Bis(hydroxyethyl)methyloleylammonium chloride

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

supporting study

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:

The adsorption / desorption potential of bis(2-hydroxyethyl)oleylmethylammonium chloride, CAS number 18448-65-2, EC Number 242 -332 -0, was estimated using KOCWIN v2.00, [EPI Suite version 4.11].

Qualifier:

according to guideline

Guideline:

other: QSAR

Version / remarks:

The adsorption / desorption potential of bis(2-hydroxyethyl)oleylmethylammonium chloride, CAS number 18448-65-2, EC Number 242 -332 -0, was estimated using KOCWIN v2.00, [EPI Suite version 4.11].

Principles of method if other than guideline:

The adsorption / desorption potential of bis(2-hydroxyethyl)oleylmethylammonium chloride, CAS number 18448-65-2, EC Number 242 -332 -0, was estimated using KOCWIN v2.00, [EPI Suite version 4.11].

GLP compliance:

no

Type of method:

other: QSAR

Radiolabelling:

no

Analytical monitoring:

not required

Key result

Sample No.:

#1

Type:

Koc

Value:

7 437 L/kg

Remarks on result:

other: QSAR

Remarks:

MCI Method

Key result

Sample No.:

#1

Type:

log Koc

Value:

3 871 dimensionless

Remarks on result:

other: QSAR

Remarks:

MCI Method

Key result

Sample No.:

#2

Type:

Koc

Value:

22.29 L/kg

Remarks on result:

other: QSAR

Remarks:

Kow Method

Key result

Sample No.:

#2

Type:

log Koc

Value:

1.348 dimensionless

Remarks on result:

other: QSAR

Remarks:

Kow method

Conclusions:

The adsorption / desporttion coefficients were estimated to be :-

Koc : 7437 L/kg (MCI method)
Log Koc: 3.871 (MCI method)
Koc : 22.29 L/kg (Kow method)
Log Koc: 1.348 (Kow method)

Executive summary:

The adsorption / desorption potential of bis(2-hydroxyethyl)oleylmethylammonium chloride, CAS number 18448-65-2, EC Number 242 -332 -0, was estimated using KOCWIN v2.00, [EPI Suite version 4.11].

The study was assigned a reliability score of 2 in accordance with the criteria for assessing data quality set forth by Klimisch et al. (1997).

The adsorption / desporttion coefficients were estimated to be :-

Koc    :  7437  L/kg (MCI method)

Log Koc:  3.871       (MCI method)

Koc    :  22.29  L/kg (Kow method)

Log Koc:  1.348       (Kow method)

Reference 2

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2012

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: A well conducted GLP study. Study performed according to OECD 106 the results are robust and reliable.

Qualifier:

according to guideline

Guideline:

OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method)

Deviations:

yes

Remarks:

Three soils used instead of five

GLP compliance:

yes

Type of method:

batch equilibrium method

Media:

soil

Radiolabelling:

no

Test temperature:

20 °C

Analytical monitoring:

yes

Details on sampling:

The preliminary test to determine the equilibrium time showed that equilibrium is reached within 24 hours for the Speyer 2.2 soil. There are only minor changes between the 3 and 24 hours samples. The adsorption to Speyer 2.2 was around 60% after 24 hours. The equilibrium is faster for the Speyer 6S soil, with an initial adsorption at 90% and only small changes were observed for the aqueous concentrations. Based on these results, an equilibrium time of 24 hours was applied for the definitive test. The measured equilibrium concentrations in the water phase had an average in the range 157 – 1055 µg/L and it was decided to lower the starting concentration to 0.1 mg/L.
The final sorption test was performed for 24 hours followed by a 48 hours desorption test

Details on matrix:

Name Speyer standard soil type 2.2 (Sp2.2 1109)
Location "Grosser Striet", Nr.585, Hanhofen, Rheinland-Pfalz, Germany
Sampling date 2009.03.12
Received from Landwirtschaftliche Untersuchungs- und Forschungsanstalt Speyer, Obere Langgasse 40, 67346 Speyer, Germany
Sieved/air dried on March 23, 2009 by the supplier
Storage Received on March 30, 2009 from Speyer and further air dried on April 16, 2009 by Analytical Center. Stored at ambient temperature.
Texture (USDA) Loamy sand
pH (0.01 M CaCl2) 5.4 ± 0.1
Organic carbon (%) 2.16 ± 0.40
Particle size distribution % clay (< 2 µm) 6.4 ± 0.9
(USDA) % silt (2-50 µm) 12.2 ± 0.6
% sand (50-2000 µm) 81.4 ± 1.2
CEC (meq/100g) 10 ± 1
Water holding capacity (%) 48.2 ± 5.0

Name Eurosoil 4. Certified Reference Material IRMM-443-4. No 0034 (IRMM - Institute for Reference Materials and Measurements)
Location Data can be obtained from IRMM
Sampling date Data can be obtained from IRMM
Received from EC-JRC-IRMM, Unit for Reference Materials, Retieseweg 111, 2440 Geel, Belgium
Sieved/air dried on Data can be obtained from IRMM
Storage Received on March 17, 2009 from LGC Standards . Stored at ambient temperature.
Texture (USDA) Silt
pH (0.01 M CaCl2) 6.8 ± 0.6
Organic carbon (%) 1.31
Particle size distribution % clay (< 2 µm) 20.3
(USDA) % silt (2-50 µm) 75.7
% sand (50-2000 µm) 4.1
CEC (meq/100g) 17.3
Water holding capacity (%) Data can be obtained from IRMM

Name Speyer standard soil type 6S (Speyer 6S 0809)
Location "In der unteren Hohnert", Nr.3412, Siebeldingen, Rheinland-Pfalz, Germany
Sampling date 2009-02-18
Received from Landwirtschaftliche Untersuchungs- und Forschungsanstalt Speyer, Obere Langgasse 40, 67346 Speyer, Germany
Sieved/air dried on February 26, 2009 by the supplier
Storage Received on March 30, 2009 from Speyer and further air dried on April 16, 2009 by Analytical Center. Stored at ambient temperature.
Texture (USDA) Clay
pH (0.01 M CaCl2) 7.2 ± 0.1
Organic carbon (%) 1.75 ± 0.11
Particle size distribution % clay (< 2 µm) 42.1 ± 1.8
(USDA) % silt (2-50 µm) 36.0 ± 2.3
% sand (50-2000 µm) 21.9 ± 1.6
CEC (meq/100g) 22 ± 6
Water holding capacity (%) 40.7 ± 5.0

Details on test conditions:

The samples were placed on a shaker at 20 ± 1°C in the dark. At the adsorption sampling times 3, 6 and 24 hours, the centrifuge tubes were removed from the shaker and were centrifuged for 5 minutes at 3000 g. A 0.5 mL aliquot of the supernatant was taken from each sample (including blanks) and were transferred to HPLC vials containing 0.5 mL of leaching solution (magnesium chloride dissolved in methanol/2-propanol, see LCMS method) with internal standard and analysed by LCMS according to Analytical Center method 09 AM 0022-1, “Determination of Cocobis (2-hydroxyethyl) methylammonium chloride in water and vegetable oil by LCMS”. Direct after sampling, pH was measured in the supernatant in the 24 hrs samples.

Computational methods:

All calculations are based on formulas given in OECD Guideline 106.
All calculations were performed with non-rounded values. Rounded numbers are presented in the tables.

Key result

Sample No.:

#1

Type:

Kd

Value:

377 dimensionless

Temp.:

20 °C

% Org. carbon:

ca. 2.16

Remarks on result:

other: Speyer 2.2

Key result

Sample No.:

#2

Type:

Kd

Value:

2 003 dimensionless

Temp.:

20 °C

% Org. carbon:

ca. 1.31

Remarks on result:

other: Eurosoil 4

Key result

Sample No.:

#3

Type:

Kd

Value:

5 863 dimensionless

Temp.:

20 °C

% Org. carbon:

ca. 1.75

Remarks on result:

other: Speyer 6S

Key result

Sample No.:

#1

Type:

other: Kdes

Value:

ca. 650 dimensionless

Temp.:

20 °C

% Org. carbon:

ca. 2.16

Remarks on result:

other: Speyer 2.2

Key result

Sample No.:

#2

Type:

other: Kdes

Value:

ca. 3 900 dimensionless

Temp.:

20 °C

% Org. carbon:

ca. 1.31

Remarks on result:

other: Eurosoil 4

Key result

Sample No.:

#3

Type:

other: Kdes

Value:

ca. 19 000

Temp.:

20 °C

% Org. carbon:

ca. 1.75

Remarks on result:

other: Speyer 6S

Adsorption and desorption constants:

Kd 377 20 °C ca. 2.16 Speyer 2.2
Kd 2003 20 °C ca. 1.31 Eurosoil 4
Kd 5863 20 °C ca. 1.75 Speyer 6S
Koc ca. 16000 20 °C ca. 2.16 Speyer 2.2
Koc ca. 150000 20 °C ca. 1.31 Eurosoil 4
Koc ca. 3200000 20 °C ca. 1.75 Speyer 6S
other: Kdes ca. 650 20 °C ca. 2.16 Speyer 2.2
other: kdes ca. 3900 20 °C ca. 1.31 Eurosoil 4
other: Kdes ca. 19000 20 °C ca. 1.75 Speyer 6S

Recovery of test material:

Replicate C12 (%) C14 (%) C16 (%) Total recovery (%)
A 92 75 56 84
B 96 80 65 89
C 92 79 56 85

The adsorption / desorption potential of the test substance, Quaternary ammonium compounds, C12-18-alkylbis(hydroxyethyl)methyl, chlorides, CAS Number 71808 -53 -2, EC Number 276 -038 -9) was investigated in a study conducted according to OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method).

The study was assigned a reliability score of 1 in accordance with the criteria for assessing data quality set forth by Klimisch et al. (1997).

This substance is considered to be close enough in structural integrity to the target substance, bis(2 -hydroxyethyl)oleylmethylammonium chloride, CAS Number 18448 -65 -2, EC Number 242 -332 -0, so as to justify valid read-across.

The preliminary test to determine the equilibrium time showed that equilibrium is reached within 24 hours for the2.2 soil. There are only minor changes between the 3 and 24 hours samples. The adsorption to2.2 was around 60% after 24 hours. The equilibrium is faster for the6S soil, with an initial adsorption at 90% and only small changes were observed for the aqueous concentrations. Based on these results, an equilibrium time of 24 hours was applied for the definitive test. The measured equilibrium concentrations in the water phase had an average in the range 157 – 1055 µg/L and it was decided to lower the starting concentration to 0.1 mg/L.

The final sorption test was performed for 24 hours followed by a 48 hours desorption test. The observed K_dvalues in the preliminary and final sorption test agree well. K_dfor2.2 is 0.14*10³in the preliminary test and 0.38*10⁴in the final sorption test, a difference of a factor of approximately 2.7. The K_dfor6S are 0.95*10³and 5.9*10³for the preliminary and final sorption test, respectively.

The recovery for the control sample in the final sorption test was around 86%. The recovery of the individual components varies between 59% to 93%.

The results are calculated as a sum for all three components (C12, C14 and C16) individual contribution to the total amount test substance adsorbed and desorbed. When these results achieved with different soils are compared (Table 7), it can be noticed that the K_dand K_occorrelates with CEC, pH and clay content, while the organic carbon content of the soils not seems to have a major impact on the adsorption of the substance to the soils.

The same conclusions came be drawn from the results of the desorption coefficient K_des.

Validity criteria fulfilled:

yes

Conclusions:

In a GLP study performed according to OECD 106 the kd was determined to 377, 2003 and 5863 for Speyer 2.2, Eurosoil 4 and Sopeyer 6S respectively.

Executive summary:

The adsorption / desorption potential the test substance, Quaternary ammonium compounds, C12-18-alkylbis(hydroxyethyl)methyl, chlorides, CAS Number 71808 -53 -2, EC Number 276 -038 -9 was investigated in a study conducted according to OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method).

The study was assigned a reliability score of 2 in accordance with the criteria for assessing data quality set forth by Klimisch et al. (1997).

This substance is considered to be close enough in structural integrity to the target substance, bis(2 -hydroxyethyl)oleylmethylammonium chloride, CAS Number 18448 -65 -2, EC Number 242 -332 -0, so as to justify valid read-across.

The preliminary test to determine the equilibrium time showed that equilibrium is reached within 24 hours for the 2.2 soil. There are only minor changes between the 3 and 24 hours samples. The adsorption to 2.2 was around 60% after 24 hours. The equilibrium is faster for the 6S soil, with an initial adsorption at 90% and only small changes were observed for the aqueous concentrations. Based on these results, an equilibrium time of 24 hours was applied for the definitive test. The measured equilibrium concentrations in the water phase had an average in the range 157 – 1055 µg/L and it was decided to lower the starting concentration to 0.1 mg/L.

The final sorption test was performed for 24 hours followed by a 48 hours desorption test. The observed K_dvalues in the preliminary and final sorption test agree well. K_dfor2.2 is 0.14*10³in the preliminary test and 0.38*10⁴in the final sorption test, a difference of a factor of approximately 2.7. The K_dfor6S are 0.95*10³and 5.9*10³for the preliminary and final sorption test, respectively.

The recovery for the control sample in the final sorption test was around 86%. The recovery of the individual components varies between 59% to 93%.

The results are calculated as a sum for all three components (C12, C14 and C16) individual contribution to the total amount test substance adsorbed and desorbed. When these results achieved with different soils are compared (Table 7), it can be noticed that the K_dand K_occorrelates with CEC, pH and clay content, while the organic carbon content of the soils not seems to have a major impact on the adsorption of the substance to the soils.

The same conclusions came be drawn from the results of the desorption coefficient K_des.

Description of key information

Two studies are presented, one (key study) from a read-across substance and the second is a QSAR estimate.

1. The adsorption / desorption potential the test substance, Quaternary ammonium compounds, C12-18-alkylbis(hydroxyethyl)methyl, chlorides, CAS Number 71808 -53 -2, EC Number 276 -038 -9 was investigated in a study conducted according to OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method).

This substance is considered to be close enough in structural integrity to the target substance, bis(2 -hydroxyethyl)oleylmethylammonium chloride, CAS Number 18448 -65 -2, EC Number 242 -332 -0, so as to justify valid read-across.

The preliminary test to determine the equilibrium time showed that equilibrium is reached within 24 hours for the 2.2 soil. There are only minor changes between the 3 and 24 hours samples. The adsorption to 2.2 was around 60% after 24 hours. The equilibrium is faster for the 6S soil, with an initial adsorption at 90% and only small changes were observed for the aqueous concentrations. Based on these results, an equilibrium time of 24 hours was applied for the definitive test. The measured equilibrium concentrations in the water phase had an average in the range 157 – 1055 µg/L and it was decided to lower the starting concentration to 0.1 mg/L.

The final sorption test was performed for 24 hours followed by a 48 hours desorption test. The observed K_dvalues in the preliminary and final sorption test agree well. K_d for 2.2 is 0.14*10³in the preliminary test and 0.38*10⁴in the final sorption test, a difference of a factor of approximately 2.7. The K_d for 6S are 0.95*10³and 5.9*10³for the preliminary and final sorption test, respectively.

The recovery for the control sample in the final sorption test was around 86%. The recovery of the individual components varies between 59% to 93%.

The results are calculated as a sum for all three components (C12, C14 and C16) individual contribution to the total amount test substance adsorbed and desorbed. When these results achieved with different soils are compared (Table 7), it can be noticed that the K_dand K_occorrelates with CEC, pH and clay content, while the organic carbon content of the soils not seems to have a major impact on the adsorption of the substance to the soils.

The same conclusions came be drawn from the results of the desorption coefficient K_des.

The Kd values are in the range  of 377 - 5863 L/kg for three different soils.  The mean value 2748 L/kg is used for risk assessment purposes. Because the sorption to soil or sediment is more related to the cation exchange capacity than to the organic matter content of the soil or sediment there is no use to make the Kd soil independent by calculating a Koc. These Kd values can directly be used in risk assessment only for the removal via sorption in a STP where sorption to sludge is different than to soil and sediment, a surrogate Koc of 54953 L/Kg is considered to be representative.

Koc @ 20 degrees C 54 953

Log Koc @ 20 degrees C 4.7

2. The adsorption / desorption potential of bis(2-hydroxyethyl)oleylmethylammonium chloride, CAS number 18448-65-2, EC Number 242 -332 -0, was estimated using KOCWIN v2.00, [EPI Suite version 4.11].

The adsorption / desporttion coefficients were estimated to be :-

Koc    :  7437  L/kg (MCI method)

Log Koc:  3.871       (MCI method)

Koc    :  22.29  L/kg (Kow method)

Log Koc:  1.348       (Kow method)

Key value for chemical safety assessment

Koc at 20 °C:

54 953

Other adsorption coefficients

Type:

log Kp (solids-water in soil)

Value in L/kg:

3.439

at the temperature of:

21 °C

Other adsorption coefficients

Type:

log Kp (solids-water in sediment)

Value in L/kg:

3.439

at the temperature of:

21 °C

Other adsorption coefficients

Type:

log Kp (solids-water in suspended matter)

Value in L/kg:

3.74

at the temperature of:

21 °C

Additional information

The distribution of quaternary ammonium compounds, C12 -18 -alkylbis(hydroxyethyl) methyl, chlorides between soil and water was experimentally determined for three soils according to the batch equilibrium method (OECD TG 106, GLP, reliability 1). This method is considered particularly suitable for surfactants. A selection of three standard soils was used representing a range of OC% and pH. It turned out that the OC% of the soils was not the determining characteristic for the extent of sorption.

The Kd was reported to be 377, 2003 and 5863 L/kg for Speyer 2.2 (loamy sand), Eurosoil 4 ((silt) and Speyer 6S (clay) respectively. The mean value 2748 L/kg will be used for risk assessment purposes. Because the sorption to soil or sediment is more related to the cation exchange capacity than to the organic matter content of the soil or sediment there is no use to make the Kd soil independent by calculating a Koc. These Kd values can directly be used in risk assessment only for the removal via sorption in a STP where sorption to sludge is different than to soil and sediment, a surrogate Koc of 54953 L/Kg is considered to be representative.

In the table below , the distribution constants used in this assessment are summarized:

                       Table:Distribution constants for Quaternary ammonium compounds, C12-18-alkylbis(hydroxyethyl)methyl, chlorides

Kpsoil	2748 L^.kg^-1	Ksoil-water	4122 m^3.m^-3
Kpsusp	5496 L^.kg^-1	Ksusp-water	1374 m^3.m^-3
Kpsed	2748 L^.kg^-1	Ksed-water	1374 m^3.m^-3