827-98-5

Basic information

• Product Name: dichloro(4-nitrophenyl)-lambda~3~-iodane
• Synonyms: Dichloro(4-nitrophenyl)-lambda~3~-iodane; iodine, dichloro(4-nitrophenyl)-
• CAS NO: 827-98-5
• Molecular Formula: C₆H₄Cl₂INO₂
• Molecular Weight: 319.9119
• Mol File: 827-98-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: dichloro(4-nitrophenyl)-lambda~3~-iodane(CAS DataBase Reference)
• NIST Chemistry Reference: dichloro(4-nitrophenyl)-lambda~3~-iodane(827-98-5)
• EPA Substance Registry System: dichloro(4-nitrophenyl)-lambda~3~-iodane(827-98-5)

Safety Data

• Hazardous Substances Data: 827-98-5(Hazardous Substances Data)

Upstream product

• 636-98-6 p-nitrobenzene iodide 

Downstream Products

• 16825-79-9 1-iodyl-4-nitrobenzene 
• 69003-40-3 1-iodosyl-4-nitrobenzene 
• 74953-38-1 difluoro(4-nitrophenyl)-λ³-iodane 
• 636-98-6 p-nitrobenzene iodide 

Relevant articles and documents

Willgerodt-Type Dichloro(aryl)-λ 3-Iodanes: A Structural Study

Crystallographic structural analysis of four electronically diverse Willgerodt-type reagents is disclosed together with a solution-phase NMR analysis. These data reveal a plethora of intermolecular non-covalent interactions and confirm the expected T-shape geometry of the reagents. In all cases the I-Cl bonds are orthogonal to the plane of the aryl ring. This study provides important structural insights into this venerable class of dichlorination reagent and has implications for crystal engineering.

Iodobenzene dichloride as a stoichiometric oxidant for the conversion of alcohols into carbonyl compounds; two facile methods for its preparation

A highly efficient and mild procedure is described for the oxidation of different types of alcohols using 2,2,6,6-tetramethylpiperidin-1-yloxy (TEMPO) as the catalyst, iodobenzene dichloride (PhICl2) as a stoichiometric oxidant, and pyridine as the base. This procedure also smoothly oxidizes 1,2-diols to α-hydroxy ketones or α-diketones depending upon the amount of iodobenzene dichloride used. A competitive study shows that using the 2,2,6,6-tetramethylpiperidin-1-yloxy/iodobenzene dichloride/pyridine system aliphatic secondary alcohols are preferentially oxidized over aliphatic primary alcohols. In addition, two very convenient and high yielding procedures for the preparation of iodoarene dichlorides from iodoarenes have been developed. One employs solid sodium chlorite as a chlorinating agent in dilute hydrochloric acid solution; the other uses sodium hypochlorite as a chlorinating agent still in hydrochloric acid solution, which is more robust than the sodium chlorite system. Typically, the preparation of iodobenzene dichloride from iodobenzene was performed in five minutes using the sodium hypochlorite/hydrochloric acid system. Georg Thieme Verlag Stuttgart.

A practical synthetic method of iodoarene difluorides without fluorine gas and mercury salts

Iodoarene difluorides were synthesized in three steps from the corresponding iodoarenes without the use of dangerous reagents such as fluorine gas of harmful mercury salts.