reaction mass of 2-[[1-(chloromethyl)-2-[[4-(oxiran-2-ylmethoxymethyl)cyclohexyl]methoxy]ethoxy]methyl]oxirane and cis-1,4-bis[(2,3-epoxypropoxy)methyl]cyclohexane and trans-1,4-bis[(2,3-epoxypropoxy)methyl]cyclohexane

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:

20 Feb - 23 Mar 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

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 301 B (Ready Biodegradability: CO2 Evolution Test)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method C.4-C (Determination of the "Ready" Biodegradability - Carbon Dioxide Evolution Test)

Deviations:

no

GLP compliance:

yes

Test material

Test material information

Constituent 1

Reference substance name:

2-[[1-(chloromethyl)-2-[[4-(oxiran-2-ylmethoxymethyl)cyclohexyl]methoxy]ethoxy]methyl]oxirane

Molecular formula:

C17H29ClO5

IUPAC Name:

2-[[1-(chloromethyl)-2-[[4-(oxiran-2-ylmethoxymethyl)cyclohexyl]methoxy]ethoxy]methyl]oxirane

Constituent 2

Reference substance name:

cis-1,4-bis[(2,3-epoxypropoxy)methyl]cyclohexane

Cas Number:

1197197-64-0

Molecular formula:

C14H26O4

IUPAC Name:

cis-1,4-bis[(2,3-epoxypropoxy)methyl]cyclohexane

Constituent 3

Reference substance name:

trans-1,4-bis[(2,3-epoxypropoxy)methyl]cyclohexane

Cas Number:

158307-92-7

Molecular formula:

C14H26O4

IUPAC Name:

trans-1,4-bis[(2,3-epoxypropoxy)methyl]cyclohexane

impurity 1

Reference substance name:

[4-(oxiran-2-ylmethoxymethyl)cyclohexyl]methanol

Molecular formula:

C11H20O3

IUPAC Name:

[4-(oxiran-2-ylmethoxymethyl)cyclohexyl]methanol

impurity 2

Reference substance name:

[4-[[3-chloro-2-(oxiran-2-ylmethoxy)propoxy]methyl]cyclohexyl]methanol

Molecular formula:

C14H25ClO4

IUPAC Name:

[4-[[3-chloro-2-(oxiran-2-ylmethoxy)propoxy]methyl]cyclohexyl]methanol

impurity 3

Reference substance name:

2-[[3-chloro-2-[[4-[[3-chloro-2-(oxiran-2-ylmethoxy)propoxy]methyl]cyclohexyl]methoxy]propoxy]methyl]oxirane

Molecular formula:

C20H34Cl2O6

IUPAC Name:

2-[[3-chloro-2-[[4-[[3-chloro-2-(oxiran-2-ylmethoxy)propoxy]methyl]cyclohexyl]methoxy]propoxy]methyl]oxirane

impurity 4

Specific details on test material used for the study:

SOURCE OF TEST MATERIAL
- Synonyms: Heloxy 107, MTDID 59591
- Lot No.of test material: TX7E5501
- Physical state: pale yellow liquid
- Purity: 87.6%
- Expiration date of the lot/batch: 10 Nov 2018
- Storage condition of test material: ambient

Study design

Oxygen conditions:

aerobic

Inoculum or test system:

activated sludge, domestic, non-adapted

Details on inoculum:

- Source of activated sludge: Easton Wastewater Treatment Facility, Easton, Maryland on Feb 20, 2018, receiving predominantly residential wastes
- Preparation of inoculum for exposure: The sludge was sieved using a 2-mm screen, adjusted to approximately 1000 mg total suspended solids/L with mineral media and then aerated at test temperature until use.

Duration of test (contact time):

28 d

Initial test substance concentration

Initial conc.:

10 mg/L

Based on:

TOC

Parameter followed for biodegradation estimation

Parameter followed for biodegradation estimation:

CO2 evolution

Details on study design:

TEST CONDITIONS
- Composition of medium (per liter):
1 mL calcium chloride solution (2.75%)
1 mL of ferric chloride solution (0.025%)
1 mL of magnesium sulfate solution (2.25%)
10 mL of phosphate buffer (pH 7.4)
- Test temperature: 19.15-21.69 ºC
- pH: 7.49 - 7.60 (measured at test termination)
- pH adjusted: no
- Suspended solids concentration: ≤ 30 mg/L

TEST SYSTEM
- Culturing apparatus: Amber 4-L bottles, 3-L fill volume. The air entering the chambers was passed through Drierite™ to remove ambient moisture and then through Ascarite® to produce CO2-free air.
- Number of culture flasks/concentration: 3
- Details of trap for CO2 and volatile organics if used: The air exiting the test chambers was passed through a series of three gas washing bottles, each containing approximately 100 mL of 0.5 M potassium hydroxide (KOH) to trap the CO2 that had evolved within the chamber. On sampling days, the CO2 trap nearest the test chamber was collected for analysis of inorganic carbon. The two remaining traps were placed one position closer to the test chamber and a new trap was placed on the end of the series. On the last day of the test, chambers were acidified and aerated overnight. Samples of the test chambers were analyzed for dissolved organic carbon, and a sample was taken of the closest trap for trapped CO2.

SAMPLING
- Sampling frequency: On days 3, 5, 8, 11, 14, 18, 22, 26, and 29

CONTROL AND BLANK SYSTEM
- Inoculum blank: yes
- Abiotic sterile control: no
- Toxicity control: yes

Reference substance

Reference substance:

benzoic acid, sodium salt

Results and discussion

% Degradation

Key result

Parameter:

% degradation (CO2 evolution)

Value:

1.3

St. dev.:

1.5

Sampling time:

28 d

Details on results:

The toxicity control achieved > 25% degradation by Day 14 (55.5%) and therefore Heloxy 107 may be considered non-inhibitory at the concentration tested in this study. The amount of CO2 evolved by the blank control chambers (24.6 mg/L) did not exceed the 40 mg/L value considered the acceptable limit for CO2 evolution tests.

BOD5 / COD results

Results with reference substance:

An average of 103.1% of theoretical CO2 was evolved over the test period; an average biodegradation greater than 60% was achieved by Day 5.

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Remarks:

reference >60% degraded by day 14 (actual day 5), difference in test substance degradation between chambers <20%, total CO2 in blanks <40 mg/L (24.6 mg/L)

Interpretation of results:

under test conditions no biodegradation observed

Conclusions:

Mean Heloxy 107 degradation was 1.3% in an OECD 301B test. Heloxy 107 was not inhibitory to biodegradation.

Executive summary:

The degradability of Heloxy 107 was assessed according to OECD 301B. The test contained a blank control group, a reference group (sodium benzoate), and a treatment group, each with three replicates and a single toxicity control. The reference substance was degraded adequately by day 5. The average cumulative percent biodegradation for Heloxy 107 was 1.3% (SD, 1.5%) by the end of the 28-day test. The toxicity control was biodegraded 55.5% in the same time period. The test substance was not biodegraded under these conditions but is not inhibitory to biodegradation.

The test was conducted according to internationally accepted guidelines under GLP criteria. It is considered reliable without restrictions and is suitable for Risk Assessment, Classification & Labelling, and PBT Analysis.