Naphthenic acids, reaction products with diethylenetriamine

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

November 8-11, 2010

Reliability:

1 (reliable without restriction)

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2010

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

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

GLP compliance:

yes

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

Naphthenic acids, reaction products with diethylenetriamine

EC Number:

268-610-1

EC Name:

Naphthenic acids, reaction products with diethylenetriamine

Cas Number:

68131-13-5

Molecular formula:

C16H21N3O2 (minimal)

IUPAC Name:

Naphthenic acids, reaction products with diethylenetriamine

Details on test material:

Chemical name:Naphthenic acids, reaction products with diethylenetriamine
Product name: MK195KSF
CAS RN: 68131-13-5
The sample was stored in the dark, at ambient temperature, in the container in which it was received until required for testing, when an appropriate subsample was provided for the test operator.

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

< 1.4

pH:

7

Remarks on result:

other: Temperature range: 20.79 to 21.11°C

Details on results:

Peak no. log10 POW
1 < 0
2 0.54
3 1.1
4 1.4
The test is described as valid for the quantitative estimation of log10 POW values in the range of 0 to 6. In those instances where the statistical treatment of the experimental data produces a calculated log10 POW value outside of this range then the final result is quoted as either < 0 or > 6 as appropriate.

Any other information on results incl. tables

The retention times from the individual injections and the derived k' values are given in Table 1. 

 

From the experimentally derived k’ measurements and the literature P_OWvalues of the reference substances (Ref 1), the equation of the fitted regression line was determined as:

 

log₁₀P_OW= a.log₁₀k’ + b

 

where,   a =slope

              b =intercept

 

These data are displayed graphically in Figure 1. The coefficient of determination (r²) of these data was calculated as 0.979 at pH 7,indicating an approximately linear relationship between log₁₀P_OWand log₁₀k’.

 

The test described has been validated for the quantitative estimation of log₁₀P_OWvalues in the range 0 to 6 (Ref 1). In those instances where the statistical treatment of the experimental data produces a calculated log₁₀P_OWvalue outside of this range then the final result is quoted as either < 0 or > 6 as appropriate.

 

At pH 7, the k’ for MK195KSFwas calculated for the 100 mg L^-1test concentration only. The k’ values for a 100 mg L^-1standard were 0.03, 0.26, 0.39 and 0.53 for Peaks 1, 2, 3 and 4, respectively. Therefore, the estimated log₁₀P_OWfor MK195KSF at pH 7 is < 0, 0.54, 1.1 and 1.4 for Peaks 1, 2, 3 and 4, respectively.   

 

At pH 7,the k’ values for MK195KSFwere not calculated for the 10 and 50 mg L^-1test concentrations. Peaks were observed at similar retention times to those obtained from the 100 mg L^-1test concentrationand added confidence that peaks obtained were due to the test substance.

 

The pH of the mobile phase was nominally 7 (pH 7 buffer measured at 7.02). The temperature of the room in which the HPLC work was performed ranged between 20.79 to 21.11 °C.

Table 1          Reference Standards Retention times and derived k’ values – pH 7

Substance^a	Retention time injection 1 (min)	Retention time injection 2 (min)	Mean retention time, tr(min)	Derived k' value^b	log10POW
Sodium nitrate	1.005	1.002	1.004^c	-	-
Acetanilide	1.306	1.308	1.307	0.30	1.0^d
Toluene	2.998	3.013	3.006	2.00	2.7^d
Naphthalene	3.715	3.721	3.718	2.71	3.6^d
Biphenyl	5.314	5.303	5.309	4.29	4.0^d
Phenanthrene	6.836	6.840	6.838	5.81	4.5^d
ppDDT	23.738	23.722	23.730	22.65	6.5^d
100 mg L^-1standard Peak 1	1.033	1.037	1.035	0.03	< 0^e
100 mg L^-1standard Peak 2	1.262	1.267	1.265	0.26	0.54
100 mg L^-1standard Peak 3	1.397	1.401	1.399	0.39	1.1
100 mg L^-1standard Peak 4	1.532	1.535	1.534	0.53	1.4

a   sodium nitrate, acetanilide, biphenyl and phenanthrene were extracted at 240 nm whereas toulene and naphthalene were extracted at 215 nm. For the 100 mg L^-1standards, Peaks 1, 2, 3 and 4 were extracted at 198, 220, 210 and 210, respectively.

b    k’= (tr-t0)/t0

 

c   this is the t₀value used in the calculation of k¢

 

d   log₁₀P_OWliterature value

 

e   quoted as < 0 as this method is only validated between log₁₀P_OWvalues from 0 to 6

Applicant's summary and conclusion

Conclusions:

Peak no. log10 POW
1 < 0
2 0.54
3 1.1
4 1.4
The test is described as valid for the quantitative estimation of log10 POW values in the range of 0 to 6. In those instances where the statistical treatment of the experimental data produces a calculated log10 POW value outside of this range then the final result is quoted as either < 0 or > 6 as appropriate.