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Biodegradation in water: screening tests

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Reference
Endpoint:
biodegradation in water: screening tests
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification
Justification for type of information:
The supporting QMRF report has been attached
Reference:
Composition 1
Qualifier:
according to
Guideline:
OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I))
Principles of method if other than guideline:
The data is predicted using the OECD QSAR toolbox version 3.3 with logKow as the primary descriptor.
GLP compliance:
not specified
Test material information:
Composition 1
Specific details on test material used for the study:
- Name of test material: 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride
- Molecular formula: C8H9Cl3O
- Molecular weight: 227.517
- Smiles notation: O=C([C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)Cl)Cl
- InChl: 1S/C8H9Cl3O/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3
- Substance type: Organic
Oxygen conditions:
aerobic
Inoculum or test system:
other: Microorganisms
Duration of test (contact time):
28 d
Parameter followed for biodegradation estimation:
other: BOD
Key result
Parameter:
other: BOD
Value:
14.9
Sampling time:
28 d
Remarks on result:
other: Other details not known
Details on results:
Test substance undergoes 14.89% degradation by BOD in 28 days.

The prediction was based on dataset comprised from the following descriptors: BOD
Estimation method: Takes average value from the 6 nearest neighbours
Domain  logical expression:Result: In Domain

(((((((("a" or "b" or "c" or "d" or "e" )  and "f" )  and "g" )  and ("h" and ( not "i") )  )  and "j" )  and "k" )  and "l" )  and ("m" and "n" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Acid Chlorides by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Acyl halide OR Alkenyl halide OR Cycloalkane by Organic Functional groups ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Acyl halide OR Alkenyl halide OR Cycloalkane OR Overlapping groups by Organic Functional groups (nested) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Aliphatic Carbon [CH] OR Aliphatic Carbon [-CH2-] OR Aliphatic Carbon [-CH3] OR Carbonyl, aliphatic attach [-C(=O)-] OR Chlorine, olefinic attach [-Cl] OR Miscellaneous sulfide (=S) or oxide (=O) OR Olefinic carbon [=CH- or =C<] OR Tertiary Carbon by Organic functional groups (US EPA) ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Acyl chloride OR Acyl halide OR Carbonic acid derivative OR Carboxylic acid derivative OR CO2 derivative (general) OR Halogen derivative by Organic functional groups, Norbert Haider (checkmol) ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as weeks - months by Biodeg ultimate (Biowin 3) ONLY

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 1) ONLY

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Halogens AND Non-Metals by Groups of elements

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Metals by Groups of elements

Domain logical expression index: "j"

Similarity boundary:Target: CC1(C)C(C=C(Cl)Cl)C1C(=O)Cl
Threshold=30%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Acyl halide AND Alkenyl halide AND Cycloalkane AND Overlapping groups by Organic Functional groups (nested) ONLY

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Acyl halide AND Alkenyl halide AND Cycloalkane AND Overlapping groups by Organic Functional groups (nested) ONLY

Domain logical expression index: "m"

Parametric boundary:The target chemical should have a value of Molecular weight which is >= 131 Da

Domain logical expression index: "n"

Parametric boundary:The target chemical should have a value of Molecular weight which is <= 297 Da

Validity criteria fulfilled:
not specified
Interpretation of results:
not readily biodegradable
Conclusions:
The test chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride was estimated to be not readily biodegradable in water.
Executive summary:

Biodegradability of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride (CAS no. 52314 -67 -7) is predicted using QSAR toolbox version 3.3 with logKow as the primary descriptor. Test substance undergoes 14.89% degradation by BOD in 28 days.Thus, based on percentage degradation, the test chemical 3-(2,2-dichloroethenyl)-2,2- dimethylcyclopropane-1-carbonyl chloride was estimated to be not readily biodegradable in water.

Description of key information

Biodegradability of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride (CAS no. 52314 -67 -7) is predicted using QSAR toolbox version 3.3 (2017) with logKow as the primary descriptor. Test substance undergoes 14.89% degradation by BOD in 28 days.Thus, based on percentage degradation, the test chemical 3-(2,2-dichloroethenyl) -2,2- dimethylcyclopropane-1-carbonyl chloride was estimated to be not readily biodegradable in water.

Key value for chemical safety assessment

Biodegradation in water:
under test conditions no biodegradation observed

Additional information

Various predicted data for the target compound 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride (CAS No. 52314-67-7) and supporting weight of evidence studies for its closest read across substance with logKow as the primary descriptor were reviewed for the biodegradation end point which are summarized as below:

 

In a prediction done by SSS (2017) using OECD QSAR toolbox version 3.3 with logKow as the primary descriptor, percentage biodegradability of test chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride(CAS No. 52314-67-7) was estimated.Test substance undergoes 14.89% degradation by BOD in 28 days.Thus, based on percentage degradation, the test chemical 3-(2,2-dichloroethenyl)-2,2- dimethylcyclopropane-1-carbonyl chloride was estimated to be not readily biodegradable in water.

 

In another prediction using the Estimation Programs Interface Suite (EPI suite, 2017), the biodegradation potential of the test compound 3 -(2,2 -dichloroethenyl)-2,2 -dimethylcyclopropane-1 -carbonyl chloride(CAS No. 52314-67-7) in the presence of mixed populations of environmental microorganisms was estimated.The biodegradability of the substance was calculated using seven different models such as Linear Model, Non-Linear Model, Ultimate Biodegradation Timeframe, Primary Biodegradation Timeframe, MITI Linear Model, MITI Non-Linear Model and Anaerobic Model (called as Biowin 1-7, respectively) of the BIOWIN v4.10 software. The results indicate that chemical 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride is expected to be not readily biodegradable.

 

In a supporting weight of evidence study from authoritative database (J-CHECK, 2017 and Envichem, 2014) for the read across chemical 2,2,4,4,6,8,8-heptamethylnonane (CAS no. 4390-04-9), biodegradation experiment was conducted for 14 days for evaluating the percentage biodegradability of read across substance 2,2,4,4,6,8,8-heptamethylnonane. Concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l, respectively. The percentage degradation of substance 2,2,4,4,6,8,8-heptamethylnonane was determined to be 0% by BOD parameter in 14 days. Thus, based on percentage degradation, 2,2,4,4,6,8,8-heptamethylnonane is considered to be not readily biodegradable in nature.

 

For the another read across chemical 1,1,2-trichloroethene (CAS no. 79-01-6), biodegradation study was conducted for 14 days for evaluating the percentage biodegradability of read across substance 1,1,2-trichloroethene (CAS no. 79-01-6) (J-CHECK, 2017). Concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l, respectively. The percentage degradation of substance 1,1,2 -trichloroethene was determined to be 2.4 and 0% by BOD and GC parameter in 14 days. Thus, based on percentage degradation, 1,1,2 -trichloroethene is considered to be not readily biodegradable in nature.

 

On the basis of above results for target chemical3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride(from OECD QSAR toolbox version 3.3 and EPI suite, 2017) and for its read across substance (from authoritative database J-CHECK and Envichem), it can be concluded that the test substance 3 -(2,2 -dichloroethenyl)-2,2 -dimethylcyclopropane-1 -carbonyl chloride can be expected to be not readily biodegradable in nature.