α,α,α-trifluoro-4-nitro-m-cresol

Partition coefficient

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

from 2002-07-15 to 2003-01-03

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7550 (Partition Coefficient, n-octanol / H2O, Shake Flask Method)

Deviations:

no

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 107 (Partition Coefficient (n-octanol / water), Shake Flask Method)

Deviations:

no

Qualifier:

equivalent or similar to guideline

Guideline:

EU Method A.8 (Partition Coefficient - Shake Flask Method)

Deviations:

no

GLP compliance:

yes

Type of method:

flask method

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

2.68

Temp.:

23 °C

pH:

> 3.8 - < 5.5

Table 1. Partition coefficient determination

 

Sample Name	Solvent Ratio	Peak Height	HPLC µg/mL	Dilution Factor	Sample µg/mL	Partition Coefficient (P)	logP	Mean logP
6-0764-1X-OCT-BLK 6-0764-1X-H2O-BLK	2.00 10.0	ND ND	NA NA	100 1.00	NA NA	NA	NA	NA
6-0764-1/2X-OCT-1 6-0764-1/2X-H2O-1	1.00 10.0	70821 65574	19.07 3.98	100 1	1907 3.98	479	2.68	2.64
6-0764- 1/2X-OCT-2 6-0764-1/2X-H20-2	1.00 10.0	61835 69165	16.71 4.20	100 1	1671 4.20	398	2.60
6-0764-1X-OCT-1 6-0764-1X-H2O-1	2.00 10.0	36465 33189	10.06 2.03	100 1	1006 2.03	496	2.70	2.72
6-0764-1X-OCT-2 6-0764-1X-H2O-2	2.00 10.0	35168 29842	9.72 1.83	100 1	972 1.83	531	2.73
6-0764-2X-OCT-1 6-0764-2X-H2O1	4.00 10.0	18329 13701	5.31 0.852	100 1	531 0.852	623	2.79	2.68
6-0764-2X-OCT-2 6-0764-2X-H2O-2	4.00 10.0	18396 24021	5.33 1.47	100 1	533 1.47	363	2.56
					Mean	482	2.68	2.68

 

Conclusions:

The log Pow of the test item was determined to be 2.68 at 23 °C.

Executive summary:

A study was conducted in accordance with OPPTS 830.7550, OECD TG 107 and Regulation (EC) No 440/2008 method A.8 to determine the partition coefficient of the test item using the shake flask method. Three volume ratios octanol to water were tested - 2 to 10 mL, 1 to 10 mL and 4 to 10 mL. Appropriate volumes of water, octanol and stock solution were added to six centrifuge tubes. The tubes were gently mixed for 1 h then they were allowed to stand for another 1 h for phase separation. Carefully samples from both phases were taken and the two phases were analysed using HPLC. The partition coefficient of the test item was determined to be 482 and the log Pow was determined as 2.68.

Reference 2

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

2017

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

accepted calculation method

Justification for type of information:

Please refer to the QMRF and QPRF files provided under the section attached justification.

Qualifier:

according to guideline

Guideline:

other: REACH guidance on QSAR R.6

Principles of method if other than guideline:

Estimates the log octanol-water partition coefficient, log KOW, of chemicals using an atom/fragment contribution method.

GLP compliance:

no

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

SMILES: Oc(ccc1N(=O)(=O))cc1C(F)(F)F

Key result

Type:

log Pow

Partition coefficient:

2.87

Temp.:

25 °C

Log Kow(version 1.68 estimate): 2.87

 

SMILES : Oc(ccc1N(=O)(=O))cc1C(F)(F)F

CHEM  : 4-Nitro-3-(trifluoromethyl)phenol

MOL FOR: C7 H4 F3 N1 O3

MOL WT : 207.11

TYPE	NUM	LOGKOW FRAGMENT DESCRIPTION	COEFF	VALUE
Frag	1	C    [aliphatic carbon - No H, not tert]	0.9723	0.9723
Frag	3	-F     [fluorine, aliphatic attach]	-0.0031	-0.0093
Frag	6	Aromatic Carbon	0.2940	1.7640
Frag	1	-OH    [hydroxy, aromatic attach]	-0.4802	-0.4802
Frag	1	-NO2   [nitro, aromatic attach]	-0.1823	-0.1823
Factor	1	Ring reaction -> -NO2 with -OH/amino/azo	0.5777	0.5777
Const		Equation Constant		0.2290

Log Kow  =  2.8712

 

Conclusions:

Using KOWWIN v1.68 the log Pow of the test item was calculated to be 2.87 at 25 °C. Molecular weight within range of training and validation set.

Executive summary:

The logPow was calculated using KOWWIN v1.68 as part of EPISuite v4.11 from US Environmental Protection Agency.

Using KOWWIN v1.68 the log Kow of the test item was calculated to be 2.87 at 25 °C (EPI Suite, 2014).

The adequacy of a prediction depends on the following conditions:

a) the (Q)SAR model is scientifically valid: the scientific validity is established according to the OECD principles for (Q)SAR validation;

b) the (Q)SAR model is applicable to the query chemical: a (Q)SAR is applicable if the query chemical falls within the defined applicability domain of the model;

c) the (Q)SAR result is reliable: a valid (Q)SAR that is applied to a chemical falling within its applicability domain provides a reliable result;

d) the (Q)SAR model is relevant for the regulatory purpose.

 

For assessment and justification of these 4 requirements the QMRF and QPRF files were developed and attached to this study record.

 

Description of the prediction Model

The prediction model was descripted using the harmonised template for summarising and reporting key information on (Q)SAR models. For more details please refer to the attached QSAR Model Reporting Format (QMRF) file. 

 

Assessment of estimation domain

The assessment of the estimation domain was documented in the QSAR Prediction Reporting Format file (QPRF). Please refer to the attached document for the details of the prediction and the assessment of the estimation domain.

Description of key information

The partition coefficient of the test item was determined at 23 °C to be 2.68. This value was supported with a QSAR estimation.

Key value for chemical safety assessment

Log Kow (Log Pow):

2.68

at the temperature of:

23 °C

Additional information

A key study was conducted in accordance with OPPTS 830.7550, OECD TG 107 and Regulation (EC) No 440/2008 method A.8 to determine the partition coefficient of the test item using the shake flask method. Three volume ratios octanol to water were tested - 2 to 10 mL, 1 to 10 mL and 4 to 10 mL. Appropriate volumes of water, octanol and stock solution were added to six centrifuge tubes. The tubes were gently mixed for 1 h then they were allowed to stand for another 1 h for phase separation. Carefully samples from both phases were taken and the two phases were analysed using HPLC. The partition coefficient of the test item was determined to be 482 and the log Pow was determined as 2.68.

As a supporting information a QSAR estimation using KOWWIN v1.68 was performed. The logPow was estimated to be 2.87 at 25 °C.