[A12788] CAS 591-50-4 | Iodobenzene, 98%

CAS : 591-50-4
MDL : MFCD00001029
EINECS : 209-719-6

Chemical Properties

Formula : C6H5I
Formula weight : 204.01
Melting Point : -31°
Boiling Point : 188-189° Flash point: 74°(165°F)
Density : 1.826
Refractive Index : 1.6200
Sensitivity : Light Sensitive. Ambient temperatures.
Form : Liquid
Solubility : Miscible with ethanol, chloroform and ether. Slightly miscible with dimethyl sulfoxide. Immiscible with water.

Literature References

Active methylene compounds undergo CuI-catalyzed phenylation in DMSO: J. Org. Chem., 58, 7606 (1993). In the presence of Pd catalysts, couples with a wide range of acrylic species or allylic alcohols in the Heck reaction. For example (2-methyl-2-propen-1-ol), see: Org. Synth. Coll., 7, 361 (1990). For an extensive collection of the synthetically-useful reactions of iodoaromatics, see: Synthesis, 923 (1988).

Applications

Iodobenzene is used to prepare biphenyl and stilbene. It reacts with magnesium to form the Grignard reagent, a phenylmagnesium iodide used in organic synthesis. It finds application as a solid chlorine source by reacting with chlorine to form a complex, iodobenzene dichloride. It serves as a substrate in Sonogashira reaction which is used to form a carbon-carbon bond between a terminal alkyne and an aryl halide.

Grade Specifications

GHS Hazard and Precautionary Statements

Hazard Statements : H302-H332Harmful if swallowed.Harmful if inhaled.
Precautionary Statements : P261-P280fAvoid breathing dust/fume/gas/mist/vapours/spray.Wear protective clothing.Other References:Beilstein: 1446140Merck: 14,5029