Chromium, 1-[2-[5-(1,1-dimethylpropyl)-2-hydroxy-3-nitrophenyl]diazenyl]-2-naphthalenol 1-[2-[2-hydroxy-4(or 5)-nitrophenyl]diazenyl]-2-naphthalenol ammonium sodium complexes

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

01, 02 July 2008

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Study conducted in compliance with agreed protocols, with no or minor deviations from standard test guidelines and/or minor methodological deficiencies, which do not affcet the quality of relevant results.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2008

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Remarks:

Date of inspection: 21/08/07 Date of signature: 15/10/07

Type of method:

shake-flask method to: flask method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

Reaction mass of :Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(Z)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)

EC Number:

700-174-4

Cas Number:

1029600-34-7

Molecular formula:

See structure.

IUPAC Name:

Reaction mass of :Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(Z)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)

Constituent 2

Reference substance name:

Reaction mass of : Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(Z)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)

IUPAC Name:

Reaction mass of : Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(Z)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [3-{(E)-[2-(hydroxy-kO)-5-(2-methylbutan-2-yl)-3-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-4-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-) Sodium or ammonium [1-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO][3-{(E)-[2-(hydroxy-kO)-5-nitrophenyl]diazenyl}naphthalen-2-olato(2-)-kO]chromate(1-)

Details on test material:

Sponsor's identification : VCBK3810
Description : black powder
Lot number : N006746
Date received : 25 February 2008
Storage conditions : room temperature, in the dark

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Partition coefficient 1

Key result

Type:

log Pow

Partition coefficient:

> 4.94 - < 4.97

Temp.:

22 °C

pH:

> 0

Partition coefficient 2

Type:

Pow

Partition coefficient:

> 0.001 - < 0.001

Temp.:

22 °C

pH:

> 0

Any other information on results incl. tables

 Results:

 Preliminary estimate:

Approximate solubility in n-octanol: 0.340 g/l
Approximate solubility in water:      <9.75 x 10^-3g/l
Approximate P_ow:  >34.8
Log₁₀P_ow:  >1.54

 

Definitive test:

The mean peak areas obtained for the standard, stock and sample solutions are shown in the following two tables:

Solution	Mean Area
	Group 1	Group 2
Standard 51.0 mg/l	928.376	528.199
Standard 51.0 mg/l	881.767	501.950
Organic phase matrix blank	None detected	None detected
Sample 1	857.873	490.249
Sample 2	851.916	488.568
Sample 3	850.144	488.013
Sample 4	834.888	477.424
Sample 5	819.971	470.034
Sample 6	853.164	491.130
Stock solution A	858.101	494.173
Stock solution B	859.834	495.681

 

Aqueous Phase

Solution	Mean Area
	Group 1	Group 2
Standard 2.53 mg/l	45.639	21.733
Standard 2.50 mg/l	48.816	22.605
Aqueous phase standard blank	None detected	None detected
Aqueous phase sample blank	None detected	None detected
Sample 1	19.140	None detected
Sample 2	23.280	None detected
Sample 3	22.970	None detected
Sample 4	20.208	None detected
Sample 5	20.386	None detected
Sample 6	18.740	None detected

The total weights (mg) and analysed concentration (mg/l) of the respective phases are shown in the following tables:

Group 1

Sample Number		Volume of water saturated stock solution (ml)		Volume of n-octanol  saturated  water (ml)		Total Weight (mg)*		Organic Phase			Aqueous Phase
			Analysed Concentration (mg/l)				Weight (mg)†		Analysed Concentration  (mg/l)		Weight (mg)†		pH
1		42		84		20.3		483		20.3		5.09 x 10^-3		4.28 x 10^-4		7.0
2		42		84		20.3		480		20.2		6.19 x 10^-3		5.20 x 10^-4		7.0
3		27		108		13.1		479		12.9		6.11 x 10^-3		6.60 x 10^-4		7.1
4		27		108		13.1		470		12.7		5.37 x 10^-3		5.80 x 10^-4		7.1
5		17		136		8.23		462		7.86		5.42 x 10^-3		7.37 x 10^-4		7.1
6		17		136		8.23		481		8.17		4.98 x 10^-3		6.78 x 10^-4		7.1

*From analysis of the stock solution

†From analysis of the respective phase

Group 2

Sample Number	Volume of water saturated stock solution (ml)	Volume of n-octanol  saturated  water (ml)	Total Weight (mg)*	Organic Phase		Aqueous Phase
				Analysed Concentration (mg/l)	Weight (mg)†	Analysed Concentration  (mg/l)	Weight (mg)†	pH
1	42	84	20.6	485	20.4	<5.0 x 10^-3	<4.2 x 10^-4	7.0
2	42	84	20.6	484	20.3	<5.0 x 10^-3	<4.2 x 10^-4	7.0
3	27	108	13.2	483	13.0	<5.0 x 10^-3	<5.4 x 10^-4	7.1
4	27	108	13.2	473	12.8	<5.0 x 10^-3	<5.4 x 10^-4	7.1
5	17	136	8.33	465	7.91	<5.0 x 10^-3	<6.8 x 10^-4	7.1
6	17	136	8.33	486	8.27	<5.0 x 10^-3	<6.8 x 10^-4	7.1

pH of n-octanol saturated water:          7.0
Temperature:                                       22.0 ± 0.5°C

The partition coefficient determined for each sample is shown in the following tables:

Group 1:

Sample Number	n-Octanol/Water Volume Ratio	Partition Coefficient	Log10Pow	Mean Partition Coefficient
1	1:2	9.50 x 10^4	4.98	8.63 x 10^4
2		7.75 x 10^4	4.89
3	1:4	7.84 x 10^4	4.89	8.30 x 10^4
4		8.75 x 10^4	4.94
5	1:8	8.52 x 10^4	4.93	9.08 x 10^4
6		9.65 x 10^4	4.98

Mean P_ow : 8.67 x 10⁴             log₁₀P_ow: 4.94            P_ow standard deviation : 7.99 x 10³

Group 2

Sample Number	n-Octanol/Water Volume Ratio	Partition Coefficient	Log10Pow
1	1:2	>9.71 x 10^4	>4.99
2		>9.68 x 10^4	>4.99
3	1:4	>9.66 x 10^4	>4.99
4		>9.45 x 10^4	>4.98
5	1:8	>9.31 x 10^4	>4.97
6		>9.73 x 10^4	>4.99

Overall P_ow : >9.31 x 10⁴        log₁₀P_ow: >4.97                      

 

Validation:

The linearity of the detector response with respect to concentration was assessed over the nominal concentration range of 0 to 100 mg/l. This was satisfactory with a correlation coefficient of 1.000 being obtained.

Recovery of analysis of the aqueous phase extraction procedure was assessed and proved adequate for the test. Recovery data is shown in the following table:

Nominal concentration (mg/l)	Recovery range (%)		Mean recovery (%)
	Group 1	Group 2	Group 1	Group 2
0.050	85.5 to 88.5	93.5 to 101	87.3	97.3
0.005	73.8 to 95.9	73.8 to 80.2	82.3	77.2

Concentrations have not been corrected for recovery of analysis.

Discussion:

Substances having a log₁₀P_owof greater than 3 are regarded as having the potential to bioaccumulate in the environment.

It is evident from the information obtained in the hydrolysis test (see section 10) and data relating to the pH of the test material in water that negligible hydrolysis of the sample solutions occurred during the course of the partition coefficient test.

The partition coefficient of salts is required at the pH in the environmentally relevant range of 5 to 9 at which solubility is maximized in n-octanol. As the central chromium containing functional group retains a permanent anionic charge, the determination was performed at an approximately neutral pH.

In the absence of definitive purity values for the test material, all calculated concentration values have been reported as equivalent test material concentrations. That is, the concentration calculated for any individual group/component is equivalent to that specified concentration of test material having been successfully dissolved. The test material has been quantified separately for the two distinct groups of peaks eluting at approximately 5.5 minutes and 10.5 minutes respectively. This has had no impact on the validity of the partition coefficient results, as they are determined from the ratio of concentrations only, and thus are independent from any purity corrections.

On analysis of the aqueous phase samples, no peak was detected for the second group of test material peaks. Therefore a limit has been used in calculations. This limit value originated from the lowest concentration at which the extraction procedure had been successfully validated.

Applicant's summary and conclusion

Conclusions:

The partition coefficient of the test material has been determined to be 8.67 x 10E4 to greater than 9.31 x 10E4, log10 Pow, 4.94 to > 4.97.

Executive summary:

Partition Coefficient:  8.67 x 10⁴ to greater than 9.31 x 10⁴ at 22.0 ± 0.5°C, log₁₀P_ow 4.94 to >4.97, using the shake-flask method, Method A8 of Commission Directive 92/69/EEC.