65426-50-8

Basic information

• Product Name: Phenol, 4-methyl-2-[(4-methylphenyl)sulfonyl]-
• CAS NO: 65426-50-8
• Molecular Formula: C14H14O3S
• Molecular Weight: 262.329
• Mol File: 65426-50-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Phenol, 4-methyl-2-[(4-methylphenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-methyl-2-[(4-methylphenyl)sulfonyl]-(65426-50-8)
• EPA Substance Registry System: Phenol, 4-methyl-2-[(4-methylphenyl)sulfonyl]-(65426-50-8)

Safety Data

• Hazardous Substances Data: 65426-50-8(Hazardous Substances Data)

Upstream product

• 3899-96-5 4-methylphenyl tosylate 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 7134-06-7 4-hydroxy-toluene-3-sulfonic acid 
• 108-88-3 toluene 
• 88040-86-2 2-methoxy-5-methylbenzene sulfonyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 106-44-5 p-cresol 
• 104-15-4 toluene-4-sulfonic acid 
• 108123-15-5 4-methoxy-3-(toluene-4-sulfonyl)-toluene 

Downstream Products

• 108123-15-5 4-methoxy-3-(toluene-4-sulfonyl)-toluene 

Relevant articles and documents

Graphite/methanesulfonic acid (GMA) as a new reagent for sulfonylation of phenols and thia-Fries rearrangement of aryl sulfonates to sulfonylphenols

A new facile method for direct sulfonylation of phenols was developed. Graphite in methanesulfonic acid (GMA) was used to prepare sulfonylphenols by sulfonylation of phenol and naphthalene derivatives with p-toluenesulfonic acid (=4-methylbenzenesulfonic acid) (Table 1) and the thia-Fries rearrangement of aryl sulfonates (Table 4). Mechanistic studies showed that the sulfonylation reaction of phenols in GMA occurred through an initial sulfonate formation followed by a thia-Fries rearrangement of the aryl sulfonate by an intermolecular mechanism (Scheme 3).

Fries rearrangement of arylsulfonates and sulfonanilides under microwave irradiation

Fries rearrangements of arylsulfonates and sulfonanilides under microwave irradiation afforded hydroxy and aminoaryl sulfones respectively in very short times and in excellent yields. The conversion showed high selectivity to produce 2- and 4- hydroxyaryl sulfones as the major and minor products respectively from arylsulfonates and 2-aminoaryl sulfones exclusively from aryl sulfonanilides.