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EC number: 203-687-7 | CAS number: 109-61-5
Hydrolysis
Administrative data
Link to relevant study record(s)
Description of key information
Parent compound: In contact with water, the substance will hydrolyse
rapidly.
Hydrolyisis product propanol: According to structural properties,
hydrolysis is not expected.
Key value for chemical safety assessment
- Half-life for hydrolysis:
- 0.5 d
- at the temperature of:
- 298 K
Additional information
Parent compound propyl chloroformate (CAS 109-61-5):
For the chloroformates category, which includes propyl chloroformate, hydrolysis is the primary reaction in aqueous systems and has been shown to occur very quickly with half-lives of ≤ 30 min (OECD SIDS 2010). All category members hydrolyze in the presence of water or moisture to form hydrochloric acid (CAS 7647-01-0), carbon dioxide (CAS 124-38-9) and the corresponding alcohol. In the case of propyl chloroformate the corresponding alcohol is propanol (CAS 71-23-8) which at its turn is considered to be hydrolytically stable as primary alcohols and ethers are generally known to be resistant to hydrolysis.
Hydrolysis of propyl chloroformate was tested at varying temperatures (Queen, 1967). Based on the given rate constant at 25 °C, a half-live of 29.5 min was calculated for propyl chloroformate.
A read-across was performed to close data gaps for propyl chloroformate (e.g., related to the formation of transformation products) by using data on the structurally related source substance isopropyl chloroformate (CAS 108-23-6). Hydrolysis of isopropyl chloroformate was tested in a GLP guideline study following OECD guideline 111 (Safepharm, 2003). In this study hydrolysis was examined at pH 4, pH 7 and pH 9 at temperatures of 0 and 10°C. From the different hydrolysis data the half-life of the substance at pH 7 and 25°C was calculated by means of the Arrhenius equation to be 5.45 minutes. The test material was predicted to hydrolyse to give isopropanol (CAS 67-63-0), hydrogen chloride (CAS 7647-01-0) and carbon dioxide (CAS 124-38-9).
Hydrolysis product propanol (CAS 71-23-8):
According to literature data of Harris (1990), Kollig et al. (1993) and
Boethling & Mackay (2000) hydrolysis of the hydrolysis product propanol
(CAS 71-23-8) is not expected.
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