1-hydroxyoctan-2-one

Water solubility

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2018

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Principles of method if other than guideline:

The test is conducted in accordance with the procedure described in EU Regulation (EC) 440/2008, Annex Part A test A.6 and OECD Test Guideline 105.

Approximately 600 mg of support material is weighed and transferred to a 50 ml roundbottom flask. A suitable weighed amount of test substance is dissolved in the chosen solvent. An appropriate amount of this solution is added to the support material. The solvent is then completely evaporated, e.g. in a rotary evaporator; otherwise water saturation of the support is not achieved due to partition effects on the surface of the support material. The loaded support material is allowed to soak for about two hours in approximately 5 ml of water and then the suspension is added to the micro column. Alternatively, dry loaded support material may be poured into the micro column, which has been filled with water, and then equilibrated for approximately two hours.

The flow through the column is started. A flow rate of approximately 25 ml/hr is generally used (this corresponds to 10 bed volumes/hr for the column described). The first five bed volumes (minimum) are then discarded to remove water-soluble impurities. Following this the re-circulating pump is allowed to run until equilibration is established, as defined by five successive samples whose concentrations do not differ by more than ± 30 % in a random fashion. These samples should be separated from each other by time intervals corresponding to the passage of at least 10 bed volumes of the eluent.

The mean value from at least five consecutive samples, taken from the saturation plateau, is calculated for each run and the standard deviation. The results are given in units of mass per volume of the solution. The mean values from two tests using different flows are compared and should have a repeatability of less than 30 %.

GLP compliance:

yes (incl. QA statement)

Type of method:

column elution method

Key result

Water solubility:

9.22 g/L

Conc. based on:

test mat.

Temp.:

18 °C

pH:

3.1

Details on results:

At a concentration of 9.2 g/L the pH of aqueous solution of 1-hydroxyoctan-2-one was measured to be 3.1-3.2.

Conclusions:

Experimental water solubility of 1-hydroxyoctan-2-one was determined to be 9.22 g/L (mean of 3 runs).

Executive summary:

Experimental water solubility of 1-hydroxyoctan-2-one was determined to be 9.22 g/L (mean of 3 runs).

Reference 2

Endpoint:

water solubility

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

August 2018

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Justification for type of information:

Results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Qualifier:

no guideline followed

Principles of method if other than guideline:

WATERNT uses a "fragment constant" methodology to predict water solubility.  In a "fragment constant" method, a structure is divided into fragments (atom or larger functional groups) and coefficient values of each fragment or group are summed together to yield the solubility estimate.   We call WATERNT’s methodology the Atom/Fragment Contribution (AFC) method.  Coefficients for individual fragments and groups in WATERNT were derived by multiple regression of 1000 reliably measured water solubility values.

The exact same methodology is used in the KOWWIN Program (estimation of octanol water partition coefficient ... see the Meylan and Howard (1995) journal article and the KOWWIN Help file for a more complete description of KOWWIN’s methodology).

To estimate water solubility, WATERNT initially separates a molecule into distinct atom/fragments.  In general, each non-hydrogen atom (e.g. carbon, nitrogen, oxygen, sulfur, etc.) in a structure is a "core" for a fragment; the exact fragment is determined by what is connected to the atom.  Several functional groups are treated as core "atoms"; these include carbonyl (C=O), thiocarbonyl (C=S), nitro (-NO2), nitrate (ONO2), cyano (-C/N), and isothiocyanate (-N=C=S).  Connections to each core "atom" are either general or specific; specific connections take precedence over general connections.

GLP compliance:

no

Key result

Water solubility:

1.7 g/L

Conc. based on:

test mat.

Temp.:

20 °C

pH:

7

Conclusions:

The water solubility was predicted to be 1.7 g/L which is in good agreement with the experimentally determined value of 9.2 g/L

Executive summary:

The US EPA EPI Suite QSAR model software package (WATERNT v1.01) was used to predict the water solubility of 1-hydroxyoctan-2-one.

The following SMILES string was used as input to the model:

CCCCCCC(CO)=O

The water solubility was predicted to be 1.7 g/L which is in good agreement with the experimentally determined value of 9.2 g/L

Reference 3

Endpoint:

water solubility

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

August 2018

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Justification for type of information:

Results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Qualifier:

no guideline followed

Principles of method if other than guideline:

WSKOWWIN estimates water solubility for any compound with one of two possible equations. The equations are:

    log S (mol/L)  =  0.796 - 0.854 log Kow - 0.00728 MW + ΣCorrections

    log S (mol/L)  =  0.693 - 0.96 log Kow - 0.0092(Tm-25) - 0.00314 MW + ΣCorrections

(where MW is molecular weight, Tm is melting point (MP) in deg C [used only for solids]) ... Summation of Corrections (ΣCorrections) are applied as described in Appendix E of the WSKOWWIN user guide.   When a measured MP is available, that equation is used; otherwise, the equation with just MW is used.

GLP compliance:

no

Key result

Water solubility:

1.7 g/L

Conc. based on:

test mat.

Temp.:

20 °C

pH:

7

Conclusions:

The water solubility was predicted to be 9.7 g/L which is in excellent agreement with the experimentally determined value of 9.2 g/L

Executive summary:

The US EPA EPI Suite QSAR model software package (WSKOWWIN v1.42) was used to predict the water solubility of 1-hydroxyoctan-2-one.

The following SMILES string was used as input to the model:

CCCCCCC(CO)=O

The water solubility was predicted to be 9.7 g/L which is in excellent agreement with the experimentally determined value of 9.2 g/L

Description of key information

Experimental Study

In a GLP study conducted in accordance with OECD 105 the water solubility of 1 -hydroxyoctan-2 -one was determined to be 9.2 g/L (mean of 3 runs).

WATERNT QSAR Study 1

The US EPA EPI Suite QSAR model software package (WATERNT v1.01) was used to predict the water solubility of 1-hydroxyoctan-2-one. The water solubility was predicted to be 1.7 g/L which is in good agreement with the experimentally determined value of 9.2 g/L

WSKOWWIN QSAR Study 2

The US EPA EPI Suite QSAR model software package (WSKOWWIN v1.42) was used to predict the water solubility of 1-hydroxyoctan-2-one. The water solubility was predicted to be 9.7 g/L which is in excellent agreement with the experimentally determined value of 9.2 g/L

Key value for chemical safety assessment

Water solubility:

9.22 g/L

at the temperature of:

18 °C