Diisopropylphosphate
Chemical compound
From Wikipedia, the free encyclopedia
Diisopropylphosphate (DIPP) is an organophosphate compound with the chemical formula C6H15O4P. It is a phosphate monoester and acts as an acetylcholinesterase inhibitor through covalent interaction with the enzyme.[1]
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| Names | |
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| Preferred IUPAC name
Di(propan-2-yl) hydrogen phosphate | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.015.048 |
| KEGG | |
| MeSH | Diisopropylphosphate |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C6H15O4P | |
| Molar mass | 182.156 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemistry
Diisopropylphosphate consists of two isopropoxy groups attached to a phosphate group. It is the conjugate base of diisopropyl hydrogen phosphate and is structurally related to a number of organophosphorus compounds, including diisopropyl fluorophosphate.[1]
Biological significance
Diisopropylphosphate is formed during the hydrolysis of diisopropyl fluorophosphate (DFP), a potent organophosphorus acetylcholinesterase inhibitor. The enzyme diisopropyl-fluorophosphatase catalyzes the conversion of DFP to diisopropylphosphate and fluoride ions.[2]
