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| Names | |||
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| Preferred IUPAC name Iodoethane[1] | |||
| Identifiers | |||
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3D model (JSmol) | |||
| 505934 | |||
| ChEBI | |||
| ChEMBL | |||
| ChemSpider |
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| ECHA InfoCard | 100.000.758 | ||
| EC Number |
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| RTECS number |
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| UNII | |||
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| Properties | |||
| C2H5I | |||
| Molar mass | 155.966 g·mol−1 | ||
| Appearance | Colourless liquid | ||
| Density | 1.940 g mL−1 | ||
| Melting point | −111.10 °C; −167.98 °F; 162.05 K | ||
| Boiling point | 71.5 to 73.3 °C; 160.6 to 163.8 °F; 344.6 to 346.4 K | ||
| 4 g L−1 (at 20 °C) | |||
| Solubility inethanol | Miscible | ||
| Solubility indiethyl ether | Miscible | ||
| logP | 2.119 | ||
| Vapor pressure | 17.7 kPa | ||
Henry's law constant (kH) | 1.8 μmol Pa−1 kg−1 | ||
| −69.7·10−6 cm3/mol | |||
Refractive index (nD) | 1.513–1.514 | ||
| Viscosity | 5.925 mPa s (at 20 °C) | ||
| Thermochemistry | |||
| 109.7 J K−1 mol−1 | |||
Std enthalpy of formation(ΔfH⦵298) | −39.9 to −38.3 kJ mol−1 | ||
Std enthalpy of combustion(ΔcH⦵298) | −1.4629 to −1.4621 MJ mol−1 | ||
| Hazards | |||
| GHS labelling: | |||
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| Danger | |||
| H302,H315,H317,H319,H334,H335 | |||
| P261,P280,P305+P351+P338,P342+P311 | |||
| NFPA 704 (fire diamond) | |||
| Flash point | 72 °C (162 °F; 345 K) | ||
| Lethal dose or concentration (LD, LC): | |||
LD50 (median dose) | 330 g m−3(oral, rat) | ||
| Related compounds | |||
Related iodoalkanes | |||
Related compounds | |||
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |||
Ethyl iodide (alsoiodoethane) is acolorlessflammablechemical compound. It has the chemical formula C2H5I and is prepared by heatingethanol withiodine andphosphorus.[2] On contact with air, especially on the effect of light, it decomposes and turns yellow or reddish from dissolved iodine.
It may also be prepared by the reaction betweenhydroiodic acid and ethanol, typically by generating the hydroiodic acidin situ via an iodide salt (such as sodium iodide) and an acid (such as sulfuric acid), after which the ethyl iodide is distilled off. Ethyl iodide should be stored in the presence of copper powder to avoid rapid decomposition, though even with this method samples do not last more than 1 year.
Because iodide is a goodleaving group, ethyl iodide is an excellent ethylating agent. It is also used as the hydrogen radical promoter.
Ethyl iodide is prepared by using redphosphorus, absoluteethanol andiodine. The iodine dissolves in the ethanol, where it reacts with the solid phosphorus to formphosphorus triiodide.[3] During this process, the temperature is controlled.
The crude product is purified by distillation.
| Authority control databases: National |
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