2,2-bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate]

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

21 August 2015 to 11 September 2015

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Study performed in accordance with OECD, EU & US EPA test guidelines in compliance with GLP and reported with a valid GLP certificate

Reason / purpose for cross-reference:

reference to same study

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

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7570 (Partition Coefficient, n-octanol / H2O, Estimation by Liquid Chromatography)

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:

> 6.5

pH:

7

Remarks on result:

other: Temp. not reported

Details on results:

Calculation method
Calculation of the Pow
The Pow of the test item was calculated to be 1.35 e+27 (log Pow 27.13) using the Rekker calculation method.

Calculation of the pKa
No pKa values for acidic and basic groups in the molecular structure of the test item in the logarithm range of 1 - 14 were calculated.

HPLC Method
In the chromatogram of the test solution, one major peak (peak 10) and several small test item peaks were observed. Peak 10 had a retention time of 7.80 min and was considered 2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate]. One small peak (peak 1) eluting at 0.494 minutes had an area percentage 1.9%, while all other small peaks were below 1% area.
Under the same analytical conditions, the retention time of 4,4’-DDT (log Pow = 6.5) was 0.930 minutes. Hence, it was concluded that the log Pow of 2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate] was > 6.5 (Pow > 3.16 E+6).

Conclusions:

The Pow and log Pow values of the test item at neutral pH were:
>3.16 e+6 (Pow)
>6.5 (log Pow)

Executive summary:

The HPLC method was applied for the determination of the partition coefficient (Pow) of 2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate] .

 

The study was performed in accordance with the following guidelines:

European Community (EC), EC no. 440/2008, Part A: Methods for the Determination of Physico-Chemical Properties, Guideline A.8: “Partition Coefficient”, Official Journal of the European Union no. L142, May 31, 2008.

Organization for Economic Co-operation and Development (OECD), OECD Guidelines for the Testing of Chemicals no. 117: "Partition Coefficient (n-octanol/water), High Performance Liquid Chromatography (HPLC) Method", April 13, 2004.

United States Environmental Protection Agency (EPA), Product Properties Test Guidelines no. OPPTS 830.7570: "Partition Coefficient (n-octanol/water), Estimation by Liquid Chromatography", August 1996.

 

The calculation method was used for a preliminary estimation of the P_owof the test item. Calculation was performed using the Rekker calculation method (PrologP 6.0, module in Pallas 3.0, CompuDrug International, San Francisco, CA, USA). Based on the calculation it was decided to perform the HPLC method for an accurate determination of the P_ow.

 

The P_owof the test item was calculated to be 1.35 x 10²⁷(log Pow 27.13) using the Rekker calculation method.

 

In the chromatogram of the test solution, one major peak (peak 10) and several small test item peaks were observed. Peak 10 had a retention time of 7.80 min and was considered 2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate]. One small peak (peak 1) eluting at 0.494 minutes had an area percentage 1.9%, while all other small peaks were below 1% area.

 

The P_owand log P_owvalues of the test item at neutral pH were:

	Pow	Log Pow	Area %
TS206633_peak 1   2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate]	<3.16 x 10^6   >3.16 x 10^6	<6.5   >6.5	1.9   98

 

Description of key information

Key value determined in GLP accredited laboratory study using HPLC method in accordance with OECD Guideline 117, EU Method A.8 and US EPA Procedure 830.7570.

Key value for chemical safety assessment

Log Kow (Log Pow):

6.5

at the temperature of:

35 °C

Additional information

The HPLC method was applied for the determination of the partition coefficient (Pow) of 2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate] .

 

The calculation method was used for a preliminary estimation of the P_owof the test item. Calculation was performed using the Rekker calculation method (PrologP 6.0, module in Pallas 3.0, CompuDrug International, San Francisco, CA, USA). Based on the calculation it was decided to perform the HPLC method for an accurate determination of the P_ow.

 

The P_owof the test item was calculated to be 1.35 x 10²⁷(log Pow 27.13) using the Rekker calculation method.

 

In the chromatogram of the test solution, one major peak (peak 10) and several small test item peaks were observed. Peak 10 had a retention time of 7.80 min and was considered 2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate]. One small peak (peak 1) eluting at 0.494 minutes had an area percentage 1.9%, while all other small peaks were below 1% area.

 

The P_owand log P_owvalues of the test item at neutral pH were:

	Pow	Log Pow	Area %
TS206633_peak 1   2,2-Bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diyl bis[3-(dodecylthio)propionate]	<3.16 x 10^6   >3.16 x 10^6	<6.5   >6.5	1.9   98