Nonanoic acid, 2-oxiranylmethyl ester, branched

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study was conducted according to the O.E.C.D. test guideline 111 with GLP compliance.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2012

Report date:

2012

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Test material

Test material information

Constituent 1

Reference substance name:

2,3-epoxypropyl neodecanoate

EC Number:

247-979-2

EC Name:

2,3-epoxypropyl neodecanoate

Cas Number:

26761-45-5

Molecular formula:

C13H24O3

IUPAC Name:

Oxiran-2-ylmethyl 2-ethyl-2,5-dimethylhexanoate

Constituent 2

Reference substance name:

Neodecanoic acid, oxiranylmethyl ester

IUPAC Name:

Neodecanoic acid, oxiranylmethyl ester

Test material form:

other: Colorless liquid at room temperature.

Details on test material:

As per IUCLID5 Sections 1.1. 1.2. 1.4. and 4.1. for 2,3-epoxypropyl neodecanoate, REACH Registration: 01-2119431597-33-0000.

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Details on sampling:

Samples were taken at 3.5, 23, 25.5, 29 47, 49.5 and 52 hr for gas chromatograohy analysis.

Buffers:

pH4, Potassium hydrogen phthalate 0.05 mol/ml

pH7, Disodium hydrogen orthophosphate (anhydrous) 0.03 mol/ml, Potassium dihydrogen orthophosphate 0.02 mol/ml and Sodium chloride 0.02 mol/ml

pH9, Disodium tetraborate, 0.01 mol/ml and Sodium chloride 0.02 mol/ml.

Details on test conditions:

Test sample solutions were prepared in stoppered glass flasks at a nominal concentration of 30 mg/L in the three buffer solutions. A 1% co-solvent of acetone was used to aid solubility. The test solutions were split into individual vessels for each data point and shielded from light whilst maintained at the test temperature. Testing was conducted at pH 4, pH 7 and pH 9, with solutions being maintained at 50.0, 60.0 and 70.0 ± 0.5 °C.

Identification of hydrolysis products was performed. Selected sample solutions were additionally analysed by gas chromatography mass spectroscopy (GC-MS) using the GC conditions described. The concentration ofthe test sample solution was determined by gas chromatography (GC). An aliquot (20 mL) of each sample was extracted with three portions (3 x 3 ml) of methyl tertbutyl ether (MTBE), using approximately 2 g of sodium chloride added to the aqueous phase to aid extraction. The combined extracts were diluted to 1.0 ml in a volumetric flask. Duplicate standard solutions of test item were prepared in MTBE at a nominal concentration of 6O mg/L. Incubations were upto 52 hr.

Duration of test

Duration:

52 h

Initial conc. measured:

ca. 30 mg/L

Number of replicates:

2

Negative controls:

yes

Statistical methods:

No data

Results and discussion

Test performance:

As per O.E.C.D. test guideline 111.

Transformation products:

yes

Identity of transformation products

No.:

#1

Reference

Reference substance name:

Unnamed

IUPAC name:

Diol of the test substance.

Identifier:

common name

Identity:

Diol of the test substance.

Details on hydrolysis and appearance of transformation product(s):

Analysis of selected hydrolysed test solutions (pH 4, 49.5-Hour, 50 °C; pH 7, 52-Hour, 50 °C and pH 9 52-Hour, 50 °C) indicated that the degradation products were most likely the diol of the test substance

Total recovery of test substance (in %)

% Recovery:

ca. 74.5

St. dev.:

59

Dissipation DT50 of parent compound

Dissipation DT50 of parent compound 1

pH:

4

Temp.:

25 °C

Hydrolysis rate constant:

ca. 9.13

DT50:

ca. 210 h

Type:

(pseudo-)first order (= half-life)

Dissipation DT50 of parent compound 2

pH:

7

Temp.:

25 °C

Hydrolysis rate constant:

ca. 8.11

DT50:

ca. 238 h

Type:

(pseudo-)first order (= half-life)

Dissipation DT50 of parent compound 3

pH:

9

Temp.:

25 °C

Hydrolysis rate constant:

ca. 8.18

DT50:

ca. 235 h

Type:

(pseudo-)first order (= half-life)

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

The test substance was determined to have a hydrolysis half-life of approximately 228 hr (9.5 days) over a pH range of 4 - 9. The diol of the test substances was observed to be the primary hydrolysis product.

Executive summary:

The test substance, 2,3-epoxypropyl neodecanoate was accessed for pH dependent hydrolysis by an O.E.C.D. test guideline 111 study. The test substance was determined to have a hydrolysis half-life of approximately 228 hr (9.5 days) over a pH range of 4 - 9. The diol of the test substances was observed to be the primary hydrolysis product. It is anticipated that Neononanoic acid glycidyl ester will have a similar hydrolysis half-life and hydrolysis.