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Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.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: 617-441-5 | CAS number: 83121-18-0
- 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
![](https://poisoncentres.echa.europa.eu/o/diss-blank-theme/images/factsheets/A-REACH/factsheet/print_environmental-fate-and-pathways.png)
Hydrolysis
Administrative data
Link to relevant study record(s)
Description of key information
The hydrolsis DT50 of teflubenzuron is 8.7 days at a temperature of 25 °C and a pH of 9. The hydrolysis DT50 of teflubenzuron at pH 9 was calculated to be 24.6 days at 12 °C.
Key value for chemical safety assessment
- Half-life for hydrolysis:
- 8.7 d
- at the temperature of:
- 25 °C
Additional information
One valid study on the hydrolysis of teflufbenzuron is available and described as key study.
Huntingdon Research Centre (1987a): The Hydrolysis of 14C-CME 134. DocID according to Draft Assessment Report prepared in compliance with Regulation (EC) No 1107/2009: TZ-322-001; crossreference to Draft Assessment Report according to Regulation (EC) No 1107/2009: 2.9.1/01.
The hydrolytic stability of 14C-CMB 134, teflubenzuron, has been investigated following incubation in buffered solutions at pH 5, pH 7 and at pH 9. Solutions at an initial concentration of 40 µg/L were incubated in the absence of light at 25°C.
The recoveries of radioactivity in each buffer solution were measured at zero-time and after 7, 21 and 30 days incubation. In addition, samples incubated at pH 9 were analysed after 1, 3 and 14 days of incubation. These results showed that means of 101% (pH 5), 103% (pH 7) and 97% (pH 9) of applied radioactivity were recovered. Radioactivity in the pH 5 or pH 7 incubates required addition of acetone to obtain these recoveries and enable representative samples to be prepared for analysis. Prior to addition of acetone, 48% (pH 5) or 65% (pH 7) of applied radioactivity was found in the solutions after 30 days of incubation.
The hydrolytic stability of 14C-CME 134 in the buffer solutions was examined by high performance liquid chromatography using reverse phase conditions with gradient elution and methanol/water eluants. No hydrolysis for 14C-aniline-CME 134 was observed at pH 5. After 30 days of incubation at pH 7, 96% of applied radioactivity was associated with the parent compound. At pH 9 14C-CME 134, radiolabelled in the aniline or benzoyl ring, was extensively hydrolysed so that after 30 days 16% of the applied radioactivity was associated with CME 134. A half-life of 8.7 days was re-calculated by the RMS for hydrolysis of CME 134 at pH 9.
3,5-dichloro-2,4-difluorophenylurea and 2,6-difluorobenzoic acid were indicated as major breakdown products at pH 9, accounting for 61% and 62% of the sample radioactivity respectively after 30 days incubation. About 12% of the radioactivity chromatographed with 3,5-dichloro-2,4-difluoroanillne and with 2,6-difluorobenzamide after incubation at pH 9 for 30 days after which time a minor breakdown product (up to 8% of applied radioactivity) was shown to chromatograph with N-(2,4-difluoro-3,5-dichlorobenzene)-5-fluoro-[3H]-dihydroquinazoline-2,4-dione.
A second study on hydrolysis was performed with the major degradation product 3,5-dichloro-2,4-difluoro-phenylurea.
This study is summarized in the following for sake of completeness but has however not been documented in a separate IUCLID Endpoint Study Record.
Batelle (2003a): (3,5-dichloro-2,4-difluoro-phenyl)urea (CL902374) – Hydrolysis. DocID according to Draft Assessment Report prepared in compliance with Regulation (EC) No 1107/2009: 2003/1009579; crossreference to Draft Assessment Report according to Regulation (EC) No 1107/2009: 7.2.1/01.
The hydrolysis of 3,5-dichloro-2,4-difluoro[14C]phenylurea (CL 902374), a metabolite of teflubenzuron, was investigated in sterilized buffered aqueous solutions at pH values of 4, 7 and 9 at 50 °C according to OECD Test Guideline 111.
The radiopurity of 3,5-dichloro-2,4-difluoro[U-14C]phenylurea was determined at the beginning of the study via HPLC with radio flow detection. The solubility in aqueous solutions of pH 4, 7 and 9 of 3,5-dichloro-2,4-difluoro[U-14C]phenylurea was determined prior to the pre-test. The preliminary test was carried out at concentrations equivalent to half of the water solubility.
A preliminary test was performed at three pH values: 4, 7 and 9. A series of quartz cuvettes containing duplicate sterile buffered solutions (3 mL) dosed with 3,5-dichloro-2,4-difluoro[U-14C]phenylurea were immersed into a water bath at a constant temperature of 50 ± 0.5°C for five days. Potential hydrolytic degradation products formed in aqueous solution were profiled by high performance liquid chromatography (HPLC) with radioflow detection. A radioactive mass balance of > 90% of applied dose was established by analysis via Liquid Scintillation Counting (LSC) for day 0 and day 5 samples.
After 5 days, one degradation product was present at levels of applied dose of 8.91% at pH 4, 9.09% at pH 7 and 8.61% at pH 9. It co-chromatographed with 3,5-dichloro-2,4-difluoroaniline, a known metabolite of teflubenzuron. 3,5-dichloro-2,4-difluoro[14C]phenylurea was hydrolysed to 3,5-dichloro-2,4-difluoroaniline.The results of the preliminary test demonstrated that 3,5-dichloro-2,4-difluoro[U-14C]phenylurea was hydrolysed less than 10% after five days at any of the three pH values (4, 7 and 9). Therefore, no further testing was necessary and the test substance 3,5-dichloro-2,4-difluoro[14C]phenylurea can be considered stable to hydrolysis.
Conclusion
In the hydrolysis study with the teflubenzuron two major breakdown products, 3,5-dichloro-2,4-difluorophenylurea (from the aniline ring labelled CME 134) and 2,6-difluorobenzoic acid (from the benzoyl ring labelled CME 134) were detected at pH 9, accounting for 61% and 62% of the sample radioactivity respectively after 30 days incubation. About 12% of the radioactivity chromatographed with 3,5-dichloro-2,4-difluoroaniline (from the aniline ring labelled CME 134) and also 12% with 2,6-difluorobenzamide (from the benzoyl ring labelled CME 134) after incubation at pH 9 for 30 days, after which time a minor breakdown product (up to 8% of applied radioactivity) was shown to chromatograph with N-(2,4-difluoro-3,5-dichlorobenzene)-5-fluoro-[3H]-dihydroquinazoline-2,4-dione. The RMS re-calculated a hydrolysis DT50 value for teflubenzuron of 8.7 days at pH 9, using non-linear regression first order kinetics.
The hydrolysis DT50 of teflubenzuron at pH 9 was calculated to be 24.6 days at 12 °C (Chapter R.7b, p.222: Endpoint specific guidance Version 4.0 – June 2017):
DT50hydrwater_temp env = DT50hydrwater_temp test * e (0.08*(TEMPtest-TEMPenv))
Input |
|
|
DT50hydrwater_temp test | half-life for hydrolyses in water at a temperature of the data set | [d] |
TEMPtest | temperature of the measured data in simulation test | [K] |
TEMP | environmental temperature | [K] |
Output |
|
|
DT50hydrwater_temp env | half-life for hydrolyses in water at the environmental temp. | [d] |
In a second study the hydrolysis of 3,5-dichloro-2,4-difluoro[14C]phenylurea a metabolite of teflubenzuron in sterilized buffered aqueous solutions was investigated at pH values of 4, 7 and 9 at 50 °C according to OECD Test Guideline 111. After 5 days, one degradation product was present at levels of applied dose of 8.91% at pH 4, 9.09% at pH 7 and 8.61% at pH 9. It co-chromatographed with 3,5-dichloro-2,4-difluoroaniline, a known metabolite of teflubenzuron. 3,5-dichloro-2,4-difluoro[14C]phenylurea was hydrolysed to 3,5-dichloro-2,4-difluoroaniline. As after 5 days, less than 10% of the test compound was degraded at all 3 pH values, no further testing was necessary. Therefore the test substance 3,5-dichloro-2,4-difluoro[14C]phenylurea can be considered stable to hydrolysis.
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.
![ECHA](/o/diss-blank-theme/images/factsheets/A-REACH/factsheet/echa_logo.png)