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
CAS Number	556-56-9 Y
3D model (Jmol)	Interactive image Interactive image
ChemSpider	21171407 Y
ECHA InfoCard	100.008.302
EC Number	209-130-4
PubChem CID	11166
UN number	1723
InChI 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
SMILES ICC=C C=CCI
Properties
Chemical formula	C3H5I
Molar mass	167.98 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
Safety data sheet	MSDS at Sigma Aldrich
EU classification (DSD) (outdated)	Toxic (T), Flammable (F)
Flash point	18 °C (64 °F; 291 K)
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 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.