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Environmental fate & pathways

Endpoint summary

Administrative data

Description of key information

Stability:

Hydrolysis:

The hydrolysis half life at different pH and rate constant of test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1) was estimated by EPI  Suite (HydroWin). The Half life estimated at pH 7 was 250.468 days and at pH 8  25.047 days  at temperature 25 oC. The rate Constant at pH > 8 was 0.32 L/Mol/Sec  at 25 oC. Since, half life of hydrolysis of chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is more than 10 days it shows negligible hydrolysis in water.

Biodegradation:

Biodegradation in water:

Biodegradability of test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1) is predicted using OECD QSAR tool box v.3.3using log Kow as a primary descriptor. The test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate showed 1.21 % biodegradation in 28 days by considering BOD as parameterand microorganisms as inoculum. As the percent biodegradation is very less it is concluded that this chemical is not readily biodegradable.

Biodegradation in water and sediments:

Estimation Programs Interface (EPI Suite, 2017) prediction model was run to predict the half-life in water and sediment for the test compound 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059 -08 -1). If released in to the environment, 31.6 % of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of the chemical 2,2'-[(3- acetamidophenyl)imino]diethyl diacetate in water is estimated to be 37.5 days (900 hrs). The half-life (37.5 days estimated by EPI suite) indicates that the chemical is not persistent in water and the exposure risk to aquatic animals is low whereas the half-life period of 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate in sediment is estimated to be 337.5 days (8100 hrs).  However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.083 %), indicates that test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is not persistent in sediment.

Biodegradation in soil:

The half-life period of 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate(CAS No: 27059 -08 -1) in soil was estimated using Level III Fugacity Model by EPI Suite version 4.1 estimation database (EPI suite, 2017). If released into the environment, 68.3% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate in soil is estimated to be 75 days (1800 hrs). Based on this half-life value of test chemical2,2'-[(3-acetamidophenyl)imino]diethyl diacetate, it is concluded that the chemical is not persistent in the soil environment and the exposure risk to soil dwelling animals is moderate to low.

Bioaccumulation:

Bioaccumulation: aquatic / sediment:

From BCFBAF Program (v3.00) model of EPI suite and the estimated bio concentration factor (BCF) for2,2'-[(3-acetamidophenyl)imino]diethyl diacetate(CAS No: 27059 -08 -1) is 3.561 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000.Thus it is concluded that the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetateis not expected to bio accumulate in the aquatic environment.

Transport and distribution:

Adsorption and desorption:

The Soil Adsorption Coefficient i.e Koc value of 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059-08-1) was estimated using EPI suite KOCWIN Program (v2.00) program as Koc 15.11 L/kg (log Koc=1.179)  by means of MCI method at 25 deg.C. This Koc value indicates that the substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate  has a negligible sorption to soil and sediment and therefore have rapid migration potential to groundwater.

Additional information

Stability:

Hydrolysis:

The hydrolysis half life at different pH and rate constant of test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1) was estimated by EPI  Suite (HydroWin). The Half life estimated at pH 7 was 250.468 days and at pH 8  25.047 days  at temperature 25 oC. The rate Constant at pH > 8 was 0.32 L/Mol/Sec  at 25 oC. Since, half life of hydrolysis of chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is more than 10 days it shows negligible hydrolysis in water.

Biodegradation:

Biodegradation in water:

Predicted data for target compound 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1)and supporting weight of evidence studies for its closest read across chemicals with log Kow as a primary descriptor were reviewed for the biodegradation endpoint which are summarized as below.

 

Biodegradability of test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1) is predicted using OECD QSAR tool box v.3.3using log Kow as a primary descriptor. The test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate showed 1.21 % biodegradation in 28 days by considering BOD as parameterand microorganisms as inoculum. As the percent biodegradation is very less it is concluded that this chemical is not readily biodegradable.

 

In another prediction done using Estimation Programs Interface Suite (EPI suite, 2017) the biodegradation potential of the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059 -08 -1) in the presence of mixed populations of environmental microorganisms. 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  2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is expected to be not readily biodegradable.

 

In a supporting weight of evidence study from seconadary source ( J checK) for read across chemical 5-tert-butyl-2-[4-[2-[5-tert-butylbenzoxazol-2-yl]vinyl]phenyl]benzoxazole (CAS no. 1552-47-2). The Biodegradability test was carried out for 28 days, activated sludge was taken as inoculum, concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l. The percentage degradation of read across substance 5-tert-butyl-2-[4-[2-[5-tert-butylbenzoxazol-2-yl]vinyl]phenyl]benzoxazole was determined to be 1 % degradation by BOD, 0 % degradation by HPLC parameter in 28 days. Thus, based on percentage degradation, 5-tert-butyl-2-[4-[2-[5-tert-butylbenzoxazol-2-yl]vinyl]phenyl]benzoxazole is considered to be not readily biodegradable in water.

 

In another supporting weight of evidence study from seconadary source (J checK) for read across substance 3-(dimethylamino)benzoic acid (CAS no. 99-64-9). The Biodegradability test was carried out for 28 days, activated sludge was taken as inoculum and concentration of inoculum i. e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l. The percentage degradation of test substance was determined to be 0% degradation by BOD and 1% degradation by TOC removal and HPLC parameter in 28 days. These values of percentages very less, so test chemical 3-(dimethylamino)benzoic acid is considered to be not readily biodegradable.

 

On the basis of above results for target chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1)from ( EPI suite 2017 and OECD QSAR tool box v3.3 2017) and for its read across substances ( from secondary source) the target chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1) can be expected to be not readily biodegradable.

Biodegradation in water and sediments:

Estimation Programs Interface (EPI Suite, 2017) prediction model was run to predict the half-life in water and sediment for the test compound 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059 -08 -1). If released in to the environment, 31.6 % of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of the chemical 2,2'-[(3- acetamidophenyl)imino]diethyl diacetate in water is estimated to be 37.5 days (900 hrs). The half-life (37.5 days estimated by EPI suite) indicates that the chemical is not persistent in water and the exposure risk to aquatic animals is low whereas the half-life period of 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate in sediment is estimated to be 337.5 days (8100 hrs).  However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.083 %), indicates that test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is not persistent in sediment.

Biodegradation in soil:

The half-life period of2,2'-[(3-acetamidophenyl)imino]diethyl diacetate(CAS No: 27059 -08 -1) in soil was estimated using Level III Fugacity Model by EPI Suite version 4.1 estimation database (EPI suite, 2017). If released into the environment, 68.3% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of test chemical2,2'-[(3-acetamidophenyl)imino]diethyl diacetatein soil is estimated to be 75 days (1800 hrs). Based on this half-life value of test chemical2,2'-[(3-acetamidophenyl)imino]diethyl diacetate, it is concluded that the chemical is not persistent in the soil environment and the exposure risk to soil dwelling animals is moderate to low.

Bioaccumulation:

Bioaccumulation: aquatic/sediments:

Various predicted data for the target compound 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No. 27059-08-1) and its supporting weight of evidence study of read across substance from secondary source were reviewed for the bioaccumulation end point which are summarized as below:

In a prediction done using BCFBAF Program (v3.00) model of EPI suite 2017 bio concentration factor (BCF) for 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059 -08 -1) estimated was 3.561 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000.

In another prediction done using Bio-concentration Factor (v12.1.0.50374) (ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017)Bio-concentration Factor at range pH 1-14  of the chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no.27059 -08 -1)  estimated to be between range 1- 4.90 dimensionless.

Another predicted data was estimated using Sci Finder database ( American Chemical Society (ACS), 2017)The Bioconcentration factor (BCF) for test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1) was predicted in aquatic organisms at pH 1-10 and temperature 25 °C. The Bioconcentration factor (BCF) of test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate at pH 1-10 and temperature 25 °C was estimated to be between range 1-9.89 dimensionless.

 

From CompTox Chemistry Dashboard using OPERA (OPEn (quantitative) structure-activity Relationship Application)  V1.02 model in which calculation based on PaDEL descriptors (calculate molecular descriptors and fingerprints of chemical)  the bioaccumulation i.e BCF for test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -08 -1)was estimated to be 5.26 dimensionless . The predicted BCF result based on the 5 OECD principles.

Using Chemspider-ACD/Phychem suite prediction model the Bioconcentration factor (BCF) for test chemical  2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059-08-1) was predicted in aquatic organisms at pH 5.5 and pH 7.4. The Bioconcentration factor (BCF) of test substance  2,2'-[(3-acetamidophenyl)imino]diethyl diacetate  at pH 5.5 was estimated to be 5.82 dimensionless and pH 7.4 is was estimated to be 66.26 dimensionless.

The supporting weight of evidence study of read across chemical 2-2-(acetyloxy)ethyl acetate (CAS no. 111-55-7) (seconadary source HSDB, 2017) BCF value estimated was 1.2 and it is estimated by using log Kow of 0.4 and recommended regression derived equation.

 

On the basis of above results for target chemical2,2'-[(3-acetamidophenyl)imino]diethyl diacetate(from EPI suite, ACD labs, Sci Finder database, CompTox Chemistry Dashboard and ChemSpider,2017) and its supporting weight of evidence study from secondary source HSDB it can be concluded that the BCF value of test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ranges from 1.0-9.89 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate is not expected to bioaccumulate in the food chain.

Transport and distribution:

Adsorption and Desorption:

Many studies have been carried out to predict to Adsorption coefficient i.e., Koc Value of target chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059-08-1) the results of different prediction studies are summarized below.

 

The Soil Adsorption Coefficient i.e Koc value of 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059-08-1) was estimated using Estimation programe interface (EPI suite, 2017) KOCWIN Program (v2.00) as Koc 15.11 L/kg (log Koc=1.179)  by means of MCI method at 25 deg.C. This Koc value indicates that the substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate  has a negligible sorption to soil and sediment and therefore have rapid migration potential to groundwater.

 

 

Another prediction study done using (ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017) by Adsorption Coefficient module (v12.1.0.50374) program.The Soil Adsorption Coefficient i.e Koc value of test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate  was estimated  at different pH as Koc 1 dimensionless (log Koc= 0) at pH range 1-2, Koc 4.66 dimensionless( log koc=0.7) at pH 3, Koc range from 32.1 to 104 dimensionless( log koc range=1.5-2.0) at pH 4 -14. By considering log Koc values at pH 6, 7 and 8 indicate that the 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate has a low sorption to soil and sediment and therefore have moderate to low migration potential to groundwater.

 

 

Next study was done by using Sci Finder database ( American chemical society (ACS) 2017). Soil Adsorption coeeficient was estimated for the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ( CAS no. 27059 -17 -3) was in range 1-7.70 ( log koc range =0-0.88) at pH 1 -3 and temperature 25 oC  and  at pH 4-14 Koc value range from 53.0-179 ( log Koc range= 1.72-2.25)  and temperature 25 °C. These Koc values at pH 6, 7 and 8 and temperature 25 °C indicate that the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate has low sorption to soil and sediment and therefore have moderate migration potential to groundwater.

 

 

Another prediction done by using the Chemspider - ACD/PhysChem Suite 2017.Soil Adsorption/Mobility study was conducted for the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS No: 27059-08-1) to estimate its Koc value at pH 5.5 and pH 7.4. The adsorption coefficient i.e Koc value of test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate at pH 5.5 was estimated to be 120.33 ( log koc=2.080) and pH 7.4 was estimated to be 129.35 (log koc=2.111).These Koc value at pH 5.5 and pH 7.4 indicates that the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate as low sorption to soil and sediment and therefore have moderate migration potential to groundwater.

 

 

One more prediction done from CompTox Chemistry Dashboard using OPERA (OPEn (quantitative) structure-activity Relationship Application)  V1.02 model in which calculation based on PaDEL descriptors (calculate molecular descriptors and fingerprints of chemical)  the adsorption coefficient i.e KOC for test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (CAS no.27059 -08 -1) was estimated to be 248 L/kg (log Koc = 2.394) .The predicted KOC result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

On the basis of above studies overall results for target chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate (from EPI suite, ACD labs,SciFinder, ChemSpider database and CompTox Chemistry Dashboard,2017), it can be concluded that the Koc value of test substance 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate ranges from 15.11 -179 ( log Koc= 1.17 -2.252) indicating that the test chemical 2,2'-[(3-acetamidophenyl)imino]diethyl diacetate has a low sorption to soil and sediment and therefore have moderate migration potential to groundwater.