A mixture of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid; dihydrogenated alkyl (C14-C18)amine

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

1991

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Study was conducted according to a current approved guideline and following good laboratory practices.

Cross-reference

Reason / purpose for cross-reference:

reference to other study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

1991

Report date:

1992

Materials and methods

Test guideline

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:

87787-81-3

EC Number:

618-070-1

Cas Number:

87787-81-3

IUPAC Name:

87787-81-3

Constituent 2

Reference substance name:

A mixture of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid; dihydrogenated alkyl (C14-C18)amine

EC Number:

413-800-3

EC Name:

A mixture of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid; dihydrogenated alkyl (C14-C18)amine

Cas Number:

87787-81-3

Molecular formula:

C44H79NO3

IUPAC Name:

2-(dioctadecylcarbamoyl)benzoic acid; 2-(ditetradecylcarbamoyl)benzoic acid; 2-[(propan-2-yloxy)carbonyl]benzoic acid; 2-[octadecyl(tetradecyl)carbamoyl]benzoic acid; 2-octadecyl-2,3-dihydro-1H-isoindole-1,3-dione; 2-tetradecyl-2,3-dihydro-1H-isoindole-1,3-dione; benzene-1,2-dicarboxylic acid; dioctadecylamine; ditetradecylamine; octadecyl(tetradecyl)amine

Constituent 3

Reference substance name:

reaction mass of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid dihydrogenated alkyl (C14-C18)amine

IUPAC Name:

reaction mass of: N,N-di(hydrogenated alkyl C14-C18)phthalamic acid dihydrogenated alkyl (C14-C18)amine

Constituent 4

Reference substance name:

Stepan TAB-2

IUPAC Name:

Stepan TAB-2

Details on test material:

Test substance was treated as 100% pure. Test substance is stable at 50 deg C and Stored at room temperature in the dark. Expiry date April 30, 1992. Test substance batch number: 198308.

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

> 6.2

Temp.:

50.5 °C

pH:

3

Details on results:

See Text below.

Any other information on results incl. tables

During the preliminary test the solubility of Stepan TAB-2 in octanol was estimated to be 2.6 x E+002 g/l (mean of all measurements). No significant differences were observed between the concentrations analysed after the second and third centrifugation step. The solubility of Stepan TAB-2 in water was determined to be <1 x E-003 g/l (see RCC NOTOX Project 058883). Hence the partition coefficient (Pow) resulting from the preliminary test was estimated to be >2.6 x E+005 and the log Pow >5.4 at room temperature.

In the HPLC chromatograms of Stepan TAB-2, using UV detection at λ=210 nm, seven large and several small peaks were observed. It was assumed that the large peaks derived from major components of the test substance, whereas the small peaks derived from impurities. No Pow values were calculated for the impurities. The large peak observed at approximately 3.2 minutes was proven not to be derived from the test substance.

The retention time of the unretarded component (i.e., formamide; t_o) was determined to be 2.27 minutes as a mean value of both measurements. The retention time of the first peak was below t_o. The retention time of the second peak was between t_o and the retention time of the reference substance with the lowest log Pos value (i.e., methylethylketone; Log Pow = 0.3). The retention times of the remaining five peaks were far beyond the retention time of the reference substance with the largest log Pow value (i.e., 2,4 -DDT; log Pow = 6.2). The mean values of the retention times, k’ values, log k; values and log Pow values are tabulated in the study report.  

A correlation plot of log Pow (x-value) versus log k’ (y-value) for the appropriate reference substances was constructed by means of a linear regression program. The equation of the resulting line was:

Y = 0.179 x – 0.849 (r=0.980, n=6)

The Pow values for the components of Stepan TAB-2 detectable with the chromatographic system used were determined to be <1.0 (Log Pow<0) and 1.0<Pow<2.0 (0< log Pow<0.3) for the first and second peak respectively. The Pow values for the third, fourth, fifth, sixth and seventh components were determined to be > 1.6x E+006 (log Pow >6.2).

The temperature of the mobile phase was 50.4-50.6 °C during the measurements.

Applicant's summary and conclusion

Conclusions:

The partition coefficient of Stepan TAB-2 was determined to be Log Pow >6.2.

Executive summary:

The partition coefficient of Stepan TAB-2 was determined by the HPLC method following OECD Guideline 117. HPLC of Stepan TAB-2 indicates that the test substance consists of several components, which give rise to several chromatographic peaks. The partition coefficient of Stepan TAB-2 was determined to be Log Pow >6.2, based on the retention times of the five peaks beyond the retention times of the reference substance with the largest Log Pow value (2,4 -DDT; log Pow = 6.2).