Octanoic acid, compound with dicyclohexylamine (1:1)

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2017

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 adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
EPI Suite v4.11 Estimation Programs Interface Suite™ for Microsoft® Windows v 4.11. US EPA, United States Environmental Protection Agency, Washington, DC, USA.

2. MODEL (incl. version number)
KOCWIN v2.00

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
N(C(CCCC1)C1)C(CCCC2)C2

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
The following table gives statistical information for the MCI (Molecular Connectivity Index, first-order) training and validation Datasets. The statistics pertain to the experimental log Koc and the MCI estimated log Koc:
MCI Methodology

Training Training Validation
No Corrections with Corrections Data set

number 69 447 158
r2corr coef 0.967 0.900 0.850
std deviation 0.247 0.340 0.583
avg deviation 0.199 0.273 0.459
The following table gives statistical information for the log Kow-based regression: training and validation sets. The statistics pertain to the experimental log Koc and the Log Kow estimated log Koc:
Log Kow Methodology

Training Training Validation
No Corrections with Corrections Data set

number 68 447 150 **
r2corr coef 0.877 0.855 0.778
std deviation 0.478 0.396 0.679
avg deviation 0.371 0.307 0.494



5. APPLICABILITY DOMAIN
Currently there is no universally accepted definition of model domain. Following minimum and maximum values for molecular weight are given:
Training Set Molecular Weights:
Minimum MW: 32.04
Maximum MW: 665.02
Average MW: 224.4
Validation Molecular Weights:
Minimum MW: 73.14
Maximum MW: 504.12
Average MW: 277.8

6. ADEQUACY OF THE RESULT
The substance dicyclohexylamine falls within the applicability domain described above and, therefore, the predicted value can be considered reliable.

Qualifier:

according to guideline

Guideline:

other: Guidance on information requirements and chemical safety assessment, Chapter R.6: QSARs and grouping of chemicals, ECHA

Deviations:

not applicable

Principles of method if other than guideline:

Software used: EPISuite v4.11
Model used: KOCWIN v2.00, MCI based method

GLP compliance:

no

Type of method:

other: adsorption modelling

Media:

other: not applicable

Details on study design: HPLC method:

Estimation software: EPISuite v 4.11, KOCWIN v2.00, MCI based method

Key result

Sample No.:

#1

Type:

Koc

Value:

173.3 L/kg

Temp.:

25 °C

Remarks on result:

other: MCI based method

Key result

Sample No.:

#1

Type:

log Koc

Value:

2.239 dimensionless

Temp.:

25 °C

Remarks on result:

other: MCI based method

Key result

Sample No.:

#1

Type:

Koc

Value:

423.8 L/kg

Temp.:

25 °C

Remarks on result:

other: log kow method

Key result

Sample No.:

#1

Type:

log Koc

Value:

2.63 dimensionless

Temp.:

25 °C

Remarks on result:

other: log kow method

Details on results (HPLC method):

Estimation software: EPISuite v 4.11, KOCWIN v2.00, MCI based method

SMILES : N(C(CCCC1)C1)C(CCCC2)C2

CHEM  : Cyclohexanamine, N-cyclohexyl-

MOL FOR: C12 H23 N1

MOL WT : 181.32

--------------------------- KOCWIN v2.00 Results ---------------------------

 

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index ........... : 6.449

        Non-Corrected Log Koc (0.5213 MCI + 0.60) .......... : 3.9619

        Fragment Correction(s):

                 2  Nitrogen-to-Cycloalkane (aliphatic) ... : -1.7232

        Corrected Log Koc .................................. : 2.2387

 

                        Estimated Koc: 173.3 L/kg  <===========

Koc Estimate from Log Kow:

 -------------------------

        Log Kow (Kowwin estimate) ......................... : 4.37

        Non-Corrected Log Koc (0.55313 logKow + 0.9251) .... : 3.3423

        Fragment Correction(s):

                 2  Nitrogen-to-Cycloalkane (aliphatic) ... : -0.7151

        Corrected Log Koc .................................. : 2.6272

 

                        Estimated Koc: 423.8 L/kg  <===========

Validity criteria fulfilled:

not applicable

Conclusions:

It can be concluded that dicyclohexylamine has a low Koc and is weakly sorbed and is therefore mobile in soil. The KOC value of 173,3 l/kg derived with EPISuite™, based on the MCI-model can be considered reliable for both modelling and environmental fate assessments.

Executive summary:

The adsorption coeffcient log Koc of dicylohexylamine was determined by a non-experimental calculation method.

Dicyclohexylamine is a slightly water soluble, organic substance.

As a slightly polar substance, it is expected that dicyclohexylamine would not strongly adsorb to organic matter in soil to an appreciable extent.

This is confirmed by the estimated KOC values of 173.3 (MCI method) and 423.8 l/kg (log Kow method).

According to the EPI SUITE User's Guide, the MCI methodology is somewhat more accurate than the Log Kow methodology, although both methods yield good results.

For risk assessment purposes the calculated Koc of 173.3 l/kg is used.

Reference 2

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

2017

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 adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
EPI Suite v4.11 Estimation Programs Interface Suite™ for Microsoft® Windows v 4.11. US EPA, United States Environmental Protection Agency, Washington, DC, USA.
2. MODEL (incl. version number)
KOCWIN v2.00
3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
O=C(O)CCCCCCC
4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
The following table gives statistical information for the MCI (Molecular Connectivity Index, first-order) training and validation Datasets. The statistics pertain to the experimental log Koc and the MCI estimated log Koc:
MCI Methodology

Training Training Validation
No Corrections with Corrections Data set

number 69 447 158
r2corr coef 0.967 0.900 0.850
std deviation 0.247 0.340 0.583
avg deviation 0.199 0.273 0.459
The following table gives statistical information for the log Kow-based regression: training and validation sets. The statistics pertain to the experimental log Koc and the Log Kow estimated log Koc:
Log Kow Methodology

Training Training Validation
No Corrections with Corrections Data set

number 68 447 150 **
r2corr coef 0.877 0.855 0.778
std deviation 0.478 0.396 0.679
avg deviation 0.371 0.307 0.494



5. APPLICABILITY DOMAIN
Currently there is no universally accepted definition of model domain. Following minimum and maximum values for molecular weight are given:
Training Set Molecular Weights:
Minimum MW: 32.04
Maximum MW: 665.02
Average MW: 224.4
Validation Molecular Weights:
Minimum MW: 73.14
Maximum MW: 504.12
Average MW: 277.8

6. ADEQUACY OF THE RESULT
The substance octanoic acid falls within the applicability domain described above and, therefore, the predicted value can be considered reliable.

Qualifier:

according to guideline

Guideline:

other: Guidance on information requirements and chemical safety assessment, Chapter R.6: QSARs and grouping of chemicals, ECHA

Deviations:

not applicable

Principles of method if other than guideline:

Software used: EPISuite v4.11
Model used: KOCWIN v2.00, MCI based method

GLP compliance:

no

Type of method:

other: QSAR

Media:

other: not applicable

Test temperature:

not applicable

Details on study design: HPLC method:

not applicable

Analytical monitoring:

not required

Details on sampling:

not applicable

Details on matrix:

not applicable

Details on test conditions:

not applicable

Computational methods:

not applicable

Key result

Sample No.:

#1

Type:

Koc

Value:

28.94 L/kg

Temp.:

25 °C

Remarks on result:

other: MCI method

Key result

Sample No.:

#1

Type:

log Koc

Value:

1.46 dimensionless

Temp.:

25 °C

Remarks on result:

other: MCI method

Key result

Sample No.:

#1

Type:

log Koc

Value:

1.84 dimensionless

Temp.:

25 °C

Remarks on result:

other: log Kow method

Key result

Sample No.:

#1

Type:

Koc

Value:

69.63 L/kg

Temp.:

25 °C

Remarks on result:

other: log Kow method

Details on results (HPLC method):

not applicable

Adsorption and desorption constants:

not applicable

Recovery of test material:

not applicable

Concentration of test substance at end of adsorption equilibration period:

not applicable

Concentration of test substance at end of desorption equilibration period:

not applicable

Details on results (Batch equilibrium method):

not applicable

Statistics:

not applicable

SMILES : O=C(O)CCCCCCC

CHEM   : Octanoic acid

MOL FOR: C8 H16 O2

                Koc may be sensitive to pH!

---------------------------  KOCWIN v2.00 Results  ---------------------------

 Koc Estimate from MCI:

 ---------------------

        First Order Molecular Connectivity Index  ........... :  4.770

        Non-Corrected Log Koc (0.5213 MCI + 0.60)  .......... :  3.0864

        Fragment Correction(s):

                 *   Organic Acid  (-CO-OH)  ...............  : -1.6249

        Corrected Log Koc  .................................. :  1.4616

                        Estimated Koc:  28.94  L/kg   <===========

 Koc Estimate from Log Kow:

 -------------------------

        Log Kow  (experimental DB)  ......................... :  3.05

        Non-Corrected Log Koc (0.55313 logKow + 0.9251)  .... :  2.6121

        Fragment Correction(s):

                 *   Organic Acid  (-CO-OH)  ...............  : -0.7694

        Corrected Log Koc  .................................. :  1.8428

                        Estimated Koc:  69.63  L/kg   <===========

 

Validity criteria fulfilled:

not applicable

Conclusions:

The adsorption coeffcient log Koc of octanoic acid was determined by a non-experimental calculation method.
In aqueous systems Octanoic acid, compound with N-cyclohexylcyclohexanamine (1:1) is hydrolytically very unstable so that in aqueous solution a rapid decomposition to the educts can be observed.The substance will rapidly dissociate to octanoic acid and dicyclohexylamine.
Octanoic acid is a slightly water soluble, organic substance.
As a slightly polar substance, it is expected that octanoic acid would not strongly adsorb to organic matter in soil to an appreciable extent.
This is confirmed by the estimated KOC values of 28.94 (MCI method) and 69,63 l/kg (log Kow method).
According to the EPI SUITE User's Guide, the MCI methodology is somewhat more accurate than the Log Kow methodology, although both methods yield good results.
For risk assessment purposes the calculated Koc of 28.94 l/kg is used.

Executive summary:

The adsorption coeffcient log Koc of octanoic acid was determined by a non-experimental calculation method.

In aqueous systems Octanoic acid, compound with N-cyclohexylcyclohexanamine (1:1) is hydrolytically very unstable so that in aqueous solution a rapid decomposition to the educts can be observed.The substance will rapidly dissociate to octanoic acid and dicyclohexylamine.

Octanoic acid is a slightly water soluble, organic substance.

As a slightly polar substance, it is expected that octanoic acid would not strongly adsorb to organic matter in soil to an appreciable extent.

This is confirmed by the estimated KOC values of 28.94 (MCI method) and 69,63 l/kg (log Kow method).

According to the EPI SUITE User's Guide, the MCI methodology is somewhat more accurate than the Log Kow methodology, although both methods yield good results.

For risk assessment purposes the calculated Koc of 28.94 l/kg is used.

Description of key information

In aqueous systems Octanoic acid, compound with dicyclohexylamine (1:1) is hydrolytically very unstable so that in aqueous solution a rapid decomposition to the educts can be observed.The substance will rapidly dissociate to octanoic acid and dicyclohexylamine.

The adsorption coeffcients log Koc of octanoic acid and dicyclohexylamine were determined by a non-experimental calculation method as 28.94 and 173.3 l/kg. For risk assessment purposes the higher value of 173.3 l/kg is used.

Key value for chemical safety assessment

Koc at 20 °C:

173.3

Additional information

[LogKoc: 2.24]