31599-50-5

Upstream product

• 696-62-8 para-iodoanisole 
• 100-66-3 methoxybenzene 

Downstream Products

• 16825-74-4 4-iodyl-anisole 
• 23383-02-0 Dimedon-(4-methoxy-phenyl)-iodonium-betain 
• 16308-14-8 4-methoxy(diacetoxyiodo)benzene 
• 87539-52-4 1-iodosyl-4-methoxybenzene 

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.

Functionalization of closo-borates via iodonium zwitterions

A simple method for the functionalization of closo-borates [closo-B10H10]2- (1), [closo-1-CB9H10]- (2), [closo-B12H12]2- (3), [closo-1-CB11H

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.

Conversion of aryl iodides into aryliodine(III) dichlorides by an oxidative halogenation strategy using 30% aqueous hydrogen peroxide in fluorinated alcohol

Oxidative chlorination with HCl/H2O2 in 1,1,1-trifluoroethanol was used to transform aryl iodides into aryliodine(III) dihalides. In this instance 1,1,1-trifluoroethanol is not only the reaction medium, but is also an activator of hy

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

One-pot procedures for preparing (dichloroiodo)arenes from arenes and diiodine, with chromium(VI) oxide as the oxidant

Ten representative (dichloroiodo)arenes, ArICl2, were prepared from the corresponding arenes and diiodine in variable anhydrous mixtures, ArH/I2/CrO3/AcOH/Ac2O/conc. H 2SO4, followed by the

One-pot preparations of (dichloroiodo)arenes from some arenes

Arenes (ArH) were substituted with some transient I3+ species, generated in situ in appropriate, anhydrous I2/NaIO4 or NaIO3/AcOH/Ac2O/concd H2SO4 mixtures, to form soluble organ

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.

Oxidative chlorination of various lodoarenes to (dichloroiodo)arenes with chromium(vi) oxide as the oxidant j

Chromium(vi) oxide dissolved in a mixture of acetic acid with concentrated hydrochloric acid converts, at or near room temperature, iodoarenes to (dichloroiodo)arenes, in a very simple and efficient procedure.