3(or 4)-(4-methylpenten-3-yl)cyclohex-3-ene-1-methyl acetate

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

November 1996

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: GLP-compliant guideline study - However, the study is considered as reliable with restrictions because one of the two peaks is outside the calibration domain. In addition pH and quality criteria are not reported.

Cross-reference

Cross-reference 1

Reason / purpose for cross-reference:

reference to same study

Cross-reference 2

Reason / purpose for cross-reference:

reference to other study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

1996

Report date:

1996

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

(1989)

Deviations:

not specified

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Version / remarks:

(HPLC method)

Deviations:

not specified

Principles of method if other than guideline:

Reverse phase High Performance Liquid Chromatography on octadecyl-modified silica stationary phase is used.
Partitioning on the column occurs in order of hydrophobicity when a suitable mobile phase is used. From relationships between the measured retention times and the known octanol/water partition coefficients of reference substances, the partition coefficient of the test substance is calculated.

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

3(or 4)-(4-methylpenten-3-yl)cyclohex-3-ene-1-methyl acetate

EC Number:

276-650-6

EC Name:

3(or 4)-(4-methylpenten-3-yl)cyclohex-3-ene-1-methyl acetate

Cas Number:

72403-67-9

Molecular formula:

C15H24O2

IUPAC Name:

[3-(4-methylpent-3-en-1-yl)cyclohex-3-en-1-yl]methyl acetate; [4-(4-methylpent-3-en-1-yl)cyclohex-3-en-1-yl]methyl acetate

Test material form:

other: colourless liquid

Details on test material:

Commercial name : MYRALDYL ACETATE (as reported in the report):
Empirical formula : C15H24O2
Molecular weight : 236,3 g/mol
CAS number : 72403-67-9
stability: stable in acetonitrile and in the mobile phase
batch : 266158
purity: 99,2 % (GC sum of isomers)
Density : 0,952 g/mL at 20°C

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Partition coefficient 1

Type:

log Pow

Partition coefficient:

5.6

Temp.:

30 °C

Remarks on result:

other: peak 1 - pH not reported

Partition coefficient 2

Type:

log Pow

Partition coefficient:

5.7

Temp.:

30 °C

Remarks on result:

other: peak 2 - pH not reported

Details on results:

Testing was performed at 30°C (column temperature), however the values can be considered to represent the values at an unspecified, probably ambient temperature since no mention is made in the guidelines of the temperature at which the tabulated reference substances log Kow values were determined. Partition coefficients of the test and reference substances are assumed to vary with temperature in the same way.

Any other information on results incl. tables

Table 1: Standards used for determination of log Kow of MYRALDYL ACETATE

 

Reference substances	Log Pow	tR1	tR2	tRm	k	log k
Thiourea		1,80	1,80	1,80
Aniline	0,9	2,63	2,63	2,63	0,460	-0,338
Methyl benzoate	2,1	3,71	3,70	3,70	1,057	0,024
Benzophenone	3,2	5,26	5,26	5,26	1,921	0,284
Naphtalene	3,6	6,22	6,22	6,22	2,453	0,390
1,2,4-Trichlorobenzene	4,2	9,64	9,64	9,64	4,356	0,639
n-Butylbenzene	4,6	11,94	11,94	11,94	5,631	0,751
Triphenylamine	5,7	19,92	19,92	19,92	10,063	1,003

 

 

Calculation:

 

k = (t_{R /}t₀) - 1 capacity factor,

where,

t_R1, t_R2, t_Rm : retention times (1rst calibration, 2^ndcalibration, average)

t₀ : « dead time », i.e. retention time of thiourea

 

Linear regression parameters: log Pow = a x log k + b

where;

Correlation coefficient : r²= 0,995

Slope : a = 3,507

Y-axis intercept : b = 2,093

 

Results obatined for the first peak of  MYRALDYL ACETATE:

tR1	19,708
tR2	19,709
tRm	19,7085
k	9,946
log k	0,998
log Kow	5,6

Results obatined for the secong peak of  MYRALDYL ACETATE:

tR1	20,593
tR2	20,593
tRm	20,593
k	10,437
log k	1,019
log Kow	5,7

Applicant's summary and conclusion

Conclusions:

The partition coefficients n-octanol/water corresponding to the isomers of MYRALDYL ACETATE are:
log Pow = 5.6
and log Pow = 5.7

Executive summary:

A study was conducted to determine the partition coefficient of MYRALDYL ACETATE by Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline 117.

 

Under the test conditions, the partition coefficients n-octanol / water to the isomers of MYRALDYL ACETATE were determined as 5.6 and 5.7.