14763-60-1

Basic information

• Product Name: 4-Methylsulfonylphenol
• Synonyms: 4-(METHYLSULFONYL)PHENOL;4-METHYLSULPHONYLPHENOL;4-METHANESULFONYL-PHENOL;4-(methylsulfonyl)-pheno;4-Hydroxyphenyl methyl sulfone;4-hydroxyphenylmethylsulfone;p-(methylsulfonyl)-pheno;p-(Methylsulfonyl)phenol
• CAS NO: 14763-60-1
• Molecular Formula: C₇H₈O₃S
• Molecular Weight: 172.2
• EINECS: 217-420-7
• Mol File: 14763-60-1.mol
• Article Data: 31

Chemical Properties

• Melting Point: 90-95 °C
• Boiling Point: 272.52°C (rough estimate)
• Flash Point: 183.9 °C
• Appearance: Tan to pink-brown/Powder
• Density: 1.3692 (rough estimate)
• Vapor Pressure: 6.76E-05mmHg at 25°C
• Refractive Index: 1.5151 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO, Methanol
• PKA: pK1:7.83 (25°C)
• Water Solubility: slight
• BRN: 1866322
• CAS DataBase Reference: 4-Methylsulfonylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylsulfonylphenol(14763-60-1)
• EPA Substance Registry System: 4-Methylsulfonylphenol(14763-60-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 24/25-26
• WGK Germany: 3
• RTECS: SM1530000
• Hazardous Substances Data: 14763-60-1(Hazardous Substances Data)

Usage

Chemical Properties

Tan to pink-brown powder

Uses

4-(Methylsulfonyl)phenol is a reagent in the synthesis of pyrazolo[3,4-d]pyrimidine derivatives as GPR119 agonists. Also a reagent in the synthesis of novel 2-(pyridine-2-yl)-1H-benzimidazole derivatives as potent glucokinase activators.

Reactions

The reaction of 4-(methylsulfonyl)phenol (17.2 g, 100.0 mmol) with p-Toluenesulfonic anhydride as outlined in the general procedure provided 4-(methylsulfonyl)phenyl 4-methylbenzenesulfonate (26.1 g, 81%).

InChI:InChI=1/C9H13NO2/c10-6-8(11)7-12-9-4-2-1-3-5-9/h1-5,8,11H,6-7,10H2

Upstream product

• 1073-72-9 4-hydroxythioanisole 
• 637-89-8 4-sulfanylphenol 
• 4052-30-6 4-methylsulfonylbenzoic acid 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 616-38-6 carbonic acid dimethyl ester 
• 455-15-2 1-(methylsufonyl)-4-fluorobenzene 
• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 62262-76-4 carbonic acid ethyl ester-(4-mercapto-phenyl ester) 
• 104-96-1 4-methylsulfanylaniline 
• 20277-69-4 sodium methansulfinate 
• 540-38-5 p-Iodophenol 
• 67451-16-5 4-(methylsulfonyl)phenyl acetate 
• 67-56-1 methanol 
• 138373-11-2 p-methylsulfonylphenyl methanesulfonate 

Downstream Products

• 99186-51-3 1-(allyloxy)-4-(methylsulfonyl)benzene 
• 28239-88-5 Thiophosphoric acid O-(2-ethoxy-1-methyl-ethyl) ester O'-ethyl ester O''-(4-methanesulfonyl-phenyl) ester 
• 28239-84-1 Thiophosphoric acid O-ethyl ester O'-(4-methanesulfonyl-phenyl) ester O''-(2-propoxy-ethyl) ester 
• 28239-90-9 Thiophosphoric acid O-ethyl ester O'-(4-methanesulfonyl-phenyl) ester O''-(2-methoxy-1-methoxymethyl-ethyl) ester 
• 41989-55-3 Isopropoxymethyl-phosphonothioic acid O-ethyl ester O-(4-methanesulfonyl-phenyl) ester 
• 60962-96-1 1,3-Dibromo-2-(4-methanesulfonyl-phenoxy)-5-nitro-benzene 
• 58291-68-2 1,3-dichloro-2-(4-methanesulfonylphenoxy)-5-nitrobenzene 
• 20951-03-5 2,6-diiodo-4-methylsulfonylphenol 
• 20951-04-6 2,6-dibromo-4-methylsulfonylphenol 
• 20945-65-7 2-chloro-4-methanesulfonyl-phenol 
• 20951-43-3 2-bromo-4-(methylsulfonyl)phenol 
• 502609-90-7 4-(4-methanesulfonylphenoxymethyl)-2,6-dimethylpyridine 
• 502609-95-2 1-(4-methanesulfonylphenoxymethyl)-3,5-dimethylbenzene 
• 98550-90-4 3-chloro-4-(methylsulfonyl)phenol 

Relevant articles and documents

A general copper-catalyzed sulfonylation of arylboronic acids

A general copper-catalyzed method for the sulfonylation of arylboronic acids with sulfinate salts is described. A variety of alkyl-aryl, diaryl, and alkyl-heteroaryl sulfones were synthesized in good yield.

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Radical-anion coupling through reagent design: hydroxylation of aryl halides

The design and development of an oxime-based hydroxylation reagent, which can chemoselectively convert aryl halides (X = F, Cl, Br, I) into phenols under operationally simple, transition-metal-free conditions is described. Key to the success of this approach was the identification of a reducing oxime anion which can interact and couple with open-shell aryl radicals. Experimental and computational studies support the proposed radical-nucleophilic substitution chain mechanism.