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Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Synthesis and Storage Stability of Diisopropylfluorophosphate
Derik R Heiss1, Donald W Zehnder1, David A Jett2
1Battelle Memorial Institute, 505 King Avenue, Columbus, OH 43201, USA.
High purity Diisopropylfluorophosphate (DFP) synthesis and storage stability were assessed. Storing DFP below -10°C in non-glass containers is recommended to prevent degradation.
Area of Science:
- Toxicology
- Chemical Synthesis
- Biochemistry
Background:
- Diisopropylfluorophosphate (DFP) is a critical acetylcholinesterase inhibitor used in toxicological research.
- Variability in DFP LD50 values suggests potential degradation issues.
- Ensuring DFP purity and stability is crucial for reliable experimental outcomes.
Purpose of the Study:
- To develop an efficient synthesis route for high-purity DFP.
- To evaluate the storage stability of DFP under various temperature conditions (4°C, -10°C, -80°C).
- To compare the stability of in-house synthesized DFP versus commercially sourced DFP.
Main Methods:
- Synthesis of DFP using an optimized route.
- Storage of DFP (commercial and synthesized) at 4°C, -10°C, and -80°C for 393 days.
- Analysis of DFP degradation products, primarily diisopropylphosphate, using chemical assays.
- Investigation of container material effects (glass vs. non-glass) on DFP stability.
Main Results:
- Commercial DFP showed significant degradation at 4°C but minor degradation at -10°C and none at -80°C.
- In-house synthesized DFP exhibited superior stability, with only minor degradation at 4°C and none at lower temperatures.
- Hydrolysis leading to diisopropylphosphate was identified as the primary degradation pathway.
- Glass containers accelerated DFP degradation due to hydrofluoric acid-induced silica attack.
Conclusions:
- A novel synthesis route yields highly stable DFP.
- Optimal storage of DFP requires temperatures at or below -10°C.
- Non-glass, airtight containers are recommended for long-term DFP storage to maintain purity and prevent degradation.
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