Allyl iodide

Allyl iodide
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)
ChemSpider
ECHA InfoCard 100.008.302
EC Number
  • 209-130-4
UNII
UN number 1723
  • InChI=1S/C3H5I/c1-2-3-4/h2H,1,3H2 Y
    Key: BHELZAPQIKSEDF-UHFFFAOYSA-N Y
  • InChI=1/C3H5I/c1-2-3-4/h2H,1,3H2
  • ICC=C
  • C=CCI
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:
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).
Infobox references

Allyl iodide (3-iodopropene) is an organic halide used in synthesis of other organic compounds such as N-alkyl-2-pyrrolidones, sorbic acid esters, 5,5-disubstituted barbituric acids, and organometallic catalysts. Allyl iodide can be synthesized from allyl alcohol and methyl iodide on triphenyl phosphite, Finkelstein reaction on allyl halides, or by the action of elemental phosphorus and iodine on glycerol. 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.