827-98-5

Upstream product

• 636-98-6 p-nitrobenzene iodide 

Downstream Products

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

Relevant academic research and scientific papers

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.

Ceric ammonium nitrate as the novel oxidizing agent for the facile synthesis of (dichloroiodo)arenes

Ceric ammonium nitrate (CAN) has been found to be a remarkable oxidizing agent for the oxidative conversion of iodoarenes to (dichloroiodo)arenes in acetic acid using aqueous HCl. The reaction of CAN with HCl generates in situ molecular chlorine, which is responsible for the oxidation. This method avoids the use of hazardous, toxic, and corrosive gaseous chlorine.

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 solvent-free synthesis of (dichloroiodo)arenes from iodoarenes

An efficient solid-state oxidation of iodoarenes, ArI, is described using the urea-hydrogen peroxide adduct (UHP), a stable, inexpensive, and easily handled oxidant. The reactions were complete in 15min at 85°C. The melts thus obtained were reacted with e

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.

Liquid-phase and biphasic chlorination of some iodoarenes to form (dichloroiodo)arenes with sodium peroxodisulfate as the oxidant

Liquid-phase and biphasic (CCl4/concd hydrochloric acid) chlorination of some iodoarenes to form the corresponding (dichloroiodo)arenes, prepared in 60-100% crude yields, are reported; dichlorine is produced as follows: Na2S2OP8 + 2 HCl (conc. aq.) → Cl2 + 2 NaHSO4.

Biphasic chlorination of iodoarenes to (dichloroiodo)arenes

A two-phase (CCl4/conc. hydrochloric acid) chlorination of some iodoarenes to the corresponding (dichloroiodo)arenes, prepared in 50-98% crude yields, is reported. Dichlorine is produced in the aqueous phase as follows: KClO3 (solid) + 6 HCl (conc. aq.) → ↑3Cl2 + KCl + 3H2O.

Synthesis and Characterisation of Some Aryliodoso Compounds by Solid State 13C NMR Spectroscopy

The polymeric compounds (ArIO)n have been prepared and have been characterised by solid state 13C NMR spectroscopy, a technique which complements IR spectroscopy.