2-Propenal, 2-fluoro-3-(4-morpholinyl)-, (Z)-

Biodegradation in water: screening tests

Administrative data

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

key study

Study period:

July 18, 2018 - November 09, 2018

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 301 F (Ready Biodegradability: Manometric Respirometry Test)

Version / remarks:

OECD No. 301 F, 1992

Deviations:

no

Principles of method if other than guideline:

This study was conducted in compliance with the most recent edition of:
The OECD Principles of Good Laboratory Practice
German Chemicals Act (ChemG), Annex 1
Directive 2004/10/EC
These requirements are accepted by regulatory authorities throughout the European Community, the United States of America (FDA and EPA) and Japan (MHLW, MAFF and METI) on the basis of intergovernmental agreements.

GLP compliance:

yes (incl. QA statement)

Test material

Test material information

Constituent 1

Reference substance name:

(2Z)-2-fluoro-3-(morpholin-4-yl)prop-2-enal

EC Number:

813-789-9

Cas Number:

152873-67-1

Molecular formula:

C7H10FNO2

IUPAC Name:

(2Z)-2-fluoro-3-(morpholin-4-yl)prop-2-enal

Test material form:

solid

Specific details on test material used for the study:

Name: Fluormorpholinylacrylaldehyd
Synonym: FMA / (2Z)-2-Fluor-3-(morpholin-4-yl)acrylaldehyd
Batch No.: BXR82PT
CAS-Nr.: 152873-67-1
Purity: 86.7%
Aggregate State at Room Temperature: Solid
Color: Orange-brownish
Molecular Formula / Molecular Weight: C7H10FNO2 / 159.16 g/mol
Theoretical Oxygen Demand: ThODNH4: 1.508 mg oxygen per mg test item
ThODNO3: 1.910 mg oxygen per mg test item
Retest date: November 01, 2018
Storage Conditions at Test Facility: After receipt at the test facility for 8 days at 4 ± 4 °C until storage recommendations were provided; thereafter at 20 +- 5°C in the dar

Study design

Oxygen conditions:

aerobic

Inoculum or test system:

activated sludge, domestic (adaptation not specified)

Details on inoculum:

Aerobic activated sludge, microorganisms from a domestic waste water treatment plant was supplied by the sewage treatment plant Rossdorf, Germany.
The aerobic activated sludge used for this study was deposited for 15 min, washed by centrifugation and the supernatant liquid phase was decanted. The solid material was re-suspended in test water and centrifuged again. This procedure was done three times. An aliquot of the final sludge suspension was weighed, dried and the ratio of wet sludge to its dry weight was determined. Based on this ratio, calculated aliquots of washed sludge suspension, corresponding to 3.5 g dry material per litre were mixed with test water (see 6.5) and aerated overnight. This suspension was used for the experiment.

Duration of test (contact time):

>= 28 d

Initial test substance concentration

Initial conc.:

100 mg/L

Based on:

test mat.

Parameter followed for biodegradation estimation

Parameter followed for biodegradation estimation:

CO2 evolution

Details on study design:

The test item Fluormorpholinylacrylaldehyd was investigated for its ready biodegradability in a manometric respirometry test over a period of 28 days. The biodegradation was followed by the oxygen uptake of the microorganisms during exposure. As a reference item sodium benzoate was tested simultaneously under the same conditions as the test item, and functioned as a procedure control.

Endpoints:
Degradation rate of test item calculated by the oxygen consumption of the aerobic activated sludge microorganisms after 28 days of incubation.

Test Item Loading Rate (initial concentration in medium C0): 103.5 mg/L corresponding to an oxygen demand of about 156.1 mg/L (ThODNH4) and 197.7 mg/L (ThODN03)

Reference Item:
Sodium Benzoate

Reference Item Loading Rate:
100.4 mg/L corresponding to an oxygen demand of about 167.3 mg/L (ThODNH4)

Test Conditions: 22°C ± 1°C, darkness

Type and Size:
Manometric Test System with test flasks containing a volume of approximately 500 mL.
Apparatus:
BSB/BOD-Sensor-System, Aqualytic Dortmund, Germany

Principle:
The test flasks prepared according paragraph 6.6 were incubated at 22°C * 1°C. The pressure decrease
in the reaction vessels was measured over complete experimental phase of 28 days using the BSB/BO
D-Sensor-System, Aqualytic Dortmund, Germany. The test flasks were closed gas-tight by a measuring
head. Potassium hydroxide solution (45%) was used for trapping the produced carbon dioxide. The amo
unt of O2 consumed by the activated sludge was calculated from the decrease of pressure in the reaction
vessel.

Preparation of Test Flasks:
The amounts of test item and reference item were directly weighed into the test flasks. No emulsifiers or
solvents were used, but the solutions were dispersed by stirring to achieve a homogeneous solution of the test item.
The expiry date of the reference item refers to the storage in the container. At test start (weighing of test
item and reference item), the reference item was durable. The reference item expired not until it was in test solution.

Incubation:
The closed test flasks were incubated in a climatised chamber under continuous stirring. The consumpti
on of oxygen was determined by measuring the change of pressure in the flasks. Evolved carbon dioxide
was absorbed in an aqueous solution (45%) of potassium hydroxide.

Test Duration:
28 days

Measurement of Oxygen:
The change of pressure in the test flasks was measured by means of a manometric method (BSB/BODSensor-
System, Aqualytic Dortmund, Germany) each day.

Temperature:
The temperature was recorded by means of the automated software AMR Wincontrol©.

pH-Value:
pH-values were measured in procedure control, a separately prepared test flask with test item (to prevent
loss of test item in the test flasks) and a separately prepared test flask without test item (control) at test
start and in all flasks at day 29 of the test, except in the abiotic and toxicity control, using a pH-electrode
WTW pH 340i.

Reference substance

Reference substance:

benzoic acid, sodium salt

Results and discussion

Test performance:

The test item never reached 10% biodegradation.
The mean biodegradation percentage at the end of the 28-day exposure period was 5% (ThODNO3).
If no nitrification is considered, the mean biodegradation was 7% (ThODNH4) after 28 days of incubation.

The degradation rate of Fluormorpholinyl-acrylaldehyd never reached 10%.
Therefore, Fluormorpholinylacrylaldehyd is considered to be not readily biodegradable.

% Degradation

Key result

Parameter:

% degradation (CO2 evolution)

Value:

7

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

BOD5 / COD results

Results with reference substance:

The reference item sodium benzoate was sufficiently degraded to 82% after 14 days and to 88% after 28 days of incubation.
The percentage biodegradation of the reference item confirms the suitability of the used aerobic activated sludge inoculum.

Any other information on results incl. tables

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Interpretation of results:

not readily biodegradable

Conclusions:

The degradation rate of Fluormorpholinyl-acrylaldehyd never reached 10%.
Therefore, Fluormorpholinylacrylaldehyd is considered to be not readily biodegradable.

Executive summary:

Biodegradation of Fluormorpholinylacrylaldehyd:   

Nitrogen is part of the molecular structure of the test item; therefore the evaluation of biodegradation has to be based on ThODNH4 and ThODNO3.

The criterion for ready biodegradability under the conditions of a manometric respirometry test is the degradation of the test item of at least 60%, reached within a 10-day window; the 10-day window starts when the degradation of the test item reaches at least 10% degradation.

Fluormorpholinylacrylaldehyd never reached 10% biodegradation (ThODNH4, ThODNO3). The mean biodegradation at test end after 28 days was 7% (ThODNH4) and 5% (ThODNO3).

Therefore, Fluormorpholinylacrylaldehyd is considered to be not readily biodegradable based on ThODNH4 and ThODNO3.

Biodegradation of Sodium Benzoate:   

The reference item sodium benzoate was sufficiently degraded to 82% after 14 days and to 88% after 28 days of incubation, thus confirming the suitability of the aerobic activated sludge inoculum used.

Biodegradation of the Toxicity Control:   

In the toxicity control containing both, the test item and the reference item sodium benzoate, 51% (ThODNH4) biodegradation was noted within 14 days and 58% (ThODNH4) biodegradation after 28 days of incubation (45% and 52% based on ThODNO3). According to the test guidelines, the test item can be assumed to be not inhibitory to the aerobic activated sludge microorganisms because degradation was >25% within 14 days.