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Environmental fate & pathways

Hydrolysis

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Description of key information

According to OECD 111 the test item was determined to be hydrolytically unstable at pH 4, 7 and 9 (t½ = 17.59 hours at 10 °C, t½ = 13.25 hours at 25 °C; t½ = 5.96 hours at 50 °C).

Key value for chemical safety assessment

Half-life for hydrolysis:
13.25 h
at the temperature of:
25 °C

Additional information

A GLP study conducted according to OECD guidelines 111 is available.

The hydrolysis behaviour of the test item 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctyl acrylate was examined at three different pH values and three different temperatures. At 10 °C, 25 °C and 50 °C, hydrolysis was completed within 1 – 5 days. Therefore, the test item can be considered as hydrolytically instable at all pH values 4, 7 and 9.

Ester decomposition is usually catalysed both by acids and bases. The test item 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctyl acrylate seems to be affected much more quickly by acids at 10 °C and 25 °C, but at 50 °C the hydrolysis was quicker at pH 9. An additional signal was observed in the GC-chromatogram (at approx. 2.6 min.) at pH 9 only and was identified via GC/MS analysis in the laboratory Dr. Appelt in Mannheim under non-GLP conditions as3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctyl alcohol.

Hydrolysis rates are higher with increasing temperature.

All validity criteria for analytical method and determination of hydrolysis were met; repeatability of the values was very good, and coefficients of determination all lay above 0.95.

Temperature dependencies of the hydrolysis constants fit very well theArrheniusequation indicating that the reaction is pseudo-first order indeed.