CHEBI:42487 - iodoethane

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ChEBI Name iodoethane
ChEBI ID CHEBI:42487
Definition An iodoalkane that is ethane substituted by an iodo group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB9139251, eMolecules:475832
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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. 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 between hydroiodic acid and ethanol, typically by generating the hydroiodic acid in 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 good leaving group, ethyl iodide is an excellent ethylating agent. It is also used as the hydrogen radical promoter.
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Formula C2H5I
Net Charge 0
Average Mass 155.96557
Monoisotopic Mass 155.94360
InChI InChI=1S/C2H5I/c1-2-3/h2H2,1H3
InChIKey HVTICUPFWKNHNG-UHFFFAOYSA-N
SMILES CCI
ChEBI Ontology
Outgoing iodoethane (CHEBI:42487) has parent hydride ethane (CHEBI:42266)
iodoethane (CHEBI:42487) is a iodoalkane (CHEBI:37757)
IUPAC Name
iodoethane
Synonyms Sources
ethyl iodide ChEBI
IODOETHANE PDBeChem
monoiodoethane ChemIDplus
Manual Xrefs Databases
ETI PDBeChem
Iodoethane Wikipedia
IODOETHANE MetaCyc
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Registry Numbers Types Sources
505934 Reaxys Registry Number Reaxys
75-03-6 CAS Registry Number ChemIDplus
Citations
Pereira JM, Mahoney M, Edgar KJ (2014)
Synthesis of amphiphilic 6-carboxypullulan ethers.
Carbohydrate polymers 100, 65-73 [PubMed:24188839]
[show Abstract]
Ljubić I, Matasović B, Bonifačić M (2013)
An efficient buffer-mediated control between free radical substitution and proton-coupled electron transfer: dehalogenation of iodoethane by the α-hydroxyethyl radical in aqueous solution.
Physical chemistry chemical physics : PCCP 15, 18001-18011 [PubMed:24061544]
[show Abstract]
Last Modified
22 July 2014