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Environmental fate & pathways

Hydrolysis

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Description of key information

Hydrolysis: 97% in 14 h at pH 7.4 and 37°C
2,5-Furandione, dihydro-, mono-C15-20-alkenyl derivs. appears to hydrolyze very rapidly at 20°C at pH 4, 7 and 9 as soon as it comes to contact with water.
The half-life at 70°C was 27 min in pure water and 80 min in water-THF, respectively.

Key value for chemical safety assessment

Half-life for hydrolysis:
27 min
at the temperature of:
70 °C

Additional information

In a pre-test for a OECD 111 study, 2,5-Furandione, dihydro-, mono-C15-20-alkenyl derivs. showed hydrolysis with water at pH7, but no kinetic could be derived. At pH 7 and 9 foam formation was apparent preventing the determination of the hydrolysis rate. However, foam building is regarded as a consequence of the hydrolysis product alkenyl succinic acid salt, which is a general reaction of organic anhydrides at neutral and alkaline pH.

The hydrolysis of the substance under physiological conditions (pH 7.4, temperature 37°C) was investigated by using liquid chromatography-mass spectrometry for analysis of the substance and its hydrolysis product ASAcid before and after hydrolysis. Within 14 hours, 97 % of the initial substance amount has hydrolyzed into alkenyl succinic acid (ASAcid).

The hydrolysis of was evaluated by dissolving the substance in pure water or in water together with tetrahydrofuran. The test solutions were mixed constantly and kept at 70 °C. Samples were taken, processed and analysed by HLC. The result showed a approximated zero-order hydrolysis rate and the half-life of 27 min in pure water and a pseudo-first order kinetic with a half-life time of 86 min in water-THF, respectively.