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Hydrolysis

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Reference
Endpoint:
hydrolysis
Type of information:
experimental study
Adequacy of study:
key study
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
other: GLP guideline study
Qualifier:
according to guideline
Guideline:
OECD Guideline 111 (Hydrolysis as a Function of pH)
Deviations:
no
Remarks:
Not specified in report
GLP compliance:
yes
Transformation products:
not specified
Details on hydrolysis and appearance of transformation product(s):
Breakdown products are not discussed in the report. However, it is known that hydrolysis of epichlorohydrin results in the formation of 3-Chloro-1,2-propanediol also known as alpha-monochlorohydrin.
pH:
4
Temp.:
20 °C
DT50:
7.3 d
Type:
other: abiotic
pH:
7
Temp.:
20 °C
DT50:
3.9 d
Type:
other: abiotic
pH:
9
Temp.:
20 °C
DT50:
6.8 d
Type:
other: abiotic
pH:
4
Temp.:
35 °C
DT50:
1.3 d
Type:
other: abiotic
pH:
7
Temp.:
35 °C
DT50:
0.8 d
Type:
other: abiotic
pH:
9
Temp.:
35 °C
DT50:
1.4 d
Type:
other: abiotic

Breakdown products are not discussed in the report. However, it is known that hydrolysis of epichlorohydrin results in the formation of 3-Chloro-1,2-propanediol also known as alpha-monochlorohydrin.

Conclusions:
The half-lives in 20C water were 7.3, 3.9 and 6.8 days at pH 4, 7 and 9, respectively.

Description of key information

Epichlorohydrin is susceptible to hydrolysis which will likely lead to 3-chloro-1,2,propanediol with a pseudo first order reaction half-life of 4 days at pH 7 and 20°C. 

Key value for chemical safety assessment

Half-life for hydrolysis:
4 d
at the temperature of:
20 °C

Additional information

Epichlorohydrin is susceptible to hydrolysis which will likely lead to 3-chloro-1,2,propanediol, however no analytical work on the breakdown product was presented in the report. The half-life for this reaction has been determined in an OECD 111 study at three different pH values with half-lives ranging from 4 to 7 days at 20 °C. Similar half-lives were reported in another study (2.5–3.3 days). The half-life at neutral pH is anticipated to be lower compared to alkaline or acidic conditions, the first study cited reports slightly shorter half-lives at pH=7.

Epichlorohydrin will also react with other nucleophiles commonly present in waste water or natural waters (Thiols, Phenols, Alcohols).