81447-35-0

Basic information

• Product Name: 2,4-Pentanedione, 3-[[(4-methylphenyl)sulfonyl]oxy]-
• CAS NO: 81447-35-0
• Molecular Formula: C12H14O5S
• Molecular Weight: 270.306
• Mol File: 81447-35-0.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2,4-Pentanedione, 3-[[(4-methylphenyl)sulfonyl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentanedione, 3-[[(4-methylphenyl)sulfonyl]oxy]-(81447-35-0)
• EPA Substance Registry System: 2,4-Pentanedione, 3-[[(4-methylphenyl)sulfonyl]oxy]-(81447-35-0)

Safety Data

• Hazardous Substances Data: 81447-35-0(Hazardous Substances Data)

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 123-54-6 acetylacetone 
• 440365-99-1 3,5-bis(trifluoromethyl)-1-[hydroxy(tosyloxy)iodo]benzene 
• 159950-96-6 1-(p-methylbenzenesulfonyloxy)-1,2-benziodoxol-3(1H)-one 
• 919474-55-8 4-bromo-4'-[(hydroxy)(tosyloxy)iodo]biphenyl 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 

Downstream Products

• 54001-06-8 1-(4-methyl-2-(4'-methoxyphenyl)thiazole-5-yl)ethane-1-one 
• 54001-07-9 1-(4-methyl-2-(4'-chlorophenyl)thiazole-5-yl)ethane-1-one 
• 7725-93-1 1-(4-methyl-2-thioxo-2,3-dihydrothiazol-5-yl)ethan-1-one 
• 7520-94-7 5-acetyl-4-methyl-2-phenylthiazole 
• 28824-91-1 5(4)-acetyl-4(5)-methyl-2-phenylimidazole 
• 7725-93-1 5-acetyl-2-mercapto-4-methylthiazole 

Relevant articles and documents

Various α-oxygen functionalizations of β-dicarbonyl compounds mediated by the hypervalent iodine(III) reagent p-iodotoluene difluoride with different oxygen-containing nucleophiles

p-Iodotoluene difluoride (p-Tol-IF2) has been found to be a general reagent for the effective introduction of various oxygen-containing functionalities including tosyloxy, mesyloxy, acetoxy, phosphoryloxy, methoxy, ethoxy and isopropoxy at the α-position of β-dicarbonyl compounds. These transformations can be readily realized by the use of the combined reagent of p-iodotoluene difluoride and various oxygen-containing nucleophilic compounds such as p-toluenesulfonic acid, methanesulfonic acid, acetic acid, diphenyl phosphate, methanol, ethanol and propan-2-ol under mild conditions, respectively. And, the in situ generated hypervalent iodine(III) species via ligand exchange between p-iodotoluene difluoride and the respective oxygen-containing nucleophiles are believed to be the real oxidizing agents in such transformations.

Solvent-free synthesis of 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one from Dess-Martin periodinane and its synthetic utility for α-tosyloxylation of ketones

The solvent-free synthesis of 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one is reported from Dess-Martin periodinane and p-toluenesulfonic acid monohydrate using a grinding technique and is subsequently utilized for the α-tosyloxylation of a range of enolisable ketones.

Biphenyl- and terphenyl-based recyclable organic trivalent iodine reagents

Biphenyl- and terphenyl-based recyclable trivalent iodine reagents, such as 4-bromo-4′-(diacetoxyiodo)biphenyl, 4,4′-bis(diacetoxyiodo)biphenyl, 1,4-bis[4-(diacetoxyiodo)phenyl]benzene, 4-bromo-4′-[(hydroxy)(tosyloxy)iodo]biphenyl, 4,4′-bis[(hydroxy)(tosyloxy)iodo]biphenyl, were simply prepared and their reactivities for the oxidative rearrangement of ketones to esters, TEMPO-mediated oxidation of alcohols to aldehydes or ketones, oxidative dealkylation of N-alkylsulfonamides to sulfonamides, and α-tosyloxylation of ketones were compared with p-(diacetoxyiodo)toluene and p-[(hydroxy)(tosyloxy)iodo]toluene to show the same reactivities and, moreover, the biphenyl- and terphenyl-based iodoarenes formed were recovered by simple filtration of the reaction mixture in every reaction. Thus, these biphenyl- and terphenyl-based trivalent iodine reagents can be used as the recyclable reagents.