP hydrolysis study (this study) and a QSAR calculation. Both data sources agree that the half -life of NDBI is less than 12 hours and are sufficient to fulfil the information requirements as further explained in the provided endpoint summary.
- Qualifier:
- no guideline followed
- Principles of method if other than guideline:
- Preliminary study: The substance was added to water in 3 different initial concentrations (10; 30 and 70 mg/L). These 3 concentrations were stirred for 3 up to 48 hours. The conversion rate of the substance was determined.
Main study: The substance was added to water (100 mg in 1000 ml). After stirring for 24 hours, NBDI was analysed by GC. The hydrolysis product NBDA was analysed by HPLC. The oligomers were analyzed by FD-MS and IR. - GLP compliance:
- no
- Radiolabelling:
- no
- Analytical monitoring:
- yes
- Duration:
- 24 h
- Initial conc. measured:
- 100 mg/L
- Preliminary study:
- Average conversion rate of the substance to NBDA
(averaged over the 4 stirring times of 3, 6, 24 and 48 hours):
10 mg/L: 85.9 %
30 mg/L: 74.7%
70 mg/L: 62.6%
The highest conversion rate is found after 24 hours of stirring in all 3 concentrations. Therefore 24 hours was choosen for the main study. - Transformation products:
- yes
- No.:
- #1
- No.:
- #2
- No.:
- #2
- Details on hydrolysis and appearance of transformation product(s):
- The substance (NBDI) reacts immediately with water to form the diamine NBDA (Mixture of 5-(aminomethyl)-bicyclo[2.2.1]heptan-2-yl)methanamine and 6-(aminomethyl)-bicyclo[2.2.1]heptan-2-yl)methanamine). NBDA reacts with NBDI to form oligomers. No other hydrolysis products are assumed to be formed under the conditions of this test.
- Key result
- Remarks on result:
- other: No DT50 was calculated. The conversion rate of NBDI to NBDA in water is fast; after 3 hours a conversion rate of 60-85% was shown
- Validity criteria fulfilled:
- not applicable
- Conclusions:
- The substance reacts with water to form the diamine NBDA (Reaction mass of 5-(aminomethyl)-bicyclo[2.2.1]heptan-2-yl)methanamine and 6-(aminomethyl)-bicyclo[2.2.1]heptan-2-yl)methanamine). This hydrolysis product can react further in water with the substance NBDI, to form oligomers. The conversion rate of NBDI to NBDA in water is fast; after 3 hours a conversion rate of 60-85% was shown (depending on the initial concentration).
Referenceopen allclose all
HYDROWIN Program (v2.00) Results:
================================
SMILES : O=C=NCC2C1CC(CN=C(=O))C(C2)C1
CHEM :
MOL FOR: C11 H14 N2 O2
MOL WT : 206.25
--------------------------- HYDROWIN v2.00 Results ---------------------------
Hydrolyzable Function detected: Isocyanates
-N=C=O
Isocyanates hydrolyze readily in water to yield a carbamic acid, which
decarboxylates to produce CO2 and an amine; the latter immediately
reacts with more isocyanate to yield a disubstituted urea. The hydrolysis
rate increases with electron-withdrawing substituents. Steric hindrance
also influences hydrolysis rate; aliphatic isocyanate rates are:
primary > secondary > tertiary (Ullmann's Encycl, A14:611-613).
Even at low pHs, hydrolysis Half-Life < 10 minutes (25 deg C)
Experimental Hydrolysis Half-Lifes (HSDB, 2007):
Methyl isocyanate: 9 minutes (25 deg C)
Phenyl isocyanate: 55 seconds (water/dioxane solution)
Description of key information
In accordance with REACH Annex XI section 1.2 a weight of evidence approach was used to fulfil the data requirements for section 5.1.2 (hydrolysis).
A hydrolysis study was performed with the substance NBDI. The substance reacts with water to form the diamine NBDA (Reaction mass of 5-(aminomethyl)-bicyclo[2.2.1]heptan-2-yl)methanamine and 6-(aminomethyl)-bicyclo[2.2.1]heptan-2-yl)methanamine). The conversion rate of NBDI to NBDA in water is fast; after 3 hours a conversion rate of 60-85% was shown (depending on the initial concentration).
The results of the QSAR calculation (HYDROWIN program v2.00) showed an half-life of <10 minutes at 25 deg. Celsius.
Based on the results of the hydrolysis study and the QSAR calculation, it can be concluded that the half-life of NDBI is considerably less than 12 hours and is sufficient to fulfil the information requirements.
It has been shown, in the environmental studies, that NBDA is hydrolytically stable and that the parent compound (NBDI) is not. Based on this information (e.g. half-life NBDI less than 12 hours), it is considered justified to conclude that the CSA for the environment needs to based on NBDA.
Key value for chemical safety assessment
Additional information
The half-life of NBDI is considered to significant less than 12 hours.
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