Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and triethylenetetramine

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

(Q)SAR

Adequacy of study:

other information

Justification for type of information:

SOFTWARE
OECD QSAR Toolbox

MODEL (incl. version number)
Toolbox 3.4

IDENTIFIERS USED AS INPUT FOR THE MODEL
Reaction products of tall-oil fatty acids, with triethylenetetramine, bisphenol A diglycidyl ether and glycidyl tolyl ether
(cas # 186321-96-0)
The above substance is considered a UVCB. The document produced to assess the hydrolytic activity considers the four starting materials used to produce the substance.

Trientine CAS# 112-24-3
Piperazine-1,4-diethylamine CAS# 6531-38-0
N-[2-(1-piperazinyl)ethyl]ethylenediamine Cas# 24028-46-4
N,N-bis(2-aminoethyl)ethylenedi-5-amine Cas # 4097-89-6

Specific details on test material used for the study:

Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and
triethylenetetramine is considered to be a UVCB substance. As a consequence laboratory based hydrolysis testing
is not appropriate. The produced document investigates the hydrolysis of the starting components that are reacted to form
the final substance and recommends a suitable DT50 for regulatory purposes. The approach will consider insilico
and experimental data for the four starting materials.

Fatty acids, tall-oil is a single chain carbon structure, this substance consists of 80% C18 chain lengths also
known as stearic acid (octadecanoic acid). Stearic acid is readily biodegradable which is also the case for other
fatty acid chain lengths. Due to the rapid biodegradability of this substance it is not scientifically justified to
conduct an hydrolysis study and no further consideration is required. This conclusion is also supported by
modelling conducted using the OECD QSAR Toolbox (v3.4.0.17) as shown in Table 1.

Amines, polyethylenepoly-, triethylenetetramine fraction contains four components as described in Table 1. The
starting material itself is registered under the REACH regulation but a hydrolysis study is not presented. The
main component is trientine (59-77%) again no data is available but this is likely to be due to the substance being
readily biodegradable. It should be noted that the reach dossier contains biodegradability tests with trientine that
conclude the substance is not readily biodegradable however, this lack of biodegradability
is due to toxicity to innoculum which prevented the determination of biodegredation with the method used. It is
therefore impossible to test the substance in the standard closed bottle test due to the toxicity of the test
compounds and the "high" initial concentration in the test.
Each component within starting material 2 was assessed using the OECD QSAR toolbox (v3.4.0.17), when
hydrolysis endpoints were not calculable or available this was considered to be a consequence of the substance
degrading fast. In conclusion the OECD Toolbox predicts that degradation of each component within starting material 2 will
degrade fast and within days to weeks. Due to the fast biodegradation hydrolysis testing is not justified, information provided in Table 2.

4,4'-Isopropylidene-diphenol, oligomeric reaction products with 1- chloro-2,3-epoxypropane (cas #
25069-38-6) has been submitted for registration under the REACH regulation. The registration contains
the results of a hydrolysis study (OECD 111) conducted with the 4,4'-Isopropylidene-diphenol,
oligomeric reaction products with 1- chloro-2,3-epoxypropane. The substance was also assessed using
the OECD QSAR Toolbox which utilises the same data from the REACH registration and is presented in Table 3. The results of the OECD 111 test concludes that the hydrolytic DT50 of 4,4'-Isopropylidene-diphenol,
oligomeric reaction products with 1- chloro-2,3-epoxypropane at pH 7 is equivalent to 86 hours.

2,3-epoxypropyl o-tolyl ether (cas # 2210-79-9) has been submitted for registration under the REACH
regulation. The registration contains the results of a hydrolysis study (OECD 111) conducted with 2,3-
epoxypropyl o-tolyl ether. The substance was also assessed using the OECD QSAR Toolbox which
utilises the same data from the REACH registration and is presented in Table 4. The results of the OECD 111 test concludes that the hydrolytic DT50 of 2,3-epoxypropyl o-tolyl ether at pH 7 is equivalent to 9.4 hours.

Details on hydrolysis and appearance of transformation product(s):

Starting materials 1 and 2 are consider to biodegrade fast
using the OECD QSAR toolbox, laboratory based studies have been attempted previously with aliphatic amines
but due to their inherent toxicity to the inoculum determination of biodegredation is prevented within the current
test methods available. Due to this fact the OECD QSAR toolbox results should be considered. The results
indicate that biodegradation is expected to be fast for both starting materials 1 and 2, this eliminates the need to
conduct hydrolysis tests. Hydrolysis (OECD111) experimental studies are available for both starting materials 3
and 4, experimental pH7 DT50 values of 86 hours and 9.4 hours have been determined.

Key result

pH:

7

DT50:

86 h

Type:

other: QSAR prediction

Remarks on result:

other: OECD QSAR toolbox prediction

Validity criteria fulfilled:

not applicable

Conclusions:

Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and triethylenetetramine is considered to be a UVCB reaction product of four starting materials. Testing of the reaction product in ready biodegradation and hydrolysis tests is not scientifically appropriate and therefore QSAR has been prepared to identify and recommend a suitable but conservative DT50 hydrolysis endpoint for use in hazard assessment and risk characterisation. Starting materials 1 and 2 are consider to biodegrade fast using the OECD QSAR toolbox, laboratory based studies have been attempted previously with aliphatic amines but due to their inherent toxicity to the inoculum determination of biodegredation is prevented within the current test methods available. Due to this fact the OECD QSAR toolbox results should be considered. The results indicate that biodegradation is expected to be fast for both starting materials 1 and 2, this eliminates the need to conduct hydrolysis tests. Hydrolysis (OECD111) experimental studies are available for both starting materials 3 and 4, experimental pH7 DT50 values of 86 hours and 9.4 hours have been determined, In conclusion, the data identifies that biodegradation is likely to take precedence over hydrolysis for starting material 1 and 2. Starting material 3 and 4 are not readily biodegradable and therefore hydrolysis is relevant. The DT50 at pH 7 for 4,4'-Isopropylidene-diphenol, oligomeric reaction products with 1- chloro-2,3-epoxypropane is the longest

DT50 (86 hours) and considered to represent a conservative estimate for regulatory purposes in the registration of Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and triethylenetetramine.

Executive summary:

Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and triethylenetetramine is considered to be a UVCB reaction product of four starting materials. Testing of the reaction product in ready biodegradation and hydrolysis tests is not scientifically appropriate and therefore this document has been prepared to identify and recommend a suitable but conservative DT50 hydrolysis endpoint for use in hazard assessment and risk characterisation.

The OECD QSAR toolbod was used to investigate the hydrolysis of the starting components that are reacted to form the final substance and a suitable DT50 is proposed for regulatory purposes.

Starting materials 1 and 2 are consider to biodegrade fast using the OECD QSAR toolbox, laboratory based studies have been attempted previously with aliphatic amines but due to their inherent toxicity to the inoculum determination of biodegredation is prevented within the current test methods available. Due to this fact the OECD QSAR toolbox results should be considered. The results indicate that biodegradation is expected to be fast for both starting materials 1 and 2, this eliminates the need to conduct hydrolysis tests. Hydrolysis (OECD111) experimental studies are available for both starting materials 3 and 4, experimental pH7 DT50 values of 86 hours and 9.4 hours have been determined, In conclusion, the data identifies that biodegradation is likely to take precedence over hydrolysis for starting material 1 and 2. Starting material 3 and 4 are not readily biodegradable and therefore hydrolysis is relevant. The DT50 at pH 7 for 4,4'-Isopropylidene-diphenol, oligomeric reaction products with 1- chloro-2,3-epoxypropane is the longest DT50 (86 hours) and considered to represent a conservative estimate for regulatory purposes in the registration of Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and triethylenetetramine.

Description of key information

Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and triethylenetetramine is considered to be a UVCB reaction product of four starting materials. Testing of the reaction product in ready biodegradation and hydrolysis tests is not scientifically appropriate and therefore QSAR has been prepared to identify and recommend a suitable but conservative DT50 hydrolysis endpoint for use in hazard assessment and risk characterisation. Starting materials 1 and 2 are consider to biodegrade fast using the OECD QSAR toolbox, laboratory based studies have been attempted previously with aliphatic amines but due to their inherent toxicity to the inoculum determination of biodegredation is prevented within the current test methods available. Due to this fact the OECD QSAR toolbox results should be considered. The results indicate that biodegradation is expected to be fast for both starting materials 1 and 2, this eliminates the need to conduct hydrolysis tests. Hydrolysis (OECD111) experimental studies are available for both starting materials 3 and 4, experimental pH7 DT50 values of 86 hours and 9.4 hours have been determined, In conclusion, the data identifies that biodegradation is likely to take precedence over hydrolysis for starting material 1 and 2. Starting material 3 and 4 are not readily biodegradable and therefore hydrolysis is relevant. The DT50 at pH 7 for 4,4'-Isopropylidene-diphenol, oligomeric reaction products with 1- chloro-2,3-epoxypropane is the longest

DT50 (86 hours) and considered to represent a conservative estimate for regulatory purposes in the registration of Fatty acids, tall-oil, reaction products with bisphenol A, epichlorohydrin, glycidyl tolyl ether and triethylenetetramine.

Key value for chemical safety assessment

Half-life for hydrolysis:

86 h

at the temperature of:

20 °C