Ethyl 4-methyl-2-oxocyclohexanecarboxylate

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

This study was conducted between 29 December 2016 and 22 February 2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study is considered to be a reliability 1 as it has been conducted according to OECD TG 117 and in compliance with GLP.

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

13 April 2014

Deviations:

no

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

EC No. 440/2008 of 30 May 2008

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 : FRET 13-0545

IUPAC Name Ethyl 4-methyl-2-oxocyclohexanecarboxylate
CAS no 13537-82-1
CAS Name Cyclohexanecarboxylic acid, 4-methyl-2-oxo-, ethyl ester
Molecular formula C10H16O3
Appearance/Physical state: Clear colorless liquid
Batch : PDJ 378-68
IPC number NA
Purity : 93.2% (range >90%)
Expiry date : 30 June 2018
Storage conditions: Approximately 4 °C, in the dark

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

4.36

Temp.:

30 °C

pH:

6.5

Remarks on result:

other: multiple peaks with main peak of Log Pow 4.36

Details on results:

Preliminary Estimate
Approximate solubility in n-octanol: >10.7 g/L
Approximate solubility in water : >0.151 g/L
Approximate Pow : > 70.9
Log10 Pow : >1.85

Calibration

The retention times of the dead time and the retention times, capacity factors (k') and log10 Pow values for the reference standards are shown in the following tables:

Table 1

Dead time       Retention Time (mins)              Mean retention time (mins)

                           Injection 1       Injection 2       

Thiourea              3.254              3.254                              3.254

Table 2

Standard	Retention time (mins)			Capacity factor (k')	Log10 k'	Log10 Pow
	Injection 1	Injection 2	Mean
Benzene	2.940	2.935	2.937	0.843	-47.42 x 10^-2	2..1
Toluene	3.824	3.819	3.822	1.40	0.145	2.7
Naphthalene	4.655	4.650	4.653	1.92	0.283	3.6
Phenanthrene	8.834	8.814	8.824	4.54	0.357	4.5
Triphenylamine	17.289	17.255	17.257	9.83	0.992	5.7
DDT	24.004	23.921	23963	14.0	1.15	6.5

Partition coefficient of sampleThe retention times, capacity factor and log10 Pow value determined for the sample are shown in the following table:                

Peak ID	Injection	Retention time (mins)	Capacity factor (k′)	Log10 k'	log10 Pow	Pow	%Area
1	1	2.284	0.433	-0.364	<2.1	<1.26 x 10^2	0.22
	2	2.289	0.436	-0.361
2	1	6.623	3.16	0.499	4.09	1.25 x 10^4	1.98
	2	6.642	3.17	0.501
3	1	7.216	3.53	0.547	4.27	1.84 x 10^4	0.48
	2	7.235	3.54	0.549
4	1	7.575	3.75	0.574	4.36	2.29 x 10^4	94.3
	2	7.600	3.77	0.576

                                       

log10 Pow:       Range <2.1 to 4.36

Partition coefficient:       <1.26 x 10² to 2.29 x 10⁴

Discussion

The result from the preliminary test indicated that the HPLC method was suitable for determination of partition coefficient for this test item.

The test item produced multiple peaks.  Purity of the test item is 97.1% with a known impurity with 3.4%, therefore all peaks were used in the calculation of the partition coefficient.  The main peak (97.3% area) was identified to have a partition coefficient 2.29 x 10⁴, log10 Pow  4.36.  

Conclusions:

The partition coefficient of the test item has been determined to be less than 1.26 x 10E02 to 2.29 x 10E04, log10 Pow <2.1 to 4.36, The main peak (97.3% area) was identified to have a partition coefficient 2.29 x 10E04, log10 Pow 4.36.

Executive summary:

The partition coefficient of FRET 13-0545 has been determined to be less than 1.26 x 10² to 2.29 x 10⁴, log10 Pow <2.1 to 4.36.  The main peak (97.3% area) was identified to have a partition coefficient 2.29 x 10⁴, log10 Pow  4.36, using the HPLC method, designed to be compatible with Method A.8 Partition Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 117 of the OECD Guidelines for Testing of Chemicals, 13 April 2004.

Description of key information

The partition coefficient of FRET 13-0545 has been determined to be less than 1.26 x 10²to 2.29 x 10⁴, log10 Pow <2.1 to 4.36.  The main peak (97.3% area) was identified to have a partition coefficient 2.29 x 10⁴, log10 Pow  4.36, using the HPLC method, designed to be compatible with Method A.8 Partition Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 117 of the OECD Guidelines for Testing of Chemicals, 13 April 2004.

Key value for chemical safety assessment

Log Kow (Log Pow):

4.36

at the temperature of:

30 °C