N,N-bis(2-hydroxyethyl)dodecanamide

Water solubility

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

water solubility

Type of information:

calculation (if not (Q)SAR)

Remarks:

Migrated phrase: estimated by calculation

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: WSKOW v1.42 and WATERNT v1.01 uses a valid estimation method; test substance was found to fall in the applicability domain of this method and results are adequate for the purpose of classification and labeling and/or risk assessment.

Qualifier:

according to guideline

Guideline:

other: REACH guidance on QSARs: Chapter R.6. QSARs and grouping of chemicals

Principles of method if other than guideline:

The water solubility value was calculated using WSKOWWIN v1.42 and WATERNT v1.01 program of EPIWEB v 4.1.

Water solubility:

49.91 mg/L

Remarks on result:

other: estimated from WSKOWWIN v1.42 of EPIWEB v 4.1

Water solubility:

620.04 mg/L

Remarks on result:

other: estimated from WATERNT v1.01 of EPIWEB v 4.1

Details on results:

A. WATERNT v1.01 Results
CHEM : Dodecanamide, N,N-bis(2-hydroxyethyl)-
SMILES : O=C(N(CCO)CCO)CCCCCCCCCCC
MOL FOR: C16 H33 N1 O3
MOL WT : 287.45
---------------------------------- WATERNT v1.01 Results ------------------------
-------+-----+--------------------------------------------+----------+---------
TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+----------+---------
Frag | 1 | -CH3 [aliphatic carbon] |-0.3213 | -0.3213
Frag | 14 | -CH2- [aliphatic carbon] |-0.5370 | -7.5183
Frag | 2 | -OH [hydroxy, aliphatic attach] | 1.6012 | 3.2025
Frag | 1 | -N< [aliphatic attach] | 1.9643 | 1.9643
Frag | 1 | -C(=O)N [aliphatic attach] |-0.2426 | -0.2426
Const | | Equation Constant | | 0.2492
-------+-----+--------------------------------------------+----------+---------
Log Water Sol (moles/L) at 25 dec C = -2.6661
Water Solubility (mg/L) at 25 dec C = 620.04

B. WSKOW v1.42 Results

CHEM : Dodecanamide, N,N-bis(2-hydroxyethyl)-
SMILES : O=C(N(CCO)CCO)CCCCCCCCCCC
MOL FOR: C16 H33 N1 O3
MOL WT : 287.45
Water Sol: 49.91 mg/L
---------------------------------- WSKOW v1.42 Results ------------------------
Log Kow (estimated) : 2.89
Log Kow (experimental): not available from database
Log Kow used by Water solubility estimates: 2.89

Equation Used to Make Water Sol estimate:
Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction
(used when Melting Point NOT available)

Correction(s): Value
-------------------- -----
No Applicable Correction Factors

Log Water Solubility (in moles/L) : -3.760
Water Solubility at 25 deg C (mg/L): 49.91

Conclusions:

Interpretation of results (migrated information): slightly soluble (0.1-100 mg/L)
The estimated water solubility for amides, C12, N,N-bis(2-hydroxyethyl) using WSKOWWIN v1.42 and WATERNT v1.01 programs (EPIWEB v 4.1) was determined to be 49.91 and 620.04 mg/L respectively. These values indicates a slight to moderate water solubility.

Executive summary:

The value of the water solubility for amides, C12, N,N-bis(2-hydroxyethyl) was estimated using WSKOWWIN v1.42 and WATERNT v1.01 program of EPIWEB v 4.1. The CAS number was used as the input parameter. The estimated water using WSKOWWIN v1.42 and WATERNT v1.01 program of EPIWEB v 4.1 was determined to be 49.91 and 620.04 mg/L respectively. These values indicate a slight to moderate water solubility.

Reference 2

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

supporting study

Study period:

18 June 2012 to 20 August 2012

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:

For surface active substances the critical micelle concentration (CMC) method is used as an alternative to the water solubility. The critical micelle concentration (CMC) is determined by measuring the surface tension of test substance solutions at different test substance concentration. For surface active substances which form micelles in solution, the surface tension decreases with increasing concentration until the CMC is reached. At concentrations above the CMC, the surface tension remains constant. The CMC is determined from a plot of the surface tension versus the logarithm of the test substance concentration.

GLP compliance:

yes

Type of method:

other: critical micelle concentration (CMC)

Water solubility:

1 mg/L

Remarks on result:

other: Since a completely dissolved solution was not observed at any of the nominal concentrations, the surface tension could not be measured. Based on these results, the CMC of Amides, C12, N,N-bis(2-hydroxyethyl) was specified as < 1 mg/L.

Details on results:

Since a completely dissolved solution was not observed at any of the tested nominal concentrations, the surface tension could not be measured. Lower nominal concentrations cannot be used for this test. Based on these results, the CMC of amides, C12, N,N-bis(2-hydroxyethyl) was specified as < 1 mg/L.

Conclusions:

Based on these results, the CMC of the test substance was specified as < 1 mg/L at 20°C.

Executive summary:

A study was conducted to determine the water solubility of amides, C12, N,N-bis(2-hydroxyethyl) using CMC method according to GLP. Under the conditions of the study, the CMC of the test substance was considered to be <1 mg/L at 20°C.

Reference 3

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2020-2022

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Version / remarks:

1995

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

flask method

Key result

Water solubility:

47.6 mg/L

Conc. based on:

test mat. (dissolved fraction)

Loading of aqueous phase:

10 g/L

Incubation duration:

>= 24 - <= 72 h

Temp.:

20 °C

pH:

7

Water solubility:

32.3 mg/L

Conc. based on:

test mat. (dissolved fraction)

Loading of aqueous phase:

1 g/L

Incubation duration:

>= 24 - <= 72 h

Temp.:

20 °C

pH:

7

Details on results:

The chromatographic profile of the test item in the standard solutions consisted of one peak, where as the water solubility samples consisted of several peaks. The water solubility was calculated based on the main compound peak.

Due to the occurrence of several peaks in the samples, the test was carried out at two loading rates.

Saturation of water was achieved after 24 hours of shaking, resulting in a solubility of 32.3 mg/L ± 2.3 mg/L at the loading rate 1 g/L and 47.6 mg/L ± 4.6 mg/L at the loading rate 10 g/L at 20 °C.

Conclusions:

Under the study condictions, saturation of water was achieved after 24 hours of shaking, resulting in a solubilityof 32.3 mg/L ± 2.3 mg/L at the loading rate of 1 g/L and 47.6 mg/L ± 4.6 mg/L at the loading rate of 10 g/Lat 20 °C

Executive summary:

A study was conducted to determine the solubility of N,N-bis(2-hydroxyethyl)dodecanamide in water according to OECD Guideline 105 ( shake-flask method). Vessels containing water and the test substance were shaken for approximately 24 hours, 48 hours and 72 hours at about 30°C. Afterwards, the samples were equilibrated for another 24 hours at 20°C. An aliquot of the samples was filtrated with a 0.22 µm PTFE and a 0.22 µm nylon filter, diluted1:1 (v:v) with acetonitrileand analyzedby HPLC with UV-detection. The chromatographic profile of the test item in the standard solutions consisted of one peak, where as the water solubility samples consisted of several peaks. The water solubility was calculated based on the main compound peak. Due to the occurrence of several peaks in the samples, the test was carried out at two loading rates. Saturation of water was achieved after 24 hours of shaking, resulting in a solubilityof 32.3 mg/L ± 2.3 mg/L at the loading rate of 1 g/L and 47.6 mg/L ± 4.6 mg/L at the loading rate of 10 g/Lat 20°C (Schöneck, 2022).

Description of key information

The water solubility was determined according to OECD Guideline 105 (Schöneck, 2022).

The water solubility was also determined earlier using the CMC method (Baltussen, 2012) and by estimation using the WSKOWWIN v1.42 and WATERNT v1.01 programs of EPIWEB v 4.1.   

Key value for chemical safety assessment

Water solubility:

48 mg/L

at the temperature of:

20 °C

Additional information

In the study conducted according to OECD Guideline 105, saturation of water was achieved after 24 hours of shaking, resulting in a solubilityof 32.3 mg/L ± 2.3 mg/L at the loading rate of 1 g/L and 47.6 mg/L ± 4.6 mg/L at the loading rate of 10 g/L at 20°C (Schöneck, 2022).

The estimated CMC of the substance was <1 mg/L at 20°C ± 0.5°C.  

The estimated water solubility using the WSKOWWIN v1.42 and WATERNT v1.01 programs (EPIWEB v 4.1) was 49.91 and 620.04 mg/L, respectively.  

For risk assessment purposes, the water solubility at the high loading rate was selected (48 mg/L).