N,N-bis(2,3-epoxypropyl)aniline

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

migrated information: read-across from supporting substance (structural analogue or surrogate)

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: see 'Remark'

Remarks:

Experimental test run under GLP conditions and according to OECD and EC Guidelines with the p-isomer. The substance as described in section 1 (m-isomer) and the p-isomer tested share the functional groups, have the same mol. weight and similar isoelectric points. It is therefore considered that absorption and desorption constants from any substrate are similar.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2011

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method C.19 (Estimation of the Adsorption Coefficient (KOC) on Soil and Sewage Sludge Using High Performance Liquid Chromatography (HPLC))

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Test material

Test material information

Constituent 1

Reference substance name:

p-(2,3-epoxypropoxy)-N,N-bis(2,3-epoxypropyl)aniline

EC Number:

225-716-2

EC Name:

p-(2,3-epoxypropoxy)-N,N-bis(2,3-epoxypropyl)aniline

Cas Number:

5026-74-4

Molecular formula:

C15H19NO4

IUPAC Name:

4-(oxiran-2-ylmethoxy)-N,N-bis(oxiran-2-ylmethyl)aniline

Test material form:

gas under pressure: refrigerated liquefied gas

Details on test material:

Chemical name: p-(2,3-epoxypropoxy)-N,N-bis(2,3-epoxypropyl)aniline
Description : Yellow liquid
Test substance storage : In refrigerator (2-8ºC) in the dark
Stability under storage conditions : Stable

Study design

HPLC method

Details on study design: HPLC method:

Instrument : Alliance Separation Module 2695 (Waters, Milford, MA, USA)
Detector : Dual λ Absorbance Detector 2487 (Waters)
Column : Hypersil BDS-CN, 150 mm  4.6 mm i.d., dp = 5 μm (Thermo
Fisher Scientific, Waltham, MA, USA)
Column temperature : 35°C +/- 1°C
Mobile phase : 30/70 (v/v) methanol/water
Flow : 1 ml/min
Injection volume : 10 μl
UV detection : 210 nm

Batch equilibrium or other method

Analytical monitoring:

no

Results and discussion

Adsorption coefficient

Type:

log Koc

Value:

1.93

Results: HPLC method

Details on results (HPLC method):

- Retention times of reference substances used for calibration:
Acetanilide : 2.853 and 2.853min
Atrazine : 4.262 and 4.257 min
Monuron ; 4.148 and 4.147 min
2,5-Dichloroaniline : 5.380 and 5.382 min
Benzoic acid phenylester : 9.522 and 9.529min
Fenthion : 21.314 and 21.347 min
Phenanthrene : 19.634 and 19.691min

- Details of fitted regression line : The equation of the regression line was: log k' = 0.502 x log Koc – 0.930 (r = 0.96, n = 14).
- Average retention data for test substance: 4.166 min

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

The HPLC method using soil-adsorption-reference data was applied for the determination of the adsorption coefficient (Koc) of p-(2,3-epoxypropoxy)-N,N-bis(2,3-epoxypropyl)aniline.
The Koc and log Koc value of the test substance and impurities with peak areas > 1% at neutral pH was :

Koc log Koc Area (%)
Test substance 84 1.93 96
Impurity III 50 1.7 1.1

Executive summary:

The Adsorption coefficient of p-(2,3-epoxypropoxy)-N,N-bis(2,3-epoxypropyl)aniline was determined according to OCDE and EC Guidelines, which gives internationally accepted methods.

The HPLC method using soil-adsorption-reference data was applied for the determination of the adsorption coefficient (Koc) of the test substance. The Koc and log Koc value of the test substance and impurities with peak areas > 1% at neutral pH was :

	Koc	log Koc	Area (%)
Test substance	84	1.93	96
Impurity III	50	1.7	1.1

This study is classified acceptable and satisfies the guideline requirements for Adsorption coefficient studies.