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Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.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: 266-737-7 | CAS number: 67584-59-2
- 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
Phototransformation in air
Administrative data
- Endpoint:
- phototransformation in air
- Type of information:
- (Q)SAR
- Adequacy of study:
- key study
- Study period:
- 16-17 Apr 2018
- 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 adequate and reliable documentation / justification
- Justification for type of information:
- QMRF and QPRF attached
Data source
Reference
- Title:
- Atmospheric Oxidation Program for Microsoft Windows (AOPWIN v1.92)
- Year:
- 2 010
- Bibliographic source:
- AOPWIN - Kwok ESC, Atkinson R. 1995. Estimation of Hydroxyl Radical Reaction Rate Constants for Gas-Phase Organic Compounds Using a Structure-Reactivity Relationship: An Update. Atm. Env. 29: 1685-95.
Materials and methods
Test guideline
- Qualifier:
- according to guideline
- Guideline:
- other: Guidance on information requirements and chemical safety assessment: Chapter R.6: QSARs and grouping of chemicals
- GLP compliance:
- no
- Remarks:
- QSAR model
Test material
- Reference substance name:
- 2-[methyl[(nonafluorobutyl)sulphonyl]amino]ethyl methacrylate
- EC Number:
- 266-737-7
- EC Name:
- 2-[methyl[(nonafluorobutyl)sulphonyl]amino]ethyl methacrylate
- Cas Number:
- 67584-59-2
- Molecular formula:
- C11H12F9NO4S
- IUPAC Name:
- 2-(N-methyl-1,1,2,2,3,3,4,4,4-nonafluorobutanesulfonamido)ethyl 2-methylprop-2-enoate
Constituent 1
- Specific details on test material used for the study:
- SMILES: FC(F)(C(F)(F)C(F)(F)C(F)(F)F)S(=O)(=O)N(C)CCOC(=O)C(=C)C
Study design
- Estimation method (if used):
- PHOTOCHEMICAL REACTION WITH OH RADICALS
- Concentration of OH radicals: 500000 *OH/cm³ (24-hour average)
- Temperature for which rate constant was calculated: 25 °C
- Computer programme: EPI Suite module AOPWIN (v1.92) as distributed within EPI Suite v.4.11, released November 2012
- Other: EPI Suite module AOPWIN (v1.92) utilizes experimentally determined group rate constants to estimate the overall OH radical reaction rate constant for a chemical. EPISuite is a valid QSAR and this substance is within the applicability domain since there are analogous substances in the training set.
Results and discussion
Dissipation half-life of parent compound
- DT50:
- 12 h
- Test condition:
- indirect phototransformation by hydroxyl radicals at 25 °C, 24-h average concentration 5E+05 *OH/cm³
- Remarks on result:
- other: QSAR predicted value
Degradation rate constant
- Reaction with:
- OH radicals
- Rate constant:
- 0 cm³ molecule-1 s-1
- Remarks on result:
- other: QSAR predicted value
Any other information on results incl. tables
Validity of Model (OECD 5 principles):
1) Defined endpoint: Photodegradation rate constant
2) Unambiguous algorithm: The predicted value of the rate constant for reaction with hydroxyl radicals is calculated through the following equation:
overall OH rate const = ∑F(x)k{group}
where F(x) is the substituent scale factor and k{group} is the hydroxyl radical reaction rate constant for each individual chemical group in the test species.
3) Applicability domain: the software's training set contains several alkyl ester acrylate and fluorinated alkyl compounds which are structurally related to the test substance. The sulfonamide is not represented in the training set and does not contribute to the calculated rate constant. Experimental results show that reaction of hydroxyl radicals with sulfonamide groups is a minor channel for perfluoroalkyl sulfonamide phototransformation (D'eon, et al.). This is not an exhaustive list of all chemical species in the reference data, merely those which may be grouped with the test compound. The test substance is therefore within the applicability domain of the model.
4) Statistical characterization: Statistical variation of 36 pairs of experimental and predicted photodegradation rates for alkyl esters, alkyl acrylates, and fluorinated alkanes and indicates that there is a 0.972 correlation coefficient (r-squared), a standard deviation of 0.187 and an absolute mean error of 0.135.
5) Mechanistic interpretation: The primary mechanism of photolysis is through indirect photodegradation by reaction with hydroxyl radicals which are produced during the daylight hours.
Please see attached QMRF and QPRF for justification of model and applicability.
D'eon, J.C.; Hurley, H.D.; Wallington, T.J.; Mabury, S.A. "Atmospheric chemistry of N-methyl perfluorobutane sulfonamidoethanol, C4F9SO2N(CH3)CH2CH2OH: kinetics and mechanism of reaction with OH." Environ. Sci. Technol. 2006, 40, 1862-1868.
Applicant's summary and conclusion
- Validity criteria fulfilled:
- yes
- Remarks:
- This model conforms with the 5 principles set forth by OECD for validation of QSAR models.
- Conclusions:
- The half-life of C4 sulfonamido methacrylate, based on hydroxyl radical concentrations in the atmosphere of 5.0E5 OH radicals / cm3, is estimated to be 12 hours. This indicates that the test material is not expected to be subject to long range environmental transport.
- Executive summary:
Photolysis of C4 sulfonamido methacrylate was estimated utilizing the AOPWIN v1.92 module of EPISuite v4.11. Structurally, C4-acrylate contains moieties that are part of the training set of the software (with the exception of the sulfonamide) and is thus, within the predictive domain of the software. Hydroxyl radical reactions with sulfonamide groups is not expected to be a major pathway based on experimental results for a related compound.
The half-life/DT50 (50% decline times) of the test substance, using hydroxyl radical concentrations in the atmosphere of 5.0E5 OH radicals / cm3, was predicted to be 16.7 hours. This indicates that the test material is not expected to be persistent in the atmosphere and long range transport is not expected.
This study is classified as an acceptable QSAR and satisfies the requirements for photolysis study. It is pertinent to the fate of C4-acrylate and is suitable for use in Risk Assessment, Classification & Labeling, and PBT Analysis.
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.