7217-59-6

Basic information

• Product Name: 2-METHOXYBENZENETHIOL
• Synonyms: Benzenethiol, 2-methoxy-;2-Methoxythiophenol 98%;2-METHOXYTHIOPHENOL 2-METHOXYBENZENETHIOL;2-METHOXYTHIOPHENOL / 2-MERCAPTOANISOLE;2-Mercaptoanisole, 2-Methoxybenzenethiol, Thioguaiacol;2-Methoxybenzene-1-thiol;Thiocatechol O-methyl ether;2-Methoxybenzenethiol,97%
• CAS NO: 7217-59-6
• Molecular Formula: C₇H₈OS
• Molecular Weight: 140.2
• EINECS: 230-605-7
• Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles
• Mol File: 7217-59-6.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 99 °C8 mm Hg(lit.)
• Flash Point: 204 °F
• Appearance: Clear yellow/Liquid
• Density: 1.152 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.077mmHg at 25°C
• Refractive Index: n20/D 1.591(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: H2O: insoluble
• PKA: 6.62±0.43(Predicted)
• Sensitive: Stench
• Stability: Moisture Sensitive
• BRN: 2042178
• CAS DataBase Reference: 2-METHOXYBENZENETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXYBENZENETHIOL(7217-59-6)
• EPA Substance Registry System: 2-METHOXYBENZENETHIOL(7217-59-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36/37-37/39
• RIDADR: 3334
• WGK Germany: 3
• RTECS: DC1790000
• F: 10-13-23
• TSCA: T
• HazardClass: IRRITANT, STENCH
• Hazardous Substances Data: 7217-59-6(Hazardous Substances Data)

Usage

Description

2-Methoxybenzenethiol, also known as 2-methoxythiophenol, is a sulfur-containing compound characterized by its clear yellow to colorless-yellow liquid appearance and a pungent, onion-like aroma. It possesses a meaty sausage taste at a threshold value of 1 ppm in water and is known for its very high strength odor, making it suitable for use as a flavoring agent in the food industry.

Uses

Used in Pharmaceutical Applications:
2-Methoxybenzenethiol is utilized in the synthesis of various multifunctional agents, such as berberine-thiophenyl hybrids. These agents exhibit inhibitory effects on acetylcholinesterase, butyrylcholinesterase, and AB aggregation, as well as antioxidant activity. This makes them valuable in the development of drugs targeting neurodegenerative diseases and other conditions related to oxidative stress.
Used in Chemical Synthesis:
2-Methoxybenzenethiol is also used in the synthesis of various chemical compounds, including (4S)-N-[(2S)-2-methy-3-(2-methoxyphenylthio)propanoyl]-4-phenyloxazolidin-2-one, 2-(4-fluorophenyl)-6-(2-methoxyphenylsulfanyl)imidazo[1,2-a]pyridine, and 2-(2-methoxyphenylsulfanyl)benzoic acid. These synthesized compounds have potential applications in various industries, such as pharmaceuticals, materials science, and agrochemicals.
Used in Flavor and Fragrance Industry:
As a flavoring agent, 2-methoxybenzenethiol is used to impart a meaty sausage taste to various food products. Its strong aroma makes it suitable for use in the fragrance industry as well, where it can be employed to create complex and nuanced scents.

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

Upstream product

• 17356-93-3 2-methoxy-benzenediazonium 
• 140-89-6 potassium ethyl xanthogenate 
• 13920-94-0 bis(2-methoxyphenyl)disulfide 
• 90-04-0 2-methoxy-phenylamine 
• 274-26-0 1,3-benzoxathiole 
• 578-57-4 2-bromoanisole 
• 2388-73-0 1-methoxy-2-(methylsulfanyl)benzene 
• 529-28-2 4-iodoanisol 
• 75-08-1 ethanethiol 
• 31836-28-9 thiocarbonochloridic acid O-(2-methoxy-phenyl) ester 
• 18619-21-1 <(2-Methoxyphenyl)thio>acetic acid 
• 248584-44-3 (3S,3aR,4S,6aR,9S,9aR,9bR)-4-Hydroxy-3-(2-methoxy-phenylsulfanylmethyl)-9-methyl-6-methylene-octahydro-azuleno[4,5-b]furan-2,8-dione 
• 7647-01-0 hydrogenchloride 
• 1071094-99-9 3-(2-methoxy-benzenesulfonyl)-2-phenyl-quinoline 

Downstream Products

• 103181-65-3 (2-methoxy-phenylsulfanyl)-acetaldehyde dimethylacetal 
• 103204-84-8 3t-(2-methoxy-phenylsulfanyl)-acrylic acid 
• 873377-73-2 (2-methoxy-phenyl)-(3-methoxy-phenyl)-sulfide 
• 126770-56-7 1-methoxy-2-[(2-methoxyphenyl)sulfanyl]benzene 
• 14065-23-7 1-methoxy-2-[(4-methoxyphenyl)thio]benzene 
• 18619-21-1 <(2-Methoxyphenyl)thio>acetic acid 
• 13920-94-0 bis(2-methoxyphenyl)disulfide 
• 71556-63-3 o-methoxybenzenesulfenyl chloride 
• 109563-43-1 S-(2-methoxyphenyl) benzothioate 
• 109963-06-6 S-(2-methoxyphenyl) ethanethioate 
• 2388-73-0 1-methoxy-2-(methylsulfanyl)benzene 
• 13686-79-8 Schwefel (IV)-saeure-bis-(2-methoxy-thiophenylester) 
• 143745-63-5 2-<(2-methoxyphenyl)thio>-N-methylethanamine 
• 82387-28-8 2-(2-Methoxyphenylthiomethyl)benzoic acid 

Relevant articles and documents

Preparation method for synthesizing thiophenol compound based on sodium sulfide nonahydrate

The invention provides a preparation method for synthesizing a thiophenol compound based on sodium sulfide nonahydrate. In an inert gas protective atmosphere, substituted iodobenzene and a sulfhydrylation reagent are added into an aprotic polar solvent, then a copper salt catalyst and a ligand compound are orderly added into the solution, the mixed solution undergoes a reaction at a temperature of 90 to 120 DEG C for 12-24h, and the reaction solution is cooled to the room temperature and is acidized so that the product is obtained. The preparation method has the advantages of simple reaction conditions, good compatibility of functional groups, high yield and small environmental pollution. Thiophenol is an important intermediate for pharmaceutical chemical synthesis and has a very wide application range in fields of chemical raw materials, pesticides and medicines. The preparation method has a great use value and good social and economic benefits.

SINGLE-STEP SYNTHESIS METHOD OF ARYL THIOL AND APPLICATION THEREOF

The present invention relates to a single-step synthesis method of aryl thiol, and more specifically, to a method of synthesizing aryl thiol in a single-step by making aryl halide react with alkane dithiol in the presence of a transition metal catalyst. According to the present invention, a single-step synthesis method using the transition metal catalyst, the synthesis method which is capable of synthesizing aryl thiol from aryl halide at a high yield, can be provided. Various aryl halides may be applied to the synthesis method. Further, the synthesis method has advantages that an easily usable reagent may be used, operations are simple, and reactions can be performed under mild conditions. In addition, the synthesized aryl thiol may be used in the synthesis of advanced molecules such as diaryl sulfides and benzothiophenes.COPYRIGHT KIPO 2017

Palladium catalyzed synthesis of aryl thiols: Sodium thiosulfate as a cheap and nontoxic mercapto surrogate

A Pd-catalyzed coupling reaction of ArBr/ArCl/ArOTf with sodium thiosulfate takes place in presence of Cs2CO3 at 80 °C. The reaction mixture is directly treated with Zn/HCl to afford aryl thiols in good to excellent yields.