Benzenamine, 3,3'-[[1,1'-biphenyl]-4,4'-diylbis(oxy)]bis-

Water solubility

Administrative data

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study was conducted in compliance with the EU Method No. A.6 for the determination of physicochemical properties, Directive 97/69/EEC (OJ No. L383A, 29.12.92), and the OECD Guidelines for Testing of Chemicals No. 105.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2008

Report date:

2008

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.6 (Water Solubility)

Deviations:

yes

GLP compliance:

yes (incl. QA statement)

Remarks:

The Department of Health of the Government of the United Kingdom

Type of method:

column elution method

Test material

Test material information

Constituent 1

Reference substance name:

3-{[4'-(3-aminophenoxy)-[1,1'-biphenyl]-4-yl]oxy}aniline

EC Number:

700-102-1

Cas Number:

105112-76-3

Molecular formula:

C24H20N2O2

IUPAC Name:

3-{[4'-(3-aminophenoxy)-[1,1'-biphenyl]-4-yl]oxy}aniline

Details on test material:

- Name of test material (as cited in study report): 3,3-(4,4-bisphenylenedioxy)dianiline
- Physical state: Off-white powder
- Analytical purity: > 99 %
- Lot/batch No.: 20070501
- Expiration date of the lot/batch: 30 April 2008
- Storage condition of test material: Room temperature
- Other: Date of receipt 28 August 2007

Results and discussion

Water solubility

Water solubility:

0.002 mg/L

Temp.:

20 °C

pH:

7.3 - 7.6

Details on results:

The detector calibration was found to be linear over the range 0 to 0.01 mg/L of standard solutions in methanol:water (1:1 v/v) with a regression coefficient of 0.9998 (Table 1).
Table 2 presents a summary of the results of the test and shows that the water solubility of 3,3-(4,4-biphenylenedioxy)dianiline is 0.0017 ± 0.0002 mg/l.
A mean recovery ((analysed concentration/nominal concentration) x 100%) of approximately 80% of 3,3-(4,4-biphenylenedioxy)dianiline from fortified control samples was achieved and deemed to be acceptable given the low solubility level.
No significant interfering peaks were evident in blank control solutions.

Any other information on results incl. tables

Table 1: Standard calibration for 3,3-(4,4-biphenylenedioxy)dianiline by HPLC

Standard concentration (mg/L)	Peak area
0.01029	9.8599
0.005146	4.8959
0.002058	1.85
0.001029	0.77028
0.0005146	0.40682
0.0002058	0.1252

Linear regression (including x = 0, y = 0): y = 967.0x – 0.1000

x = concentration; y = peak area

Table 2a: Measurements of water solubility at 20 °C, column flow rate 0.4 mL/minute

Sample number	Concentration (mg/L)	pH
0.4A	0.0018	7.4
0.4B	0.0020	7.5
0.4C	0.0020	7.5
0.4D	0.0020	7.3
0.4E	0.0019	7.5

Mean solubility = 0.0019 ± 0.0001 mg/L (C of V = 3.7%)

Table 2b: Measurements of water solubility at 20 °C, column flow rate 0.2 mL/minute

Sample number	Concentration (mg/L)	pH
0.2A	0.0018	7.5
0.2B	0.0014	7.6
0.2C	0.0014	7.4
0.2D	0.0015	7.6
0.2E	0.0015	7.5

Mean solubility = 0.0015 ± 0.0002 mg/L (C of V = 10.6%)

Overall mean water solubility = 0.0017 ± 0.0002 mg/L (C of V = 14 %)

Applicant's summary and conclusion

Conclusions:

Interpretation of results (migrated information): insoluble (< 0.1 mg/L)
The test substance 3,3-(4,4-biphenylenedioxy)dianiline was found to have a water solubility of 0.002 mg/L at 20 °C.

Executive summary:

The solubility in water of 3,3-(4,4-biphenylenedioxy)dianiline was tested in the column elution method according to EU Method A6. The charged column was connected to a HPLC and purified water was added to the solvent reservoir.

The detector calibration was found to be linear over the range of 0 to 0.01 mg/L of standard solution in methanol:water (1:1 v/v). The overall mean water solubility of 3,3-(4,4-biphenylenedioxy)dianiline determined from the two sets was determined to be 0.002 mg/L at 20 °C and a pH value of approximately 7.5.