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Administrative data

Endpoint:
hydrolysis
Type of information:
experimental study
Adequacy of study:
key study
Study period:
2010
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
other: Study performed according to OECD guiline 111

Data source

Reference
Reference Type:
study report
Title:
Unnamed
Year:
2010
Report date:
2010

Materials and methods

Test guideline
Qualifier:
equivalent or similar to guideline
Guideline:
OECD Guideline 111 (Hydrolysis as a Function of pH)
Deviations:
no
GLP compliance:
yes
Remarks:
Study performed under same rules as GLP

Test material

Constituent 1
Chemical structure
Reference substance name:
(3H)-benzofuran-2-one
EC Number:
209-052-0
EC Name:
(3H)-benzofuran-2-one
Cas Number:
553-86-6
Molecular formula:
C8H6O2
IUPAC Name:
2,3-dihydro-1-benzofuran-2-one
Details on test material:
Purity >= 98%

Study design

Analytical monitoring:
yes
Buffers:
 Buffer solution pH4: 100mL of potassium hydrogenophtalate 0.1M + 0.8mL of NaOH 0.1N, ultrapur water is added to 200mL.
 Buffer solution pH7: 100mL of potassium hydrogenophosphate 0.1M + 59.2mL of NaOH 0.1N, ultrapur water is added to 200mL.
 Buffer solution pH9: 100mL of boric acid + 42.6mL of NaOH 0.1M, KCl 0.1M is added to 200mL.

- Buffers and water used
Potassium hydrogenophtalate MERCK, batch: 724009
NaOH 0.1N VWR, batch: 100210515
Potassium hydrogenophosphate VWR, batch: 0602286
Boric acid 99% ACROS, batch: A0243276
KCl pa ACROS, batch: A017996301
Ultrapur water

- Molarity and pH of buffer solutions (See above).
The pH of each buffer solution was measured after each preparation with pHmeter: Metrohm 736.
Buffer solution pH4: 4.0
Buffer solution pH7: 7.0
Buffer solution pH9: 9.0
Duration of testopen allclose all
Duration:
503 h
pH:
4
Temp.:
10 °C
Initial conc. measured:
1 165 - 1 244 mg/L
Duration:
122 h
pH:
4
Temp.:
25 °C
Initial conc. measured:
1 238 - 1 471 mg/L
Duration:
31 h
pH:
4
Temp.:
50 °C
Initial conc. measured:
1 118 - 1 154 mg/L
Duration:
51 h
pH:
7
Temp.:
10 °C
Initial conc. measured:
1 024 - 1 085 mg/L
Duration:
27 h
pH:
7
Temp.:
25 °C
Initial conc. measured:
1 032 - 1 442 mg/L
Duration:
5 h
pH:
7
Temp.:
50 °C
Initial conc. measured:
1 205 - 1 603 mg/L
Duration:
3 h
pH:
9
Temp.:
10 °C
Initial conc. measured:
1 415 - 1 687 mg/L
Duration:
2 h
pH:
9
Temp.:
25 °C
Initial conc. measured:
1 167 - 1 240 mg/L
Duration:
1 h
pH:
9
Temp.:
50 °C
Initial conc. measured:
961 - 1 128 mg/L
Number of replicates:
2 replicates per buffer solution

Results and discussion

Preliminary study:
Study condition: at 50°C (in an oven) for 5 days
% Degradation
pH4 100
pH7 100
pH9 100

Conclusion:
More than 10% of hydrolysis is observed after 5 days for each pH, thus the test substance is considered hydrolytically unstable and additional testing is required.
Transformation products:
yes
Identity of transformation products
No.:
#1
Reference
Reference substance name:
Unnamed
IUPAC name:
(2-hydroxyphenyl)acetic acid
Inventory number:
InventoryMultipleMappingImpl [inventoryEntryValue=EC 210-393-2]
CAS number:
614-75-5
Identity:
Acetic acid, (o-hydroxyphenyl)-
Identity:
Benzeneacetic acid, 2-hydroxy-
Molecular formula:
C8H8O3
Molecular weight:
152.147
SMILES notation:
OC(=O)Cc1ccccc1O
InChl:
InChI=1/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
Details on hydrolysis and appearance of transformation product(s):
Hydrolysis substance of 2-Coumaranone is o-hydroxyphenylacetic acid (CAS 614-75-5; EINECS 210-393-2) and is identified as AOHPA in this RSS
Total recovery of test substance (in %)open allclose all
% Recovery:
94.4 - 101
pH:
4
Temp.:
10 °C
Duration:
390 - 503 h
% Recovery:
94.7 - 103.7
pH:
4
Temp.:
25 °C
Duration:
97 - 122 h
% Recovery:
95.1 - 103
pH:
4
Temp.:
50 °C
Duration:
24 - 31 h
% Recovery:
92.2 - 100.7
pH:
7
Temp.:
10 °C
Duration:
46 - 51.5 h
% Recovery:
93.4 - 101
pH:
7
Temp.:
25 °C
Duration:
26 - 28 h
% Recovery:
75 - 100
pH:
7
Temp.:
50 °C
Duration:
5.25 - 5.5 h
% Recovery:
62 - 95
pH:
9
Temp.:
10 °C
Duration:
2.25 - 3 h
% Recovery:
70 - 97
pH:
9
Temp.:
25 °C
Duration:
1.5 - 1.75
% Recovery:
93.7 - 113
pH:
9
Temp.:
50 °C
Duration:
0.75 - 1 h
Dissipation DT50 of parent compoundopen allclose all
pH:
4
Temp.:
10 °C
Hydrolysis rate constant:
0 min-1
DT50:
158.6 h
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
25 °C
Hydrolysis rate constant:
0 min-1
DT50:
41.1 h
Type:
(pseudo-)first order (= half-life)
pH:
4
Temp.:
50 °C
Hydrolysis rate constant:
0.002 min-1
DT50:
7.5 h
Type:
(pseudo-)first order (= half-life)
pH:
7
Temp.:
10 °C
Hydrolysis rate constant:
0 min-1
DT50:
40.3 h
Type:
(pseudo-)first order (= half-life)
pH:
7
Temp.:
25 °C
Hydrolysis rate constant:
0.001 min-1
DT50:
9.2 h
Type:
(pseudo-)first order (= half-life)
pH:
7
Temp.:
50 °C
Hydrolysis rate constant:
0.014 min-1
DT50:
0.9 h
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
10 °C
Hydrolysis rate constant:
0.015 min-1
DT50:
0.8 h
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
25 °C
Hydrolysis rate constant:
0.061 min-1
DT50:
0.2 h
Type:
(pseudo-)first order (= half-life)
pH:
9
Temp.:
50 °C
Hydrolysis rate constant:
0.494 min-1
DT50:
1.4 min
Type:
second order

Applicant's summary and conclusion

Validity criteria fulfilled:
yes