Reaction mass of (3R)-3-methyl-5-[(1R,3R)-2,2,3-trimethylcyclopentyl]pentan-2-one and (3S)-3-methyl-5-[(1R,3R)-2,2,3-trimethylcyclopentyl]pentan-2-one

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

Experimental Starting Date: 10 June 2014 Experimental Completion Date: 20 December 2014

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: see 'Remark'

Remarks:

Study conducted in compliance with agreed protocols, with no or minor deviations from standard test guidelines and/or minor methodological deficiencies, which do not affect the quality of the relevant results. The study report was conclusive, done to a valid guideline and the study was conducted under GLP conditions.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2015

Report date:

2015

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

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

Deviations:

no

GLP compliance:

yes

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

119464-63-0 (planar)

IUPAC Name:

119464-63-0 (planar)

Constituent 2

Reference substance name:

NACET00502

IUPAC Name:

NACET00502

Details on test material:

Common/Commercial Name: NACET00502
Chemical Name: 3-methyl-5-((1R)-2,2,3-trimethylcyclopentyl)pentane-2-one
CAS Number: 119464-63-0 (planar)
Appearance/Physical State: Clear to Pale Yellow Liquid
Batch: S-13-11-1
Purity: 98.5%
Expiry Date: 24 December 2015
Storage Conditions: Room temperature in the dark

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

5.13

Any other information on results incl. tables

Results

Preliminary Assessment

The log₁₀P_owwas calculated to be 4.72.

The full KOWWIN calculation is presented in Appendix 1 - Attachment 2 of this Summary.

Definitive Test

Please see Attachment 3 of this Summary for the Typical Chromatography.

Calibration

The retention times of the dead time and the retention times, capacity factors (k') and log₁₀P_owvalues for the reference standards are shown in the following tables:

 

Table 3.13

 

Dead Time	Retention Time (mins)		Mean Retention Time (mins)
	Injection 1	Injection 2
Thiourea	0.617	0.617	0.617

 

Table 3.14

 

Standard	Retention Time (mins) Injection 1	Retention Time (mins) Injection 2	Mean Retention Time (mins)	Capacity Factor (k')	Log10k'	Log10Pow
2-Butanone	0.695	0.695	0.695	0.126	-0.900	0.3
Toluene	1.472	1.472	1.472	1.386	0.142	2.7
Naphthalene	1.842	1.842	1.842	1.984	0.298	3.6
Phenanthrene	3.630	3.630	3.630	4.882	0.689	4.5
Triphenylamine	7.323	7.323	7.323	10.866	1.036	5.7
DDT	9.373	9.373	9.373	14.189	1.152	6.5

Partition coefficient of sample

The retention times, capacity factors and log₁₀P_owvalues determined for the sample are shown in the following table:

 

Table 3.15

 

Injection	Retention Time (mins)	Capacity Factor (k')	Log10k'	Log10Pow	Mean Log10 Pow	Pow
1	4.670	6.567	0.817	5.13	5.13	1.34 x 10^5
2	4.670	6.567	0.817	5.13

 

Log₁₀P_ow:                  5.13
Partition coefficient:  1.34 x 10⁵

 

Applicant's summary and conclusion

Conclusions:

Please see the Executive Summary below for the Conclusion.

Executive summary:

The determination was carried out using the HPLC Method, designed to be compatible with Method A8 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.

 

The test system consisted of a high performance liquid chromatograph with a suitable detector (UV/VIS). A reverse phase HPLC column with a very low percentage of polar groups was used (e.g. C8, C18). The mobile phase contained at least 25% aqueous phase.

 

Conclusion

The partition coefficient of the test item has been determined to be 1.34 x 10⁵, log₁₀P_ow 5.13.