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
• Article Data: 4

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

General Description

Potassium 4-iodobenzenesulfonate is a chemical compound that consists of a potassium ion and the 4-iodobenzenesulfonate anion. It is primarily used in organic synthesis as a reagent for the conversion of alcohols to alkyl iodides. Potassium 4-iodobenzenesulfonate is a white crystalline solid and is soluble in water. It is also used as a precursor in the synthesis of pharmaceuticals and other organic compounds. Additionally, potassium 4-iodobenzenesulfonate is used as a dehydrating agent and as a catalyst in various chemical reactions. Overall, this compound has several important applications in organic chemistry and pharmaceutical synthesis.

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

Downstream Products

• 98-61-3 p-Iodobenzenesulfonyl chloride 
• 64297-63-8 4-iodosyl-benzenesulfonic acid 
• 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 
• 1388186-81-9 C₃₁H₂₉ClN₆O₆S 
• 764638-11-1 p-ethynylbenzene sulfonic acid 
• 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 
• 1421511-61-6 potassium 4-iodylbenzene-1-sulfonate 
• 40915-22-8 4,4'-diiododiphenyl sulfone 
• 108-46-3 recorcinol 

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.

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.