Allyl iodide
Chemical compound
From Wikipedia, the free encyclopedia
Allyl iodide (3-iodopropene) is an organic halide used in synthesis of other organic compounds such as N-alkyl-2-pyrrolidones,[1][failed verification] sorbic acid esters,[1] 5,5-disubstituted barbituric acids,[2][failed verification] and organometallic catalysts.[3][failed verification] Allyl iodide can be synthesized from allyl alcohol and methyl iodide on triphenyl phosphite,[4] Finkelstein reaction on allyl halides,[5] or by the action of elemental phosphorus and iodine on glycerol.[6][7] Allyl iodide dissolved in hexane can be stored for up to three months in a dark freezer at −5 °C (23 °F) before decomposition into free iodine becomes apparent.[8]
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| Names | |
|---|---|
| Preferred IUPAC name
3-Iodoprop-1-ene | |
| Other names
Allyl iodide 3-Iodopropene 3-Iodopropylene 3-Iodo-1-propene Iodoallylene 2-Propenyl iodide | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.008.302 |
| EC Number |
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PubChem CID |
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| UNII | |
| UN number | 1723 |
CompTox Dashboard (EPA) |
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| Properties | |
| C3H5I | |
| Molar mass | 167.977 g·mol−1 |
| Appearance | Pale yellow liquid |
| Density | 1.837 g/cm3 |
| Melting point | −99 °C (−146 °F; 174 K) |
| Boiling point | 101 to 103 °C (214 to 217 °F; 374 to 376 K) |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H225, H314 | |
| P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, P501 | |
| Flash point | 18 °C (64 °F; 291 K) |
| Safety data sheet (SDS) | MSDS at Sigma Aldrich |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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