Ethyl iodoacetate
Ethyl iodoacetate is a chemical compound that is a derivative of ethyl acetate.[1][2] Under normal conditions, the compound is a clear, light yellow to orange liquid.
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| Names | |
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| Preferred IUPAC name
Ethyl iodoacetate | |
| Other names
Ethyl 2-iodoacetate | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.009.816 |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C4H7IO2 | |
| Molar mass | 214.002 g·mol−1 |
| Density | 1.808 g/mL |
| Boiling point | 179 to 180 °C (354 to 356 °F; 452 to 453 K) |
| -97.6·10−6 cm3/mol | |
| Hazards | |
EU classification (DSD) (outdated) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
Applications
Used by the British during World War I, it was codenamed SK gas, for the initials of South Kensington, where it was developed.[3]
Like many alkyl iodides, ethyl iodoacetate is an alkylating agent, which makes it useful in organic synthesis, yet toxic. Ethyl iodoacetate is also a lachrymatory agent.
References
- "242934 ALDRICH Ethyl iodoacetate". Sigma Aldrich. sigmaaldrich.com. Retrieved 1 June 2017.
- "Ethyl iodoacetate". chemicalbook.com. Retrieved 1 June 2017.
- Timothy T. Marrs; Robert L. Maynard; Frederick Sidell (4 April 2007). Chemical Warfare Agents: Toxicology and Treatment. John Wiley & Sons. pp. 682–. ISBN 978-0-470-06002-5.
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