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EC number: 216-600-2
CAS number: 1623-05-8
Table 2. Summary of
Hydrolytic Rate Constants and Calculated Half-Lives of PPVE
Elapsed Time (hours)
Avg. conc. at TP0 (ng/mL)
Avg. conc. at end time point (ng/mL)
% Hydrolyzed at end
Calculated Half-Life (hours)**
pH 4, 50°C
pH 7, 50°C
pH 9, 50°C
pH 4, 20°C
pH 7, 20°C
pH 9, 20°C
pH 4, 10°C
pH 7, 10°C
pH 9, 10°C
of Determination for the 1st Order Kinetics Linear Regression Equation
in parentheses are 95% Confidence Limits Half-Life (hours).
Hydrolysis of PPVE was investigated at three pHs (4, 7, and 9) and at
three different temperatures (10°C, 20°C, and 50°C) according to OECD
111 guideline “Hydrolysis as a Function of pH”. Nine discrete hydrolysis
study samples were prepared in replicates for three pH level (pH, 4, 7,
9) at three temperature (10 °C, 20 °C, 50 °C ). For each pH and
temperature combination, PPVE concentrations in aqueous buffer systems
were measured at a minimum of eight discrete time points after initial
dosing of the test system using purge and trap gas chromatography/mass
spectrometry (PT-GC/MS). The hydrolytic rate constant,k, and hydrolytic
half-life, t1/2, were determined by plotting the natural logarithmic
transform of the measured PPVE concentration as a function of elapsed
time and performing linear regression, assuming that the hydrolysis
followed pseudo first-order reaction kinetics.
The hydrolytic rate constants ranged from 0.0606 - 0.0621 hours-1 at
50°C, 0.0207 -0.0321 hours-1 at 20°C, and 0.0160 -0.0238 hours-1 at
10°C. The Coefficient of Determination for the 1st order kinetics linear
regression equation ranged from 0.830 to 0.957. Calculated half-lives
ranged from 11.2-11.4 hours (50°C), 21.6-33.5 hours (20°C), and
29.2-43.4 hours (10°C). For each of the temperatures studied, the
hydrolytic rate constant and resultant half-life showed no significant
dependence on pH. Arrhenius plots as a function of pH (ln k vs 1/T) also
produced similar slopes suggesting that the activation energy for the
reaction does not appreciably depend on the pH.
Duplicated samples of saturated PPVE in pH 7 buffer were also analyzed
for the hydrolysis product using 19F NMR. The primary hydrolysis
products of PPVE at pH 7 were the deprotonated form of
perfluoropropionic acid (CF3CF2-CO2-) and fluoride ion (F-). This
experiment was not conducted under GLP compliance.
The hydrolysis study is conducted according to OECD guideline and in
compliance with GLP. Although high variations were observed in some of
the measured concentrations, in addition to poor recoveries in the
quality control samples, they are not likely to affect the PPVE
hydrolysis rate constants and hydrolysis half-life. This study is
considered reliable with restriction and a key study.
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