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Environmental fate & pathways

Biodegradation in water: screening tests

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Endpoint:
biodegradation in water: ready biodegradability
Type of information:
read-across from supporting substance (structural analogue or surrogate)
Adequacy of study:
key study
Justification for type of information:
According to handbook data, isocyanates react rapidly with water forming aminic structures as well as carbamic acids, which are mostly unstable, and ureas under release of carbon dioxide. Monitoring the amine formation in hydrolysis studies gives a picture of the degradation of the isocyanate. This behaviour of isocyanates has been used in studies to determine the rate of degradation*. In Guidance on IR & CSA Chapter R.6 it is mentioned that degradation products instead of parent substance can be investigated for ecotoxicological effects if the hydrolysis is very rapidly (t1/2 <1 h), OECD Guidance Document on Aquatic Toxicity Testing of Difficult Substances and Mixtures (2000) and Guidance on IR & CSA Chapter R.7b state the same. As phenyl isocyanate hydrolyses to aniline this is the ecotoxicological relevant species. Concluding, tests performed using the corresponding amine can equally be used to assess the ecotoxicological hazards of phenyl isocyanate. An underestimation of environmental hazards is thus avoided supporting a conservative and thus protective hazard assessment.

* Bayer Industry Services (2004), 4-chlorophenyl-isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300181. Leverkusen, Germany.
Bayer Industry Services (2003), Isopropyl isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300095. Leverkusen, Germany.
Reason / purpose for cross-reference:
read-across source
Parameter:
% degradation (O2 consumption)
Value:
ca. 70
Sampling time:
15 d
Parameter:
% degradation (O2 consumption)
Value:
ca. 90
Sampling time:
30 d
Details on results:
- nitrification not considered
- after 5 d: ca. 5 % degradation
Conclusions:
Biodegradation of aniline was measured as approx. 70 % after 15 days and approx. 90 % after 30 days.
Executive summary:

The biodegradation of aniline was tested according to OECD Guideline 301 D "Ready Biodegradability: Closed bottle". After 15 days the biodegradation was measured approx. 70 % and after 30 days approx. 90 %.

According to handbook data, isocyanates react rapidly with water forming aminic structures as well as carbamic acids, which are mostly unstable, and ureas under release of carbon dioxide. Monitoring the amine formation in hydrolysis studies gives a picture of the degradation of the isocyanate. This behaviour of isocyanates has been used in studies to determine the rate of degradation*. In Guidance on IR & CSA Chapter R.6 it is mentioned that degradation products instead of parent substance can be investigated for ecotoxicological effects if the hydrolysis is very rapidly (t1/2 <1 h), OECD Guidance Document on Aquatic Toxicity Testing of Difficult Substances and Mixtures (2000) and Guidance on IR & CSA Chapter R.7b state the same. As phenyl isocyanate hydrolyses to aniline this is the ecotoxicological relevant species. Concluding, tests performed using the corresponding amine can equally be used to assess the ecotoxicological hazards of phenyl isocyanate. An underestimation of environmental hazards is thus avoided supporting a conservative and thus protective hazard assessment.

* Bayer Industry Services (2004), 4-chlorophenyl-isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300181. Leverkusen, Germany.

Bayer Industry Services (2003), Isopropyl isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300095. Leverkusen, Germany.

Endpoint:
biodegradation in water: ready biodegradability
Type of information:
read-across from supporting substance (structural analogue or surrogate)
Adequacy of study:
key study
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
guideline study with acceptable restrictions
Justification for type of information:
According to handbook data, isocyanates react rapidly with water forming aminic structures as well as carbamic acids, which are mostly unstable, and ureas under release of carbon dioxide. Monitoring the amine formation in hydrolysis studies gives a picture of the degradation of the isocyanate. This behaviour of isocyanates has been used in studies to determine the rate of degradation*. In Guidance on IR & CSA Chapter R.6 it is mentioned that degradation products instead of parent substance can be investigated for ecotoxicological effects if the hydrolysis is very rapidly (t1/2 <1 h), OECD Guidance Document on Aquatic Toxicity Testing of Difficult Substances and Mixtures (2000) and Guidance on IR & CSA Chapter R.7b state the same. As phenyl isocyanate hydrolyses to aniline this is the ecotoxicological relevant species. Concluding, tests performed using the corresponding amine can equally be used to assess the ecotoxicological hazards of phenyl isocyanate. An underestimation of environmental hazards is thus avoided supporting a conservative and thus protective hazard assessment.

* Bayer Industry Services (2004), 4-chlorophenyl-isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300181. Leverkusen, Germany.
Bayer Industry Services (2003), Isopropyl isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300095. Leverkusen, Germany.
Reason / purpose for cross-reference:
read-across: supporting information
Qualifier:
according to guideline
Guideline:
OECD Guideline 301 D (Ready Biodegradability: Closed Bottle Test)
Deviations:
no
GLP compliance:
no
Oxygen conditions:
aerobic
Inoculum or test system:
activated sludge, domestic (adaptation not specified)
Details on inoculum:
effluent from wwtp treating domestic sewage
Duration of test (contact time):
30 d
Initial conc.:
2 mg/L
Based on:
test mat.
Parameter followed for biodegradation estimation:
O2 consumption
Parameter:
% degradation (O2 consumption)
Value:
ca. 70
Sampling time:
15 d
Parameter:
% degradation (O2 consumption)
Value:
ca. 90
Sampling time:
30 d
Details on results:
- nitrification not considered
- after 5 d: ca. 5 % degradation
Validity criteria fulfilled:
not specified
Interpretation of results:
readily biodegradable
Conclusions:
The biodegradation of aniline was tested according to OECD Guideline 301 D "Ready Biodegradability: Closed bottle". After 15 days the biodegradation was measured approx. 70 % and after 30 days approx. 90 %.
Executive summary:

The biodegradation of aniline was tested according to OECD Guideline 301 D "Ready Biodegradability: Closed bottle". After 15 days the biodegradation was measured approx. 70 % and after 30 days approx. 90 %.

According to handbook data, isocyanates react rapidly with water forming aminic structures as well as carbamic acids, which are mostly unstable, and ureas under release of carbon dioxide. Monitoring the amine formation in hydrolysis studies gives a picture of the degradation of the isocyanate. This behaviour of isocyanates has been used in studies to determine the rate of degradation*. In Guidance on IR & CSA Chapter R.6 it is mentioned that degradation products instead of parent substance can be investigated for ecotoxicological effects if the hydrolysis is very rapidly (t1/2 <1 h), OECD Guidance Document on Aquatic Toxicity Testing of Difficult Substances and Mixtures (2000) and Guidance on IR & CSA Chapter R.7b state the same. As phenyl isocyanate hydrolyses to aniline this is the ecotoxicological relevant species. Concluding, tests performed using the corresponding amine can equally be used to assess the ecotoxicological hazards of phenyl isocyanate. An underestimation of environmental hazards is thus avoided supporting a conservative and thus protective hazard assessment.

* Bayer Industry Services (2004), 4-chlorophenyl-isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300181. Leverkusen, Germany.

Bayer Industry Services (2003), Isopropyl isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300095. Leverkusen, Germany.

Description of key information

The biodegradation of the hydrolysis product aniline was tested according to OECD Guideline 301 D showing that approx. 70% degradated after 15 days. Aniline is therefore classified as readily biodegradable. Due to the rapid hydrolysis of phenyl isocyanate to aniline, it is assumed that the substance is also readily biodegradable.

Key value for chemical safety assessment

Biodegradation in water:
readily biodegradable

Additional information

No results on biodegradability are available for phenyl isocyanate. A read-across approach from the hydrolysis product aniline is therefore applied:

According to handbook data, isocyanates react rapidly with water forming aminic structures as well as carbamic acids, which are mostly unstable, and ureas under release of carbon dioxide. Monitoring the amine formation in hydrolysis studies gives a picture of the degradation of the isocyanate. This behaviour of isocyanates has been used in studies to determine the rate of degradation*. In Guidance on IR & CSA Chapter R.6 it is mentioned that degradation products instead of parent substance can be investigated for ecotoxicological effects if the hydrolysis is very rapidly (t1/2 <1 h), OECD Guidance Document on Aquatic Toxicity Testing of Difficult Substances and Mixtures (2000) and Guidance on IR & CSA Chapter R.7b state the same. As phenyl isocyanate hydrolyses to aniline this is the ecotoxicological relevant species. Concluding, tests performed using the corresponding amine can equally be used to assess the ecotoxicological hazards of phenyl isocyanate. An underestimation of environmental hazards is thus avoided supporting a conservative and thus protective hazard assessment.

* Bayer Industry Services (2004), 4-chlorophenyl-isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300181. Leverkusen, Germany.

Bayer Industry Services (2003), Isopropyl isocyanate: Investigation on Stability in Aqueous Test Solutions. Project No: 200300095. Leverkusen, Germany.

For assessment, only the most reliable study on ready biodegradability is considered. The biodegradation of aniline was tested according to OECD Guideline 301 D "Ready Biodegradability: Closed bottle". After 15 days the biodegradation was measured as approx. 70 % and after 30 days as approx. 90 %. Based on this result, aniline is classified as readily biodegradable. Due to the rapid hydrolysis of phenyl isocyanate, it is assumed, that the substance is also readily biodegradable.