Benzenamine, reaction products with aniline hydrochloride and nitrobenzene

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2 August 2006 to 8 December 2006

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

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

Qualifier:

according to guideline

Guideline:

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

Deviations:

no

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Type:

log Pow

Partition coefficient:

0.518 - 6.5

Temp.:

30 °C

pH:

ca. 9

Details on results:

Preliminary estimate
Approximate solubility in n-octanol: 1.67 g/l
Approximate solubility in water: <1.03 x 10^-2 g/l
Approximate Pow: >162
Log10 Pow: >2.21

Definitive test results

Calibration

The retention times of thiourea and the retention times, capacity factors (k) and log₁₀ Pow values for the reference standards are shown in the following tables:

Table 1.

Dead Time	Retention Time (mins)		Mean Retention Time (mins)
	Injection 1	Injection 2
Thiourea	2.692	2.692	2.692

 

Table 2.

Standard	Retention Time (mins)		Mean Retention Time (mins)	Capacity Factor (k)	Log10k	Log10Pow
	Injection 1	Injection 2
Benzyl alcohol	3.304	3.305	3.305	0.228	-0.643	1.1
Benzene	4.728	4.73	4.729	0.757	-0.121	2.1
Tolulene	5.476	5.478	5.477	1.035	1.48 x 10^-2	2.7
Naphthalene	6.109	6.111	6.11	1.27	0.104	3.6
Phenanthrene	8.487	8.491	8.489	2.153	0.333	4.5
Triphenylamine	13.796	13.804	13.8	4.126	0.616	5.7
DDT	16.476	16.483	16.48	5.122	0.709	6.5

Partition coefficient of sample

The retention times, capacity factors and log₁₀ Pow, values determined for the sample are shown in the following table:

Table 3.

Peak	Injection	Retention Time (mins)	Capacity Factor (k)	Log10k	Log10Pow	Mean Log10Pow
1	1	3.365	0.25	-0.602	0.519	0.518
	2	3.364	0.25	-0.603	0.517
2	1	3.469	0.289	-0.54	0.789	0.789
	2	3.469	0.289	-0.54	0.789
3	1	3.666	0.362	-0.442	1.21	1.21
	2	3.664	0.361	-0.442	1.21
4	1	3.976	0.477	-0.322	1.73	1.73
	2	3.977	0.477	-0.321	1.73
5	1	4.253	0.58	-0.237	2.1	2.1
	2	4.254	0.58	-0.236	2.1
6	1	4.525	0.681	-0.167	2.4	2.41
	2	4.54	0.686	-0.163	2.41
7	1	4.741	0.761	-0.119	2.61	2.61
	2	4.741	0.761	-0.119	2.61
8	1	5.571	1.069	-2.92 x 10^-2	3.24	3.24
	2	5.571	1.069	-2.92 x 10^-2	3.24
9	1	6.101	1.266	0.103	3.56	3.56
	2	6.106	1.268	0.103	3.56
10	1	6.773	1.516	0.181	3.9	3.9
	2	6.775	1.517	0.181	3.9
11	1	7.428	1.759	0.245	4.18	4.18
	2	7.429	1.76	0.245	4.18
12	1	7.791	1.894	0.277	4.32	4.32
	2	7.788	1.893	0.277	4.32
13	1	12.359	3.591	0.555	5.52	5.53
	2	12.559	3.665	0.564	5.55
14	1	15.73	4.843	0.685	6.08	6.08
	2	15.742	4.848	0.686	6.08
15	1	17.557	5.522	0.742	6.32	6.32
	2	17.555	5.521	0.742	6.32
16	1	19.892	6.389	0.805	>6.50	>6.50
	2	19.894	6.39	0.806	>6.50
17	1	25.205	8.363	0.922	>6.50	>6.50
	2	25.2	8.361	0.922	>6.50
18	1	29.08	9.802	0.991	>6.50	>6.50
	2	29.167	9.853	0.993	>6.50
19	1	30.926	10.488	1.02	>6.50	>6.50
	2	30.921	10.486	1.02	>6.50
20	1	32.055	10.908	1.04	>6.50	>6.50
	2	32.063	10.91	1.04	>6.50
21	1	34.11	11.671	1.07	>6.50	>6.50
	2	34.123	11.676	1.07	>6.50
22	1	35.143	12.055	1.08	>6.50	>6.50
	2	35.157	12.06	1.08	>6.50

Overall log₁₀ Pow: 0.518 to >6.50

Partition coefficient: 3.30 to >3.16 x 10⁶

By percentage area normalisation, 96.2% of the test material had a log10 Pow value greater than 3.00 and 39.2% had a log₁₀ Pow value greater than 6.50.

Discussion

Substances having a log₁₀ Pow greater than 3 are regarded as having the potential to bioaccumulate in the environment.

The mobile phase was adjusted to pH 9 to ensure the test material was tested in its non-ionised form. The dissociation constants of the cyclic tertiary amine groups were estimated to be 6.19 and 6.57.

Conclusions:

The partition coefficient of the test material has been determined to be in the range 3.30 to greater than 3.16 x 10^6, log10 Pow 0.518 to greater than 6.50. By percentage area normalisation, 96.2% of the test material had a log10 Pow greater than 3.00 and 39.2% had a log10 Pow greater than 6.50.

Executive summary:

In a general physico-chemical properties study (0370/0351), the partition coefficient of the test material was determined to be in the range 3.30 to greater than 3.16 x 10⁶, log₁₀ Pow 0.518 to greater than 6.50, according to OECD Test Method 117. By percentage area normalisation, 96.2% of the test material had a log₁₀ Pow greater than 3.00 and 39.2% had a log₁₀ Pow greater than 6.50.

Description of key information

The partition coefficient of the test material has been determined to be in the range 3.30 to greater than 3.16 x 10^6, log10 Pow 0.518 to greater than 6.50. By percentage area normalisation, 96.2 % of the test material had a log10 Pow greater than 3.00 and 39.2 % had a log10 Pow greater than 6.50.

Key value for chemical safety assessment

Log Kow (Log Pow):

5.2

at the temperature of:

30 °C

Additional information

In a general physico-chemical properties study (0370/0351), the partition coefficient of the test material was determined to be in the range 3.30 to greater than 3.16 x 10^6, log10Pow 0.518 to greater than 6.50, according to OECD Test Method 117. By percentage area normalisation, 96.2 % of the test material had a log10Pow greater than 3.00 and 39.2 % had a log10Pow greater than 6.50. The weighted average log10Pow value is 5.2

The study was awarded a reliability score of 1 in accordance with the criteria set forth by Klimisch et al. (1997).