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EC number: 201-044-5 | CAS number: 77-62-3
Partition coefficient
Administrative data
Link to relevant study record(s)
- Endpoint:
- partition coefficient
- Type of information:
- experimental study
- Adequacy of study:
- key study
- Study period:
- 23 June 2015 to 10 September 2015
- Reliability:
- 1 (reliable without restriction)
- Rationale for reliability incl. deficiencies:
- guideline study
- Reason / purpose for cross-reference:
- reference to same study
- Reason / purpose for cross-reference:
- reference to same study
- Reason / purpose for cross-reference:
- reference to same study
- Reason / purpose for cross-reference:
- reference to same study
- Reason / purpose for cross-reference:
- reference to same study
- Reason / purpose for cross-reference:
- reference to same study
- Reason / purpose for cross-reference:
- reference to same study
- Qualifier:
- according to guideline
- Guideline:
- EU Method A.8 (Partition Coefficient - HPLC Method)
- Version / remarks:
- European Community (EC), EC no. 440/2008, Part A: Methods for the Determination of Physico-Chemical Properties, Guideline A.8: “Partition Coefficient”, Official Journal of the European Union no. L142, May 31, 2008.
- Deviations:
- no
- Qualifier:
- according to guideline
- Guideline:
- OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)
- Version / remarks:
- Organization for Economic Co-operation and Development (OECD), OECD Guidelines for the Testing of Chemicals no. 117: "Partition Coefficient (n-octanol/water), High Performance Liquid Chromatography (HPLC) Method", April 13, 2004.
- Deviations:
- no
- Qualifier:
- according to guideline
- Guideline:
- EPA OPPTS 830.7570 (Partition Coefficient, n-octanol / H2O, Estimation by Liquid Chromatography)
- Version / remarks:
- United States Environmental Protection Agency (EPA), Product Properties Test Guidelines no. OPPTS 830.7570: "Partition Coefficient (n-octanol/water), Estimation by Liquid Chromatography", August 1996.
- Deviations:
- no
- GLP compliance:
- yes
- Type of method:
- HPLC method
- Partition coefficient type:
- octanol-water
- Specific details on test material used for the study:
- Identification: 2,2'-methylenebis[6-(1-methylcyclohexyl)-p-cresol]
Appearance: White to cream powder
Batch: WWP4J0001
Purity/Composition: 92.2%
Test substance storage: At room temperature
Stable under storage conditions until: 03 September 2018 (retest date)
Purity/composition correction factor: Yes, correction factor is according to purity
Test substance handling: No specific handling conditions required - Analytical method:
- high-performance liquid chromatography
- Type:
- log Pow
- Partition coefficient:
- 9.9
- Temp.:
- 35 °C
- pH:
- 7
- Remarks on result:
- other:
- Remarks:
- Temp is the column temperature (HPLC method)
- Type:
- Pow
- Partition coefficient:
- 8 300 000 000
- Temp.:
- 35 °C
- pH:
- 7
- Remarks on result:
- other:
- Remarks:
- Temp is the column temperature (HPLC method)
- Details on results:
- Calculation of the Pow
The log Pow of the test item was calculated to be 10.7 using the Rekker calculation method.
HPLC Method
In the chromatogram of the test solution, one major peak was observed at a retention time of 91 minutes and one small peak at a retention time of 97 minutes.
The equation of the regression line was: logk’ = 0.284 x log Pow – 0.610 (r = 0.997, n = 12). - Conclusions:
- The HPLC method was applied for the determination of the partition coefficient (Pow) of 2,2'- methylenebis[6-(1-methylcyclohexyl)-p-cresol].
The Pow and log Pow value of the main component at neutral pH was:
8.3e9 Pow; 9.9 log Pow - Executive summary:
The aim of the study was to determine the physico-chemical properties for 2,2'-methylenebis[6-(1-methylcyclohexyl)-p-cresol].
The study was based on the following guidelines:
European Community (EC), EC no. 440/2008, Part A: Methods for the Determination of Physico-Chemical Properties, Guideline A.8: “Partition Coefficient”, Official Journal of the European Union no. 142, May 31, 2008.
Organization for Economic Co-operation and Development (OECD), OECD Guidelines for the Testing of Chemicals no. 117: "Partition Coefficient (n-octanol/water), High Performance Liquid Chromatography (HPLC) Method", April 13, 2004.
United States Environmental Protection Agency (EPA), Product Properties Test Guidelines no. OPPTS 830.7570: "Partition Coefficient (n-octanol/water), Estimation by Liquid Chromatography", August 1996.
The calculation method was used for a preliminary estimation of the Powof the test substance.
Calculation was performed using the Rekker calculation method (PrologP 6.0, module in Pallas 3.0, CompuDrug International, San Francisco, CA, USA). The calculation showed a log Powoutside the range of the methods. Testing according to OECD 123 Slow-Stirring Method however is not possible since concentration in the aqueous phase cannot be measured accurately. As an alternative, it was decided to use the HPLC method for determination of the Pow.
According to the guidelines, the determination of the Powof the test substance should be performed in its non-ionised form. Therefore, the pKa values of the test substance were calculated using the Perrin calculation method (pKalc 5.0, module in Pallas 3.0, CompuDrug International). Based on the calculations, it was decided to perform the HPLC method at neutral pH.
Solutions of reference substances and the test substance were analysed. The capacity factor (k') of each compound was calculated from its retention time. The log k’ values of the references substances were plotted against the known log Powvalues. A linear regression program was used to calculate the calibration curve. Linear regression analysis was performed using the least squares method. The coefficient of correlation (r) was calculated. The log Pow value for the test substance was calculated by substituting its mean log k’ and extrapolating the calibration curve. The value of log Powobtained from duplicate measurements was within ± 0.1 log units.
Calculation of the Pow
The log Powof the test item was calculated to be 10.7 using the Rekker calculation method.
HPLC Method
In the chromatogram of the test solution, one major peak was observed at a retention time of 91 minutes and one small peak at a retention time of 97 minutes.
The HPLC method was applied for the determination of the partition coefficient (Pow) of 2,2'- methylenebis[6-(1-methylcyclohexyl)-p-cresol].
The Powand log Powvalue of the main component at neutral pH was:
Pow
Log Pow
Area %
Main component
8.3 x 109
9.9
98
Reference
Powof the test substance
Substance |
tr,1 [min] |
tr,2 [min] |
Mean tr (n=2) |
Log Pow |
Pow |
Area % |
Formamide (t0)
Biphenyl 1,2,4-Trichlorobenzene Dibenzyl Triphenylamine 4,4’-DDT Benzo[ghi]perylene
TI206533-Peak1 TI206533-Peak2 |
0.567
2.365 2.730 3.848 6.906 9.827 15.644
91.483 97.083 |
0.565
2.364 2.729 3.847 6.905 9.829 15.652
91.489 97.156 |
0.566
91.486 97.120 |
4.0 4.2 4.8 5.7 6.5 7.2
9.9 10.0 |
8.3 x 109 1.0 x 1010 |
98 2.4 |
Description of key information
Key value determined in a GLP accredited laboratory study using the HPLC method, performed in accordance with EU Method A.8, OECD Guideline 117 and US EPA Procedure OPPTS 830.7570.
Key value for chemical safety assessment
- Log Kow (Log Pow):
- 9.9
- at the temperature of:
- 35 °C
Additional information
The calculation method was used for a preliminary estimation of the Powof the test substance.
Calculation was performed using the Rekker calculation method (PrologP 6.0, module in Pallas 3.0, CompuDrug International, San Francisco, CA, USA). The calculation showed a log Powoutside the range of the methods. Testing according to OECD 123 Slow-Stirring Method however is not possible since concentration in the aqueous phase cannot be measured accurately. As an alternative, it was decided to use the HPLC method for determination of the Pow.
According to the guidelines, the determination of the Powof the test substance should be performed in its non-ionised form. Therefore, the pKa values of the test substance were calculated using the Perrin calculation method (pKalc 5.0, module in Pallas 3.0, CompuDrug International). Based on the calculations, it was decided to perform the HPLC method at neutral pH.
Solutions of reference substances and the test substance were analysed. The capacity factor (k') of each compound was calculated from its retention time. The log k’ values of the references substances were plotted against the known log Powvalues. A linear regression program was used to calculate the calibration curve. Linear regression analysis was performed using the least squares method. The coefficient of correlation (r) was calculated. The log Pow value for the test substance was calculated by substituting its mean log k’ and extrapolating the calibration curve. The value of log Powobtained from duplicate measurements was within ± 0.1 log units.
Calculation of the Pow
The log Powof the test item was calculated to be 10.7 using the Rekker calculation method.
HPLC Method
In the chromatogram of the test solution, one major peak was observed at a retention time of 91 minutes and one small peak at a retention time of 97 minutes.
The HPLC method was applied for the determination of the partition coefficient (Pow) of 2,2'- methylenebis[6-(1-methylcyclohexyl)-p-cresol].
The Powand log Powvalue of the main component at neutral pH was:
|
Pow |
Log Pow |
Area % |
Main component |
8.3 x 109 |
9.9 |
98 |
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