6-{4-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenoxy}hexyl methacrylate

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

Experimental part in November 2016

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)

Version / remarks:

April 2004

Deviations:

no

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient - HPLC Method)

Version / remarks:

May 2008

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

Designation in Test Facility: 16082904G
Date of Receipt: 29. Aug. 2016
Condition at Receipt: Room Temperature, in proper conditions
Name: ROC-601
Batch no.: S23PSG0816
Appearance: White crystalline powder
Composition: 99.5% purity, see analytical certificate
CAS No.: 439661-46-8
EINECS-No.: Not yet assigned
Molecular formula: C20H26O5
Molecular weight: 346.42 g/mol
Purity: 99.5% by LC-UV
Homogeneity: Uniform crystalline powder
Stability: H2O: unknown; EtOH: unknown; acetone: unknown; CH3CN: unknown; DMSO: unknown
Solubility: H2O: unknown; EtOH: unknown; acetone: unknown; CH3CN: unknown; DMSO: unknown
Production date: 29. Jun. 2016
Expiry date: Jul. 2017
Storage: Room temperature (20 ±5 °C), keep away from light

Analytical method:

high-performance liquid chromatography

Type:

log Pow

Partition coefficient:

5.182

Temp.:

25 °C

pH:

7.59

Remarks on result:

other: average of triplicate measurements

Details on results:

Measurement Data
The retention times of the test item are presented as follows:
Measurement 1 RT: 14.856 min.
Measurement 2 RT: 14.896 min.
Measurement 3 RT: 14.949 min.
Mean RT: 14.900 min.
Standard deviation: 0.047

Calculated Values
The calculated values for Capacity Factor, log Capacity Factor, log POW Test Item are presented as follows:
Measurement 1: K = 9.7120; log k = 0.9873; log POW = 5.178
Measurement 2; K = 9.7414; log k = 0.9886; log POW = 5.181
Measurement 3; K = 9.7797; log k = 0.9903; log POW = 5.186
Mean: log POW = 5.182
Standard deviation is 0.004

log POW was calculated from the capacity factor as follows: log POW = (log k + 0.8606) / 0.3569

Using the correlation log k / log POW, the log POW of the major components of test item ROC-601 was calculated as 5.182 ±0.004 (mean ±standard deviation).
Validity
The validity criteria and results are presented as follows:
Range (Max – Min. log POW) <0.1; found: 0.008 and therefore valid
Value within Range of Ref. Items 1.70 - 6.20; found 5.182 and therefore valid

Reference ItemsMeasurement Data

The retention times which were recorded for the reference items are presented in the following table.

Compound	RT 1	RT 2	RT 3	RT 4	RT 5	RT 6
	min.	min.	min.	min.	min.	min.
Thiourea	1.387	1.387	1.387	1.387	1.387	1.387
Acetophenone	2.139	2.140	2.144	2.144	2.143	2.142
Naphthalene	5.051	5.055	5.074	5.078	5.076	5.079
Diphenyl ether	6.642	6.648	6.672	6.683	6.679	6.683
Phenanthrene	9.272	9.275	9.301	9.333	9.327	9.336
Fluoranthene	12.660	12.664	12.690	12.758	12.752	12.764
Triphenylamine	21.956	21.854	21.866	22.055	22.030	22.075
DDT	30.047	29.917	29.861	30.168	30.167	30.262

 

Calculated Values: For each reference item, the calculated capacity factors are presented in the following table.

Compound	Retention Time Mean	Retention Time Standard Deviation	Retention Time Relative Standard Deviation	k
	min.	min.	%
Thiourea	1.387	0.000	0.022	0
Acetophenone	2.142	0.002	0.089	0.5446
Naphthalene	5.069	0.013	0.248	2.6551
Diphenyl ether	6.668	0.018	0.276	3.8081
Phenanthrene	9.307	0.029	0.312	5.7112
Fluoranthene	12.715	0.049	0.385	8.1683
Triphenylamine	21.972	0.096	0.437	14.8439
DDT	30.070	0.157	0.522	20.6830

 

log POW/ log k: The values for log k and log POW of the reference items are presented in the following table:

Compound	log k	log POW
Acetophenone	-0.2639	1.70
Naphthalene	0.4241	3.60
Diphenyl ether	0.5807	4.20
Phenanthrene	0.7567	4.50
Fluoranthene	0.9121	4.70
Triphenylamine	1.1715	5.70
DDT	1.3156	6.20

 

Graph Correlation Results

Dead time is 1.387 ± 0.000 minutes, with RSD 0.02%.

The RSD of the retention times of the reference items were all below 0.6 %.

Equation of the regression: log k = 0.3569 * log POW – 0.8606 with a coefficient of determination r²= 0.9916

Conclusions:

The log POW of the test item ROC-601 was calculated as 5.182 ±0.004 (mean ±standard deviation)

Executive summary:

The study was performed using a HPLC with a C18 column. Seven 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 the 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 test item showed one Peak with a retention time of 14.900 min with a low standard deviation of 0.047 min. Using the correlation log k / log POW, the log POW of the test item ROC-601 was calculated as 5.182 ±0.004 (mean ±standard deviation).

Description of key information

A study according to OECD method 117 was performed using a HPLC column. Seven reference items, chosen based on the results of the pre-test, 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 POWare correlated.

One vial was filled with the reference item mix and one vial with the test item solution. The vials were analysed using the 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 test item showed one Peak with a retention time of 14.900 min with a low standard deviation of 0.047 min.

Using the correlation log k / log POW, the log POW of the test item ROC-601 was calculated as 5.182 ±0.004 (mean ±standard deviation).

Key value for chemical safety assessment

Log Kow (Log Pow):

5.182

at the temperature of:

25 °C