13035-63-7

Basic information

• Product Name: Potassium 4-iodobenzenesulfonate
• Synonyms: 4-INDO-BENZENESULFONIC ACID POTASSIUM-SALT;4-Iodo-benzenesulfonic acid;4-IODO-BENZENESULFONIC ACID POTASSIUM-SALT 98%;4-Iodo-benzenesulfonic acid potassium salt;Potassium 4-iodobenzenesulfonate;4-Iodobenzenesulphonic acid
• CAS NO: 13035-63-7
• Molecular Formula: C₆H₅IO₃S
• Molecular Weight: 322.16
• Mol File: 13035-63-7.mol

Chemical Properties

• Melting Point: 70 °C
• Appearance: /
• Density: 2.115 g/cm³
• Refractive Index: 1.667
• PKA: -0.78±0.50(Predicted)
• CAS DataBase Reference: Potassium 4-iodobenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: Potassium 4-iodobenzenesulfonate(13035-63-7)
• EPA Substance Registry System: Potassium 4-iodobenzenesulfonate(13035-63-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13035-63-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Potassium 4-iodobenzenesulfonate is used as a reagent for the conversion of alcohols to alkyl iodides, which is a crucial step in the synthesis of various organic compounds. Its ability to facilitate this transformation makes it an important tool in organic chemistry.
Used in Pharmaceutical Synthesis:
As a precursor, Potassium 4-iodobenzenesulfonate contributes to the creation of pharmaceuticals. Its involvement in the synthesis of medicinal compounds highlights its significance in the development of new drugs and therapies.
Used as a Dehydrating Agent:
In chemical reactions, Potassium 4-iodobenzenesulfonate serves as a dehydrating agent, which helps to remove water from reaction mixtures, thereby promoting or enhancing certain chemical processes.
Used as a Catalyst:
Additionally, Potassium 4-iodobenzenesulfonate functions as a catalyst in various chemical reactions. Its catalytic properties allow it to speed up reactions without being consumed in the process, making it an efficient and economical choice for catalytic applications in the chemical industry.

InChI:InChI:1S/C6H5IO3S.K/c7-5-1-3-6(4-2-5)11(8,9)10;/h1-4H,(H,8,9,10);/q;+1/p-1

Upstream product

• 591-50-4 iodobenzene 
• 98-61-3 p-Iodobenzenesulfonyl chloride 
• 7664-93-9 sulfuric acid 
• 7790-94-5 chlorosulfonic acid 
• 305-80-6 4-diazobenzenesulfonic acid 
• 10034-85-2 hydrogen iodide 
• 56015-98-6 4-iodobenzenesulfinic acid 
• 7732-18-5 water 
• 1001353-65-6 μ-oxo-bis-[triflyloxy(4-iso-butyl)benzenesulfonato]iodane 

Downstream Products

• 98-61-3 p-Iodobenzenesulfonyl chloride 
• 64297-63-8 4-iodosyl-benzenesulfonic acid 
• 108-46-3 recorcinol 
• 104-15-4 toluene-4-sulfonic acid 
• 68305-79-3 N-(4-iodo-benzenesulfonyl)-leucine 
• 378238-18-7 (S)-N-(p-iodophenylsulfonyl)proline 
• 69425-35-0 N-(4-iodo-benzenesulfonyl)-aspartic acid 
• 89976-48-7 N-(4-iodo-benzenesulfonyl)-glycine 
• 40915-22-8 4,4'-diiododiphenyl sulfone 
• 1421511-61-6 potassium 4-iodylbenzene-1-sulfonate 
• 1388186-11-5 4-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methylcarbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzenesulfonic acid 
• 764638-11-1 p-ethynylbenzene sulfonic acid 
• 1388186-81-9 C₃₁H₂₉ClN₆O₆S 

Relevant articles and documents

Potassium 4-iodylbenzenesulfonate: Preparation, structure, and application as a reagent for oxidative iodination of arenes

A new hypervalent iodine(V) compound, potassium 4-iodylbenzenesulfonate, was prepared by the oxidation of 4-iodobenzensulfonic acid with Oxone in water. This potassium salt can be further converted into 4-iodylbenzenesulfonic acid by treatment with the acidic form of Amberlyst 15 in water. A single-crystal X-ray structure of potassium 4-iodylbenzenesulfonate revealed the presence of polymeric chains in the solid state due to a combination of numerous intra- and intermolecular interactions. Potassium 4-iodylbenzenesulfonate will likely find many practical applications as a thermally stable and water-soluble hypervalent iodine-based oxidant, particularly useful as a reagent for oxidative iodination of aromatic substrates. This reagent can be effectively recovered from the reaction mixture (92 % recovery) by treatment of the aqueous layer with Oxone at 60°C for 2 h, followed by filtration of the precipitate. A new hypervalent iodine(V) compound, potassium 4-iodylbenzenesulfonate, was prepared by oxidation of 4-iodobenzenesulfonic acid with Oxone in water. This new reagent promises many practical applications as a thermally stable, water-soluble and recyclable hypervalent iodine oxidant, particularly useful for oxidative iodination of aromatic substrates.

Glycosidations of 2-deoxy glycosyl dithiophosphates using a tagged iodine(iii)-promoter for simple purification

The preparation of the 4-i-butylsulfonate derivative of the Zefirov reagent (5) and its use in a novel purification strategy for iodine(iii)-promoted glycosidations of 2-deoxy diethyldithiophosphate glycosides is described. The Royal Society of Chemistry.

Tagged hypervalent iodine reagents: A new purification concept based on ion exchange through SN2 substitution

(Chemical Equation Presented) The preparation of phenylsulfonate-tagged iodine(III) reagents as well as their use in a novel purification strategy for iodine(III)-promoted reactions is described. The concept is based on ion exchange and is initiated by an azide-promoted SN2-reaction at the alkyl sulfonate followed by trapping of the resulting aryl sulfonate anion with an ion-exchange resin. The concept is successfully proven for Ru-catalyzed oxidations of alcohols, the activation and glycosidatlon of thioglycosides, and the Suarez reaction of pyranoses.

Kinetics of hydrolysis of aromatic mono- and disulfonyl chlorides

A continuous polarografic method of recording instantaneous concentrations of - SO2Cl groups in an aqueous acetic acid system containing CH3CO2Na has been elaborated.Ten model monosulfonyl chlorides underwent hydrolysis according to pseudo-first order kinetics (20percent H2O, 80percent v.v.CH3CO2H, 0.5 mol/dm3 CH3CO2Na).Plots of hydrolysis for seven disulfonyl dichlorides with different number of - CH3 groups have been determined.Pseudo-first order rate constants for two consecutive reactions of hydrolysis (k1 and k2) have been computed and the influence of -SO2Cl and -SO3- groups on the reactivity of the second group - SO2Cl has been discussed.The mechanism of nucleophilic substitution has also been discussed.