1073-72-9

Basic information

• Product Name: 4-(Methylthio)phenol
• Synonyms: p-(methylthio)-pheno;Phenol, p-(methylthio)-;p-Hydroxyphenyl methyl sulfide;p-Hydroxythioanisole;3-ACETAMIDE THIOANISOLE;4-(Methylmercapto)phenol,tech.;4-(METHYLTHIO)PHENOL,97%;4-(METHYLTHIO)PHENOL 98+%
• CAS NO: 1073-72-9
• Molecular Formula: C₇H₈OS
• Molecular Weight: 140.2
• EINECS: 214-031-4
• Product Categories: Phenoles and thiophenoles;Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry
• Mol File: 1073-72-9.mol
• Article Data: 54

Chemical Properties

• Melting Point: 84-86(lit.)
• Boiling Point: 153-156 °C20 mm Hg(lit.)
• Flash Point: 153-156°C/20mm
• Appearance: White to pale brown/Powder or Crystalline Powder
• Density: 1.1182 (rough estimate)
• Vapor Pressure: 0.00432mmHg at 25°C
• Refractive Index: 1.5530 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 9.53(at 25℃)
• Water Solubility: Soluble in water 9.59 g/ l.
• CAS DataBase Reference: 4-(Methylthio)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Methylthio)phenol(1073-72-9)
• EPA Substance Registry System: 4-(Methylthio)phenol(1073-72-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37
• RIDADR: UN 3335
• WGK Germany: 3
• RTECS: SM1578500
• TSCA: Yes
• HazardClass: STENCH
• Hazardous Substances Data: 1073-72-9(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

4-(Methylmercapto)phenol [4-(Methylthio)phenol] may be used in the preparation of phosphoramidodithioate intermediates for the synthesis of sulprofos amidate.

General Description

4-(Methylmercapto)phenol (4MP) mediates the removal of benzyloxycarbonyl and O-benzyl protecting groups by accepting the benzyl groups during the acidolytic cleavage with trifluoroacetic acid. The presence of hydroxyl group in the para position enhances the rate of hydrodesulfurization (HDS) of 4MP.

InChI:InChI=1/C7H8OS/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3

Upstream product

• 74-83-9 methyl bromide 
• 637-89-8 4-sulfanylphenol 
• 1879-16-9 1-methoxy-4-methylsulfanyl-benzene 
• 77-78-1 dimethyl sulfate 
• 624-92-0 Dimethyldisulphide 
• 108-95-2 phenol 
• 104-96-1 4-methylsulfanylaniline 
• 74-88-4 methyl iodide 
• 106-46-7 para-dichlorobenzene 
• 15267-49-9 4-(methylthio)phenoxyacetic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 867-44-7 S-Methylisothiourea sulfate 
• 512-56-1 trimethyl phosphite 
• 124-38-9 carbon dioxide 

Downstream Products

• 101787-77-3 1,4-bis-(4-methylsulfanyl-phenoxy)-butane 
• 103155-23-3 1,5-bis-(4-methylsulfanyl-phenoxy)-pentane 
• 50910-13-9 4-methylsulfanyl(methylcarbonyloxy)benzene 
• 32279-04-2 (p-hydroxyphenyl)dimethylsulfonium methyl sulfate 
• 1879-16-9 1-methoxy-4-methylsulfanyl-benzene 
• 57556-24-8 (4-hydroxy-phenyl)-dimethyl sulfonium ; iodide 
• 52407-91-7 C₁₄H₂₂NO₄PS₂ 
• 28248-45-5 Thiophosphoric acid O-(2-methoxy-1-methyl-ethyl) ester O'-methyl ester O''-(4-methylsulfanyl-phenyl) ester 
• 28248-48-8 Thiophosphoric acid O-(2-methoxy-propyl) ester O'-methyl ester O''-(4-methylsulfanyl-phenyl) ester 
• 28253-49-8 Thiophosphoric acid O-(2-ethoxy-ethyl) ester O'-methyl ester O''-(4-methylsulfanyl-phenyl) ester 
• 28248-56-8 Thiophosphoric acid O-(3-methoxy-propyl) ester O'-methyl ester O''-(4-methylsulfanyl-phenyl) ester 
• 28248-59-1 Thiophosphoric acid O-ethyl ester O'-(2-methoxy-1-methyl-ethyl) ester O''-(4-methylsulfanyl-phenyl) ester 
• 28248-42-2 Thiophosphoric acid O-isopropyl ester O'-(2-methoxy-ethyl) ester O''-(4-methylsulfanyl-phenyl) ester 
• 28248-61-5 Thiophosphoric acid O-ethyl ester O'-(2-methoxy-propyl) ester O''-(4-methylsulfanyl-phenyl) ester 

Relevant articles and documents

-

-

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization

This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.

Photocatalytic Deoxygenation of Sulfoxides Using Visible Light: Mechanistic Investigations and Synthetic Applications

The photocatalytic deoxygenation of sulfoxides to generate sulfides facilitated by either Ir[(dF(CF3)ppy)2(dtbbpy)]PF6 or fac-Ir(ppy)3 is reported. Mechanistic studies indicate that a radical chain mechanism operates, which proceeds via a phosphoranyl radical generated from a radical/polar crossover process. Initiation of the radical chain was found to proceed via two opposing photocatalytic quenching mechanisms, offering complementary reactivity. The mild nature of the radical deoxygenation process enables the reduction of a wide range of functionalized sulfoxides, including those containing acid-sensitive groups, in typically high isolated yields.