3120-74-9

Basic information

• Product Name: 3-Methyl-4-(methylthio)phenol
• Synonyms: 3-methyl-4-(methylthio)-pheno;4-(methylthio)-m-creso;mmtp;usafma-17;P-METHYLMERCAPTO-M-CRESOL;MTMC;3-METHYL-4-(METHYLTHIO)PHENOL;4-(METHYLTHIO)-M-CRESOL
• CAS NO: 3120-74-9
• Molecular Formula: C₈H₁₀OS
• Molecular Weight: 154.23
• EINECS: 221-496-7
• Product Categories: Phenoles and thiophenoles
• Mol File: 3120-74-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 56-60°C
• Boiling Point: 151 °C / 15mmHg
• Flash Point: 128.7 °C
• Appearance: /
• Density: 1.1125 (rough estimate)
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• Storage Temp.: Room Temperature
• Solubility: Chloroform, Methanol
• PKA: 9.90±0.18(Predicted)
• BRN: 1210322
• CAS DataBase Reference: 3-Methyl-4-(methylthio)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-4-(methylthio)phenol(3120-74-9)
• EPA Substance Registry System: 3-Methyl-4-(methylthio)phenol(3120-74-9)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36/39
• RIDADR: 3335
• WGK Germany: 3
• RTECS: GP2225000
• TSCA: T
• HazardClass: IRRITANT, STENCH
• Hazardous Substances Data: 3120-74-9(Hazardous Substances Data)

Usage

Description

3-Methyl-4-(methylthio)phenol is an organic compound that serves as a metabolite of Fenamiphos (F245700), which is a systemic broad-spectrum nematocide with anticholinesterase activity. 3-Methyl-4-(methylthio)phenol is characterized by its chemical structure that includes a methyl and a methylthio group attached to a phenol molecule.

Uses

Used in Agricultural Industry:
3-Methyl-4-(methylthio)phenol is used as a metabolite in the context of pest control for its role in the degradation of Fenamiphos, a systemic broad-spectrum nematocide. This application is significant as it contributes to the effectiveness of the nematocide in managing and eliminating nematodes, which are parasitic worms that can cause significant damage to crops.
Used in Pharmaceutical Industry:
3-Methyl-4-(methylthio)phenol is used as a research compound for understanding the metabolic pathways and mechanisms of action of Fenamiphos. This knowledge can be valuable in the development of new anticholinesterase agents or nematocides with improved efficacy and reduced environmental impact.
Used in Environmental Science:
3-Methyl-4-(methylthio)phenol is used as a biomarker in environmental monitoring and assessment studies. Its presence in soil or water samples can indicate the use of Fenamiphos or similar nematocides, providing valuable information on pesticide exposure and potential ecological risks.

InChI:InChI=1/C8H10O2S/c1-10-7-4-3-6(9)5-8(7)11-2/h3-5,9H,1-2H3

Upstream product

• 22583-04-6 4-methoxy-2-methyl-1-methylsulfanylbenzene 
• 5813-48-9 Methanesulfenyl chloride 
• 108-39-4 3-methyl-phenol 
• 624-92-0 Dimethyldisulphide 
• 70611-05-1 4-amino-2-methylphenyl methyl sulphide 
• 1006-43-5 (4-hydroxy-2-methyl-phenyl)-dimethyl sulfonium ; chloride 
• 695-97-6 2-methyl-4-hydroxy-mercaptobenzene 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 55-38-9 fenthion 
• 698-81-7 5-methoxy-2-mercapto-toluene 

Downstream Products

• 57556-29-3 (4-hydroxy-2-methyl-phenyl)-dimethyl sulfonium ; iodide 
• 52330-37-7 C₁₅H₂₄NO₄PS₂ 
• 60309-86-6 Propyl-carbamic acid 3-methyl-4-methylsulfanyl-phenyl ester 
• 28239-99-8 Thiophosphoric acid O-(2-methoxy-1-methyl-ethyl) ester O'-methyl ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28239-93-2 Thiophosphoric acid O-(2-ethoxy-ethyl) ester O'-methyl ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28240-01-9 Thiophosphoric acid O-ethyl ester O'-(2-methoxy-1-methyl-ethyl) ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28239-98-7 Thiophosphoric acid O-isopropyl ester O'-(2-methoxy-ethyl) ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28240-00-8 Thiophosphoric acid O-(2-ethoxy-1-methyl-ethyl) ester O'-methyl ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28239-94-3 Thiophosphoric acid O-(2-isopropoxy-ethyl) ester O'-methyl ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28240-03-1 Thiophosphoric acid O-(3-ethoxy-propyl) ester O'-methyl ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28330-27-0 Thiophosphoric acid O-(1-chloromethyl-2-methoxy-ethyl) ester O'-methyl ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 28240-02-0 Thiophosphoric acid O-(2-ethoxy-1-ethoxymethyl-ethyl) ester O'-ethyl ester O''-(3-methyl-4-methylsulfanyl-phenyl) ester 
• 52272-43-2 4-(5-Isopropoxy-pentyloxy)-2-methyl-1-methylsulfanyl-benzene 
• 41989-63-3 Isopropoxymethyl-phosphonothioic acid O-ethyl ester O-(3-methyl-4-methylsulfanyl-phenyl) ester 

Relevant articles and documents

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2andtBuOK

A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh2andtBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

Hydrolysis kinetics of fenthion and its metabolites in buffered aqueous media

This study investigates the hydrolysis kinetics of fenthion and its five oxidation metabolites in pH 7 and pH 9 buffered aqueous media at 25, 50, and 65 °C. Five metabolites and three hydrolysis products were synthesized and purified. The reactant and the corresponding hydrolysis products were determined by HPLC. Rate constant and half-life studies revealed that fenthion and its metabolites were relatively stable in neutral media, and their stability decreased as pH increased. The half-lives at 25 °C ranged from 59.0 days for fenthion to 16.5 days for fenoxon sulfone at pH 7, and from 55.5 days for fenthion to 9.50 days for fenoxon sulfone at pH 9; half- lives were greatly reduced at elevated temperatures. The activation energy (E(a)) was found to range from 16.7 to 22.1 kcal/mol for the compounds investigated. The phenol hydrolysis product of fenthion and fenoxon, 3- methyl-4-methylthiophenol was not stable in pH 7 and pH 9 buffered solutions at 50 °C, whereas 3-methyl-4-methylsulfonylphenol and 3-methyl-4- methylsulfinylphenol were relatively stable under the same conditions. At pH 9, the primary hydrolysis mechanisms of fenthion and its oxidation metabolites were combination of hydroxide ion and neutral water molecule attacking on the P atom to form corresponding phenol derivatives. Under neutral conditions, the primary hydrolysis mechanisms of fenthion and its oxidation metabolites were assumed to be the combination of water molecule attacking on the P atom to form phenol derivatives and on the C atom to yield dealkylation products.

Physico-Chemical Studies on Some Alkylmercapto- and Alkylsulphonyl Phenols

Electric dipole moments, dissociation constants and uv absorption spectra have been determined for two alkylmercapto phenols and two alkylsulphonyl phenols.The results are examined with a view to ascertaining whether or not the 3d orbitals of the sulphur atom participate in resonance.