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EC number: 222-720-6
CAS number: 3586-55-8
Concentrations (%) of the
hydrolysis products of Mergal® V615 at 25°C obtained by13C‑NMR,
quantified by external calibration
preparation of Mergal® V615 mixed in a 0.1 M aqueous borate buffer
was not calculated, but the hydrolysis DT50 and DT100 of
Mergal® V615 are < 2 h. Complete
release of formaldehyde and ethylene glycol had occurred at
the initial analysis (1.98 h) and practically identical concentrations
of the hydrolysis products were observed at all four subsequent
measurements (4.02, 6.05, 8.08 and 24.05 h).
conditions representative of the uses of Mergal® V615 in PT06 and PT13
applications, the test substance was rapidly and completely hydrolysed. The
hydrolysis products consisted of free formaldehyde and ethylene glycol
non-guideline study of the hydrolysis of Mergal® V615 was conducted in
an aqueous borate buffer system at a pH (8.5) and concentration (0.315%)
both relevant to the use of the test substance as a preservative of
in-can articles (PT06) and metal-working fluids (PT13). Hydrolysis
products were identified and quantified by means of 13C NMR
analysis, a non-destructive technique necessary to avoid the analysis
itself influencing the hydrolysis.
Hydrolysis of MERGAL® V615 at 50°C
[μg / 10 mL]
Measured concentration [μg / 10 mL]
T = 0
T = 2.4 hours
T = 5 days
values were not calculated. Plots
of concentration versus time were not provided.
A GLP-compliant study of the
hydrolysis of ‘MERGAL V615’ was conducted according to OECD No. 111 and
EEC Directive 92/69, C.7, without deviation. Dilutions of test material
in oxygen-free buffer solutions were incubated at pH 4, 7, and 9 at 50
°C for five days. Samples were taken for analysis at initiation (before
incubation), 2.4 hours, and 120 hours, i.e., five days. Test substance
content was determined by spectrophotometric analysis following
The active substance in MERGAL® V615
is unstable to hydrolysis at pH 4, 7, and 9. At the initial analysis,
almost all, i.e., 87 %, of the potential formaldehyde yield had already
been released. After 2.4 hours the yield of free formaldehyde was more
and hydrolysis values
At both pH values, the percentage of
formaldehyde reached a plateau after 5-6 hours.
amounts of transformation products
are determined in dependent of the concentration
# In the previous study 1 the apparent
release of formaldehyde started later which was due to a less sensitive
NMR probe head
of the transformation products:
Amount of identified components
contained in EGForm and in EGForm/D2O mixtures (study 2):
HO-CH2-O-CH2-O-CH2-CH2-OHb)asym. Dimethylol-ethylene glycol
HO-CH2-O-CH2-CH2-O-CH2-OHsymmetr. Dimethylol-ethylene glycol
HO-CH2-O-CH2-O- CH2-OHtrimer Formaldehyde-Hydrate2)
Sum of identified components
1) compounds in italics are
provisional structure proposals
2) for summing up, formaldehyde contents calculated from the hydrates
hydrolysis of EGForm was
studied using 1H and 13C-NMR technique.
The test substance was mixed with D2O to obtain a 1% solution
at 20°C; pH values were adjusted to either 6.5 or 7.2 in study 1 and in
a subsequent study (study 3) to pH 2, 4, 5.4, 7.1 and 8.9. The degree of
hydrolysis was measured by detection of free formaldehyde via the 13C-NMR-spectra.
a further study, the individual constituents in EGForm were determined
at different dilutions with D2O by applying the same
technique.The individual constituents
were identified via their characteristical chemical shifts, and
quantified via the corresponding intensities.
the first study, increasing amounts of formaldehyde were observedduring
a reaction time of 14 hours, At both pH values, the amount of
formaldehyde reached a plateau after 5-6 hours. Equilibrium between the
reactants was observed: about 45-50% of formaldehyde content could be
determined with respect to the initial weight of EGForm that is nearly
the totally releasable formaldehyde (46.8%). Although,
exact half-life times can not be calculated as the reaction is no pseudo
first order, T1/2-values were estimated from the released
formaldehyde in study 3. A clear effect of pH upon the estimated T1/2‑values
was demonstrated. Thus T1/2-values were highest at pH 4 and
most rapid hydrolysis was demonstrated at pH values >7. However,
estimated values indicate a relatively fast hydrolysis (DT50<
1 hour) over the total pH range. The
quantification of individual constituents of EGForm (study 2) showed
increasing contents of the hydrolysis products ethylene glycol and
formaldehyde in parallel to increasing the D2O content.
Simultaneously, the content of methylolated ethylene glycols decreased.
Hydrolysis of the test substance was
studied using 13C-NMR techniques and spectrophotometric
analysis. The degree of hydrolysis was measured by detection of
formaldehyde. During the reaction time, increasing amounts of
formaldehyde were observed. At all pH values, the content of
formaldehyde reached a plateau, an equilibrium between the reactants was
The studies demonstrate the rapid
hydrolysis. At large dilutions which are expected under environmental
conditions (in wastewaters or surface waters) as well as in human body
fluids, the test substance is expected to hydrolyse completely to
formaldehyde and ethylene glycol.
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