98-61-3

Basic information

• Product Name: 4-Iodobenzenesulfonyl chloride
• Synonyms: 4-Iodobenzenesulfonylchloride,97%;4-Jodobenzenesulfonylchloride;4-IODOBENZENE-1-SULFONYL CHLORIDE;p-Iodophenylsulfonyl chloride;4-Iodobenzenesulfonic acid chloride;Pipsyl chloride,97%;Pipsyl chloride, 97% 5GR;4-Iodophenylsulfonyl Chloride Pipsyl Chloride
• CAS NO: 98-61-3
• Molecular Formula: C₆H₄ClIO₂S
• Molecular Weight: 302.52
• EINECS: 202-686-9
• Product Categories: Miscellaneous;sulfonyl compound;Benzenes;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 98-61-3.mol

Chemical Properties

• Melting Point: 80-82 °C(lit.)
• Boiling Point: 319.1 °C at 760 mmHg
• Flash Point: 146.8 °C
• Appearance: White to beige or orange/Crystals or Crystalline Powder
• Density: 1.999 (estimate)
• Vapor Pressure: 0.000647mmHg at 25°C
• Refractive Index: 1.639
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: ethanol: soluble100mg/mL, clear to slightly hazy, colorless to y
• Water Solubility: Reacts with water.
• Sensitive: Moisture & Light Sensitive
• Merck: 14,7486
• BRN: 2691661
• CAS DataBase Reference: 4-Iodobenzenesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodobenzenesulfonyl chloride(98-61-3)
• EPA Substance Registry System: 4-Iodobenzenesulfonyl chloride(98-61-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45-28A
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 98-61-3(Hazardous Substances Data)

Usage

Chemical Properties

white to beige or orange crystals or

Uses

It is used as intermediate in organic syntheses & in medicine.

General Description

The reaction of 4-iodobenzenesulfonyl chloride (pipsyl chloride) with peptides under various conditions has been studied.

InChI:InChI=1/C6H4ClIO2S/c7-11(9,10)6-3-1-5(8)2-4-6/h1-4H

Upstream product

• 591-50-4 iodobenzene 
• 35371-03-0 4-iodothioanisole 
• 121-57-3 4-aminobenzene sulfonic acid 
• 7790-94-5 chlorosulfonic acid 
• 67-66-3 chloroform 
• 87424-99-5 ethyl-(4-iodo-phenyl)-sulfide 
• 7782-50-5 chlorine 
• 5122-99-6 4-iodophenylboronic acid 
• 1514-50-7 4-iodobenzenediazonium tetrafluoroborate 
• 13035-63-7 4-iodobenzenesulfonic acid 

Downstream Products

• 68305-79-3 N-(4-iodo-benzenesulfonyl)-leucine 
• 6345-64-8 1,2-bis(4-Iodophenyl)disulfane 
• 56015-98-6 4-iodobenzenesulfinic acid 
• 2751-27-1 4-iodobenzenesulfonyl hydrazide 
• 825-86-5 4-iodo-benzenesulfonamide 
• 89976-48-7 N-(4-iodo-benzenesulfonyl)-glycine 
• 378238-18-7 (S)-N-(p-iodophenylsulfonyl)proline 
• 14774-79-9 1-iodo-4-(phenylsulfonyl)benzene 
• 25111-70-0 3-<4-Jod-benzolsulfonylamino>-propionsaeurenitril 
• 92287-05-3 4-iodo-N-(5-propyl-[1,3,4]oxadiazol-2-yl)-benzenesulfonamide 
• 203640-15-7 (R)-2-(4-Iodo-benzenesulfonylamino)-3-phenyl-propionic acid tert-butyl ester 
• 203639-53-6 (R)-3-(1H-Indol-3-yl)-2-(4-iodo-benzenesulfonylamino)-propionic acid methyl ester 

Relevant articles and documents

Aromatic Chlorosulfonylation by Photoredox Catalysis

Visible-light photoredox catalysis enables the efficient synthesis of arenesulfonyl chlorides from anilines. The new protocol involves the convenient in situ preparation of arenediazonium salts (from anilines) and the reactive gases SO2and HCl (from aqueous SOCl2). The photocatalytic chlorosulfonylation operates at mild conditions (room temperature, acetonitrile/water) with low catalyst loading. Various functional groups are tolerated (e.g., halides, azides, nitro groups, CF3, SF5, esters, heteroarenes). Theoretical and experimental studies support a photoredox-catalysis mechanism.

Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids

A palladium-catalyzed method for the preparation of sulfonamides is described. The process exhibits significant functional group tolerance and allows for the preparation of a number of arylsulfonyl chlorides and sulfonamides under mild conditions.

Preparation of nitrogen-containing 15-membered triolefinic macrocycles: (E,E,E)-1,6,11-tris(arylsulfonyl)-1,6,11-triazacyclopentadeca-3,8,13-trienes

Three routes to (E,E,E)-1,6,11-tris(arylsulfonyl)-1,6,11-triazacyclopentadeca-3,8,13-trienes are described. Optimization of the preparation of key intermediates has opened the way to efficient synthesis of a broad variety of 15-membered, nitrogen-containing triolefinic macrocycles.