Amines, N-C10-16-alkyltrimethylenedi-, reaction products with chloroacetic acid

Bioaccumulation: aquatic / sediment

Link to relevant study record(s)

Reference

Endpoint:

bioaccumulation: aquatic / sediment

Type of information:

calculation (if not (Q)SAR)

Remarks:

Migrated phrase: estimated by calculation

Adequacy of study:

supporting study

Reliability:

4 (not assignable)

Rationale for reliability incl. deficiencies:

other: No information available whether the calculation model is validated for the substance under investigation.

Qualifier:

no guideline followed

Principles of method if other than guideline:

A guideline for the estimation of bioconcentration does not exist. However, estimation was carried out in compliance with the procedure described in the TGD on Risk Assessment, for the estimation of bioconcentration in freshwater fish. The BCF(fish) was estimated based on the distribution coefficient log Dow. (Log Pow calculations are only appropriate for neutral molecules. Log Dow is a more applicable endpoint for risk assessment. Log Dow is pH dependent and is applicable to protonated and unprotonated species.)

GLP compliance:

no

Details on sampling:

Not applicable (theoretical estimation)

Details on preparation of test solutions, spiked fish food or sediment:

Not applicable (theoretical estimation)

Test organisms (species):

other: Not applicable (theoretical estimation)

Details on test organisms:

Not applicable (theoretical estimation)

Route of exposure:

other: Not applicable (theoretical estimation)

Details on estimation of bioconcentration:

BASIS FOR CALCULATION OF BCF
- Result based on calculated log D of 2.599
- log BCF(fish) = 0.85 x log Dow - 0.7

Type:

BCF

Value:

32.3 L/kg

Remarks on result:

other: based on log D = 2.599

Conclusions:

Based on the log D of 2.599, the predicted BCF of Amines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid, in freshwater fish was estimated being BCF(fish) = 32.30 L/kg wwt.

Executive summary:

The bioconcentration factor of Amines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid, in freshwater fish was estimated based on log D, according to the a equation cited in the Endpoint Specific Guidance Document, Chapter R.7c (ECHA 2017).

Based on the log D of 2.599, the predicted BCF in freshwater fish was estimated being BCF(fish) = 32.30 L/kg wwt.

The bioaccumulation potential of Amines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid, is considered to be low.

Description of key information

Not bioaccumulative, no testing required (log D of individual constituents between -3.742 and 2.599) 

Key value for chemical safety assessment

BCF (aquatic species):

32.3 L/kg ww

Additional information

 

No bioconcentration studies are available for Amines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid, however, estimates of bioconcentration, based on the procedures described in the Guidance on information requirements and chemical safety assessment, are available for the aquatic environment. These estimates rely on physical chemical properties of the test substance, specifically the log Kow (3.81) based on the weighted mean of the overall log Kow. The BCF in freshwater fish was estimated to be 345.54 L/kg wwt, which would not qualify the substance as being bioaccumulative.

However, BCF estimations for Amines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid based on the log Kow are not considered to be reliable due to the physicochemical properties of the substance.

In the case of the individual constituents of the test substance, such experimental and computational determination of BCF utilising the partition coefficient is considered not to be feasible. Amines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid is a complex mixture of long chain aliphatic alkyl aminoacetic acids (mono- and dicarboxylate) and azaalkanes with a total active matter content of 20% (w/w) in aqueous solution. In addition, some of the molecules may exist as hydrochlorides. Such substance characteristics do not fit with the experimental and computational determination of BCF, this is primarily related to the (i) surface active properties of the products, and (ii) the ionic nature of the approx. 20 constituents, comprised of difunctional amine structures with caboxylation grades ranging from 0 – 2.

The ‘Guidance on Information requirements and chemical safety assessment, chapter R.7a: Endpoint specific guidance, Nov 2012’ – Guidance on Regulatory compliant Kow determination for ionisable substances and salts, indicates that ‘substances which dissociate within environmentally relevant pH range (pKa 5 -9), values for Kow shall be derived from the neutral form, and preferably also for the dissociated form. In some cases a factor of 4 - 5 has been recorded between the log Kow of both species. The value for the dissociated molecule determined around a pH of 7 (sometimes referred to as Dow) is considered more realistic for PBT and chemical safety assessment’.

The ionic nature of the constituents of mines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid implies that the charge of each individual molecule will be strongly pH dependent. Therefore, for ionisable substances such as mines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid, a log D (distribution coefficient) instead of a log Kow, should be derived. The distribution coefficient is the ratio of the sum of the concentrations of all forms of the compound (ionized plus un-ionized) in each of the two phases. For measurements of distribution coefficient, the pH of the aqueous phase is buffered to a specific value such that the pH is not significantly perturbed by the introduction of the compound. The logarithm of the ratio of the sum of concentrations of the solute's various forms in one solvent, to the sum of the concentrations of its forms in the other solvent is called log D:

Log D (octanol/water) = log ( [solute, octanol] / ([solute, ionized, water] + [solute, neutral, water]))

Log D values were calculated which take into account all (including ionisable) dissociation species of a molecule. Overall, at neutral pH (pH 7) the Log D values for the individual constituents of mines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid ranged between -3.742 and 2.599. The BCF was calculated to be 32.30 L/kg wwt using the equation log BCF(fish) = 0.85 x log D - 0.7.

 

Conclusion

Amines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid is highly water-soluble and has been demonstrated to be readily biodegradable. Due to the physicochemical properties of mines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid molecules the BCF estimations based on the log Kow are not considered to be reliable. According to the Guidance on information requirements and chemical safety assessment, chapter R.7a, log D values are considered more realistic for an assessment of bioaccumulation. Log D values for the individual constituents of mines, N-C10-C16-alkyltrimethylenedi-, reaction products with chloroacetic acid ranged between -3.742 and 2.599. The predicted BCF in freshwater fish based on a log D of 2.599 was estimated to be 32.30 L/kg wwt indicating that the substance is not bioaccumulative.