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Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.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: - | CAS number: -
- 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
Partition coefficient
Administrative data
Link to relevant study record(s)
- Endpoint:
- partition coefficient
- Type of information:
- read-across from supporting substance (structural analogue or surrogate)
- Adequacy of study:
- key study
- Justification for type of information:
- REPORTING FORMAT FOR THE ANALOGUE APPROACH
1. HYPOTHESIS FOR THE ANALOGUE APPROACH
The stability of the EDDHA complexes is pH-dependent. While at low pH values protonation of the EDDHA complexes is decisive for their stability, it is determined by hydrolysis at higher pH values. Protonation of the hydroxyl- and carboxyl-groups binding the metal leads to instability of the complex. The formation of the first protonated species was shown to imply the protonation of the phenolic group in para position (López-Rayo (2012), Yunta (2003a, b)). This results in the opening of the structure. A second protonation occurs in the ortho phenolic group. The formation of the first protonated species which probably implies the protonation of the phenolic group in para position and is the main species below pH 10.22 for o,p-EDDHA/Zn2+. A second protonation constant has also been obtained, occurring in the second ortho phenolic group. However, the close values for the Mn stability constants obtained for o,o-EDDHA and o,p-EDDHA supports the fact that the axial donor groups may be only weakly interacting with the metallic ion, which is also in agreement with existing corresponding data for Zn (López-Rayo 2012).
Iron, on the other hand, was shown to form stable unprotonated complexes with EDDHA and EDDHMA over wide ranges of pH (Ahrland 1990). With increasing pH, manganese and iron are likely to precipitate as a result of hydrolysis. Generally, the stability constants for o,o-EDDHA and o,p-EDDHA complexed with Fe3+, Mn2+ and Zn2+ are in the following order: Fe3+> Zn2+> Mn2+. This is due to the larger electropositive character, the higher oxidation state and the smaller size of Fe3+ with respect to Mn2+and Zn2+, and also because Zn2+is smaller than Mn2+ (López-Rayo 2012).
In conclusion, based on the available data for the structure itself and the structural analogues, the target substance is considered as stable to hydrolysis at environmentally relevant pH values.
Ahrland S, Dahlgren A; Persson I. (1990) Stabilities and hydrolysis of some iron(III) and manganese(III) complexes with chelating ligands. Acta Agric. Scand. 1990, 40, 101.
López-Rayo, S., Correas, C., Lucena, J.J. (2012). "Novel chelating agents as manganese and zinc fertilisers: characterisation, theoretical speciation and stability in solution." Chemical Speciation & Bioavailability 24(3): 147-158.
Yunta F, Garcia-Marco S, Lucena JJ. (2003a) Theoretical speciation of ethylene-N-(o-hydroxyphenylacetic)-N-(p-hydroxyphenylacetic) acid (o,p-EDDHA) in agronomic conditions. J. Agric. Food Chem., 51, 5391-5399
Yunta F, Garcia-Marco S, Lucena JJ, Gomez-Gallego M, Alcazar R, Sierra MA. (2003b) Chelating Agents Related to Ethylenediamine Bis(2-hydroxyphenyl)acetic Acid (EDDHA): Synthesis, Characterization, and Equilibrium Studies of the Free Ligands and Their Mg2+, Ca2+, Cu2+, and Fe3+ Chelates. Inorg. Chem. 2003, 42, 5412-5421
2. SOURCE AND TARGET CHEMICAL(S) (INCLUDING INFORMATION ON PURITY AND IMPURITIES)
Please refer to test material.
3. ANALOGUE APPROACH JUSTIFICATION
As the test substance is considered to be unstable in the sense, that the complex can degrade into the ligand and the free metal the endpoint "partition coefficient" is covered by the degradation products, the ligand and the free metal. As the partition coefficient is waived for inorganic substances due to technical reasons it is fully justified to fulfil the data requirements of Regulation EC No 1907/2006 Annex VII for this endpoint with data on the degradation product o,o-EDDHA. - Reason / purpose for cross-reference:
- read-across source
- Qualifier:
- according to guideline
- Guideline:
- OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)
- Deviations:
- no
- Qualifier:
- according to guideline
- Guideline:
- other: EU Method A.24
- Deviations:
- no
- GLP compliance:
- no
- Type of method:
- HPLC method
- Partition coefficient type:
- octanol-water
- Type:
- log Pow
- Partition coefficient:
- < 0.3
- Temp.:
- 25 °C
- pH:
- 6
- Details on results:
- Although area is not necessarily correlated to the absolute concentration, if a UV detector is used, it is assumed that the test item consists mainly of two peaks.
The two peaks lie outside the dead time of the method and so not within the range of log Pow’s of the reference items.
Therefore, the log Pow of the test item is stated as < 0.3 (lowest log Pow of a reference item (2-Butanone)) at the temperature of 25.0 ± 0.5°C. - Conclusions:
- The log Pow of the sample is stated as < 0.3 (lowest log Pow of a reference item (2-Butanone)) at the temperature of 25.0 ± 0.5°C.
- Executive summary:
The partition coefficient of the test item was determined in a non-GLP study according to OECD Guideline 117 and EU Method A.24.
The study was performed using a HPLC with a C18 column. Six reference items with different retention times and thiourea for the determination of the dead time were used to produce a calibration curve, since retention time on hydrophobic columns and POW are correlated. The reference items were chosen based on the results of the pre-test.
One vial was filled with the reference item mix and one vial with the test item solution. The vials were analysed using HPLC. First one injection from the solvent blank methanol/water 75/25 (% v/v) was made. Then three injections were measured from the reference item mix, three injections from the test item and again three injections from the reference item mix.
For each reference item, the capacity factor k was calculated from the retention time of thiourea and the retention time of the respective reference item.
A calibration function (log k versus log POW, linear fit) was determined using the literature values for POW of the reference items and the retention times in the six determinations.
The chromatogram of the test item gave two peaks. Although area is not necessarily correlated to the absolute concentration, if a UV detector is used, it is assumed that the test item consists mainly of two peaks.
The two peaks lie outside the dead time of the method and so not within the range of log POW’s of the reference items.
Variations in the retention times of reference items and test item are very small. Therefore, a stable configuration of the HPLC-column can be assumed.
Therefore, the log POW of the test item is stated as < 0.3 (lowest log POW of a reference item (2-Butanone)) at the temperature of 25.0 ± 0.5°C.
Reference
The values for log k and log POW of the reference items are presented in the following table:
Compound | log k | log POW |
2 -Butanone | -0.6487 | 0.3 |
Benzyl alcohol | -0.4874 | 1.1 |
Acetophenone | -0.2809 | 1.7 |
Benzene | 0.0654 | 2.1 |
Toluene | 0.2836 | 2.7 |
Naphthalene | 0.4088 | 3.6 |
Dead time is 1.430 ± 0.000 minutes, with RSD (relative standard deviation) 0.0%. The RSD of the retention times of the reference items lay all below 0.1 %.
Equation of the regression: log k = 0.3569 x log POW - 0.7939 with a coefficient of determination r² = 0.9461
The retention times of the test item ware presented in the following table:
Measurement | RT 1 [min.] | RT 2 [min.] |
1 | 0.950 | 1.070 |
2 | 0.947 | 1.063 |
3 | 0.947 | 1.063 |
Mean | 0.948 | 1.066 |
Standard deviation | 0.002 | 0.004 |
log POW was not able to calculated from the capacity factor because the factor was negative, as the retention time of the test item is below the dead-time.
Description of key information
As the test substance is considered to be unstable in the sense, that the complex can degrade into the ligand and the free metal the endpoint "partition coefficient" is covered by the degradation products, the ligand and the free metal. As the partition coefficient is waived for inorganic substances due to technical reasons it is fully justified to fulfil the data requirements of Regulation EC No 1907/2006 Annex VII for this endpoint with data on the degradation product o,o-EDDHA:
The partition coefficient of the test item was determined in a non-GLP study according to OECD Guideline 117 and EU Method A.24.
The study was performed using a HPLC with a C18 column. Six reference items with different retention times and thiourea for the determination of the dead time were used to produce a calibration curve, since retention time on hydrophobic columns and POW are correlated. The reference items were chosen based on the results of the pre-test.
One vial was filled with the reference item mix and one vial with the test item solution. The vials were analysed using HPLC. First one injection from the solvent blank methanol/water 75/25 (% v/v) was made. Then three injections were measured from the reference item mix, three injections from the test item and again three injections from the reference item mix.
For each reference item, the capacity factor k was calculated from the retention time of thiourea and the retention time of the respective reference item.
A calibration function (log k versus log POW, linear fit) was determined using the literature values for POW of the reference items and the retention times in the six determinations.
The chromatogram of the test item gave two peaks. Although area is not necessarily correlated to the absolute concentration, if a UV detector is used, it is assumed that the test item consists mainly of two peaks.
The two peaks lie outside the dead time of the method and so not within the range of log POW’s of the reference items.
Variations in the retention times of reference items and test item are very small. Therefore, a stable configuration of the HPLC-column can be assumed.
Therefore, the log POW of the test item is stated as < 0.3 (lowest log POW of a reference item (2-Butanone)) at the temperature of 25.0 ± 0.5°C.
Key value for chemical safety assessment
- Log Kow (Log Pow):
- 0.3
- at the temperature of:
- 25 °C
Additional information
The key value above is a kind of worst-case value, because an exact value is not determinable. The value is in any case not higher, which means, that the substance is rather soluble in the aqueous phase than in the organic phase.
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.