Iodobenzene, CAS No. 591-50-4

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591-50-4

Catalog No. EBD41928

CAS 591-50-4

Name Iodobenzene

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Basic Information

Synonyms: Phenyliodide benzene,iodide(1:1) AKOSBBS-00004395 Benzene,iodo- Iodobenzene PhI iodo-benzen lodobenzene iodinebenzol 1-iodobenzene 3-iodobenzene 4-iodobenzene benzeneiodide monoiodobenzene iodobenzene,stab.

Molecular Formula: C6H5I

Molecular Weight: 204.01

MDL Number: MFCD00001029

Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Synthetic Chemistry > Basic Synthetic Reagents > Halogenation Reagents

Product Description:

Iodobenzene is a colorless to pale yellow liquid with a characteristic aromatic odor. It is a simple aryl halide, consisting of a benzene ring substituted with a single iodine atom. Its molecular formula is C6H5I, and it has a molecular weight of 204.01 g/mol. Primarily, iodobenzene serves as a fundamental and versatile reagent in organic synthesis. It is a classic and widely used building block for the preparation of more complex aromatic compounds. A key application is its use in metal-catalyzed cross-coupling reactions, such as the Suzuki, Heck, and Sonogashira couplings, where it acts as an electrophilic aryl iodide partner. It is also employed in the synthesis of diaryliodonium salts, which are valuable arylating agents. Furthermore, iodobenzene can function as a mild oxidant or a source of phenyl radicals in certain transformations. Due to its high reactivity in C-I bond activation, iodobenzene is a staple in research and industrial laboratories for constructing biaryl systems and introducing phenyl groups into target molecules. It is considered a more reactive coupling partner compared to chlorobenzene or bromobenzene. Proper handling is required as it is harmful if swallowed, inhaled, or upon skin contact.

Physical Properties

Melting Point: −29 °C(lit.)

Boiling Point: 188 °C(lit.)

Flash Point: 77 °C

Density: 1.823 g/mL at 25 °C(lit.)

Solubility: insoluble

Refractivity: n20/D 1.62(lit.)

Safety Information

Packing Level: III

Hazard Category: /

Transport Codes: 1993

Analytical Data

Appearance: Clear yellow liquid