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2 References  














Ethyl iodide






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From Wikipedia, the free encyclopedia
 

(Redirected from Iodoethane)

Ethyl iodide
Skeletal formula of ethyl iodide
Ball and stick model of ethyl iodide
Ball and stick model of ethyl iodide
Spacefill model of ethyl iodide
Spacefill model of ethyl iodide
Names
Preferred IUPAC name

Iodoethane[1]

Identifiers

CAS Number

3D model (JSmol)

Beilstein Reference

505934
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.758 Edit this at Wikidata
EC Number
  • 200-833-1

PubChem CID

RTECS number
  • KI4750000
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C2H5I/c1-2-3/h2H2,1H3 checkY

    Key: HVTICUPFWKNHNG-UHFFFAOYSA-N checkY

  • CCI

Properties

Chemical formula

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

Solubility in water

4 g L−1 (at 20 °C)
Solubilityinethanol Miscible
Solubilityindiethyl ether Miscible
log P 2.119
Vapor pressure 17.7 kPa

Henry's law
constant
 (kH)

1.8 μmol Pa−1kg−1

Magnetic susceptibility (χ)

-69.7·10−6cm3/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
fH298)

−39.9–−38.3 kJ mol−1

Std enthalpy of
combustion
cH298)

−1.4629–−1.4621 MJ mol−1
Hazards
GHS labelling:

Pictograms

GHS07: Exclamation mark GHS08: Health hazard

Signal word

Danger

Hazard statements

H302, H315, H317, H319, H334, H335

Precautionary statements

P261, P280, P305+P351+P338, P342+P311
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
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

  • Diiodomethane
  • Iodoform
  • Carbon tetraiodide
  • n-Propyl iodide
  • Isopropyl iodide
  • Related compounds

  • Guanidine
  • Diiodohydroxypropane
  • Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    ☒N verify (what is checkY☒N ?)

    Infobox references

    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.

    Production

    [edit]

    Ethyl iodide is prepared by using red phosphorus, absolute ethanol and iodine. The iodine dissolves in the ethanol, where it reacts with the solid phosphorus to form phosphorus triiodide.[3] During this process, the temperature is controlled.

    3 C2H5OH + PI3 → 3 C2H5I + H3PO3

    The crude product is purified by distillation.

    References

    [edit]
    1. ^ "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
  • ^ Csámpai, A; Láng, E; Majer, Zs; Orosz, Gy; Rábai, J; Ruff, F; Schlosser, G; Szabó, D; Vass, E (2012). Szerves Kémiai Praktikum. Eötvös kiadó. p. 274. ISBN 978-963-312-129-0.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Ethyl_iodide&oldid=1230830104"

    Categories: 
    Iodoalkanes
    Ethylating agents
    Organoiodides
    Hidden categories: 
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    Articles without KEGG source
    Articles with changed EBI identifier
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    This page was last edited on 24 June 2024, at 23:24 (UTC).

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