71.5 to 73.3 °C; 160.6 to 163.8 °F; 344.6 to 346.4 K
Solubility in water
4 g L−1 (at 20 °C)
Solubility in ethanol
Miscible
Solubility in diethyl ether
Miscible
log P
2.119
Vapor pressure
17.7 kPa
Henry's law constant (kH)
1.8 μmol Pa−1 kg−1
Magnetic susceptibility (χ)
-69.7·10−6 cm3/mol
Refractive index (nD)
1.513–1.514
Viscosity
5.925 mPa s (at 20 °C)
Thermochemistry
Heat capacity (C)
109.7 J K−1 mol−1
Std enthalpy of formation (ΔfH⦵298)
−39.9–−38.3 kJ mol−1
Std enthalpy of combustion (ΔcH⦵298)
−1.4629–−1.4621 MJ mol−1
Hazards
GHS labelling:
Pictograms
Signal word
Danger
Hazard statements
H302, H315, H317, H319, H334, H335
Precautionary statements
P261, P280, P305+P351+P338, P342+P311
NFPA 704 (fire diamond)
2
1
1
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
Methyl iodide
Diiodomethane
Iodoform
Carbon tetraiodide
n-Propyl iodide
Isopropyl iodide
Related compounds
Pimagedine
Guanidine
Diiodohydroxypropane
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
Chemical compound
Ethyl iodide (also iodoethane) is a colorless flammable chemical compound. It has the chemical formula C2H5I and is prepared by heating ethanol with iodine and phosphorus.[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 reaction between hydroiodic acid and ethanol distilling off the ethyl iodide. 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.
Ethyl iodide distillation. It has a greenish color due to decomposition.
Because iodide is a good leaving group, ethyl iodide is an excellent ethylating agent. It is also used as the hydrogen radical promoter.
^"iodoethane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 29 February 2012.
^Merck Index of Chemicals and Drugs, 9th ed., monograph 3753
Ethyliodide (also iodoethane) is a colorless flammable chemical compound. It has the chemical formula C2H5I and is prepared by heating ethanol with iodine...
Löwig (1803–1890) first prepared what he claimed was Pb2(C2H5)3 from ethyliodide and an alloy of lead and sodium. In 1859, English chemist George Bowdler...
(1943). "Methyl Iodide". Organic Syntheses; Collected Volumes, vol. 2, p. 399. Kimball, R. H. (1933). "Preparation of methyl or ethyliodide from iodoform"...
Frankland produced ethane by the reductions of propionitrile (ethyl cyanide) and ethyliodide with potassium metal, and, as did Faraday, by the electrolysis...
contemporary synthesis consists of the reaction of a 1:1 mixture of ethyliodide and ethyl bromide with a zinc-copper couple, a source of reactive zinc. The...
Frankland prepared the first organozinc compound, diethylzinc, by heating ethyliodide in the presence of zinc metal. This reaction produced a volatile colorless...
Isopropyl iodide is the organoiodine compound with the formula (CH3)2CHI. It is colorless, flammable, and volatile. Organic iodides are light-sensitive...
triphenylphosphine (PPh3) and carbon tetraiodide. Alcohols are converted in and to iodide, by a mechanism similar to the Appel reaction. In an Appel reaction, carbon...
British chemist Edward Frankland in 1849 from ethyliodide and zinc, but he had not realized that the ethyl radical dimerized and misidentified the substance...
organic chemistry, an ethyl group (abbr. Et) is an alkyl substituent with the formula −CH2CH3, derived from ethane (C2H6). Ethyl is used in the International...
Tetraethylammonium iodide is commercially available, but can be prepared by the reaction between triethylamine and ethyliodide. The crystal structure...
the chloride or iodide salts. The blue dye is prepared from 2-methylquinoline by quaternization with ethyl chloride or ethyliodide. Condensation with...
presence of sodium ethoxide, or by adding at least two molar equivalents of ethyliodide to the silver salt of malonylurea (barbituric acid) or possibly to a...
that after bombardment by neutrons, the breaking of a bond in liquid ethyliodide allowed radioactive iodine to be removed. Radioactive primordial nuclides...
discoverer, the Italian physicist Enrico Fermi. When they bombarded ethyliodide with neutrons produced by a radon–beryllium source, they found that the...
may be synthesized as an example of the Williamson ether synthesis: ethyliodide, paracetamol, and anhydrous potassium carbonate are heated in 2-butanone...
chemistry. It was first reported in 1848 from the reaction of zinc and ethyliodide, and was the first compound known to contain a metal–carbon sigma bond...
Sodium iodide (chemical formula NaI) is an ionic compound formed from the chemical reaction of sodium metal and iodine. Under standard conditions, it is...
The anilide nitrogen is then alkylated by means of sodium hydride and ethyliodide to give 3. The first step in the condensation with 3-amino-4-cyanopyrazole...
transfer catalysts or such highly polar aprotic solvents as DMF. An additional iodide salt may, via the Finkelstein reaction, catalyze the reaction of a recalcitrant...
investigated ethyl radicals. In the course of this work butane formed by reaction of ethyliodide and zinc was mistakenly identified as the ethyl radical....
Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound with the chemical formula CH3CH2OH. It...
cyclizes to 5-phenylhydantoin (4). Alkylation of this product using ethyliodide leads to the formation of ethotoin (5). Schwade ED, Richards RK, Everett...
or NaBr. An example involves the conversion of the ethyl ester of 5-bromovaleric acid to the iodide: EtO2C(CH2)4Br + NaI → EtO2C(CH2)4I + NaBr Potassium...
developed. Like many alkyl iodides, ethyl iodoacetate is an alkylating agent, which makes it useful in organic synthesis, yet toxic. Ethyl iodoacetate is also...
Ethyl formate is an ester formed when ethanol (an alcohol) reacts with formic acid (a carboxylic acid). Ethyl formate has the characteristic smell of...
American Samoan writer Eti Tavares (born 1993), Bissau-Guinean footballer Ethyliodide Effector-triggered immunity Extraterrestrial intelligence Eti (film)...
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