Iodobenzene

SKU: orb2939766

Description

Iodobenzene is a versatile aryl iodide compound widely employed as a precursor in organic synthesis, particularly for generating hypervalent iodine reagents such as diacetoxy iodobenzene. Its key mechanism involves oxidative C-H amination and aromatization reactions, typically catalyzing transformations with yields ranging from moderate to over 90% under mild conditions. The compound’s halogen bond strength with electron donors varies between 3.3 and 5.5 kcal/mol, with substituent effects significantly modulating reactivity. Researchers commonly use iodobenzene in the chemoenzymatic synthesis of enantiopure carbasugars and as a catalyst for regioselective cyclization reactions in heterocyclic chemistry.

Key Properties

• CAS Number: 591-50-4
• MW: 204.0084
• Formula: C₆H₅I
• SMILES: IC1=CC=CC=C1

Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Compound Identifiers

PubChem CID

11575