33617-67-3

Basic information

• Product Name: 1,3-Dimethoxy-2-(methylthio)benzene
• Synonyms: 1,3-Dimethoxy-2-(methylsulphanyl)benzene, 2,6-Dimethoxythioanisole;2,6-DIMETHOXYBENZENETHIOL;1,3-DIMETHOXY-2-(METHYLTHIO)BENZENE
• CAS NO: 33617-67-3
• Molecular Formula: C₉H₁₂O₂S
• Molecular Weight: 184.26
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 33617-67-3.mol

Chemical Properties

• Melting Point: 79 °C
• Boiling Point: 267.1°Cat760mmHg
• Flash Point: 115.4°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 0.0137mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: 1,3-Dimethoxy-2-(methylthio)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dimethoxy-2-(methylthio)benzene(33617-67-3)
• EPA Substance Registry System: 1,3-Dimethoxy-2-(methylthio)benzene(33617-67-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26
• Hazardous Substances Data: 33617-67-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H12O2S/c1-10-7-5-4-6-8(11-2)9(7)12-3/h4-6H,1-3H3

Upstream product

• 67-68-5 dimethyl sulfoxide 
• 217813-03-1 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate 
• 16932-44-8 2-iodo-1,3-dimethoxybenzene 
• 2734-70-5 2,6-dimethoxyaniline 
• 391209-08-8 2-ethylselanyl-1,3-dimethoxy-benzene 
• 138616-51-0 2,6-dimethoxyphenyl methyl selenide 
• 391209-09-9 2,6-dimethoxyphenyl methyl telluride 
• 138616-50-9 bis(2,6-dimethoxyphenyl) selenide 
• 214050-07-4 bis(2,6-dimethoxyphenyl) telluride 
• 101432-08-0 2,2',6,6'-tetramethoxydiphenyl sulfide 
• 26163-11-1 2,6-dimethoxybenzenethiol 
• 74-88-4 methyl iodide 
• 624-92-0 Dimethyldisulphide 
• 151-10-0 1,3-Dimethoxybenzene 

Downstream Products

• 38452-16-3 1,3-dimethoxy-2-(methylsulfinyl)benzene 
• 78335-75-8 3-bromo-2,6-dimethoxythioanisole 
• 78335-77-0 2,4-dimethoxy-3-(methylthio)benzaldehyde 
• 78335-76-9 3,5-dimethoxy-4-(methylthio)phenylacetonitrile 
• 78335-78-1 2,4-dimethoxy-3-(methylthio)-β-nitrostyrene 
• 78335-86-1 2-(2,4-Dimethoxy-3-methylsulfanyl-phenyl)-ethylamine 

Relevant articles and documents

Reaction of arynes with sulfoxides

A S-O bond insertion reaction of sulfoxides with arynes is reported. This reaction represents a rare instance of semipolar single bond insertion in aryne chemistry. The study of mechanism indicates that a sulfur ylide triggered by aryne is the key intermediate, which further transfers its methylene group to carbonyl compounds to give epoxides and thioethers through a sequential process.

Investigation of the scope and mechanism of copper catalyzed regioselective methylthiolation of aryl halides Dedicated to Professor Dr. Irina Beletskaya

Methylthiolation of structurally diverse aryl halides was accomplished under fluoride free conditions using catalytic amounts of CuI, and DMSO as the methylthiolation source. Optimization studies unveiled several varieties of promoters among which Zn(OAc)2 was found ideal. The analogous reaction with DMSO-d6 afforded corresponding deuterated aryl methyl thioether with 99% purity. Mechanistic studies revealed CuSMe as the active methylthiolation agent.

Method for orthometalation of a carbocyclic aromatic derivative bearing at least an electron donor group

The invention concerns a method for orthometalation of a carbocyclic aromatic derivative bearing at least an electron donor group, characterised in that it consists in reacting said carbocyclic aromatic derivative with an efficient amount of at least one alkaline metal in the presence of a compound of formula (I): RX, wherein: R represents a hydrocarbon radical having 1 to 20 carbon atoms which can be a saturated or unsaturated, linear or branched, acyclic aliphatic radical; a saturated or unsaturated, monocyclic or polycyclic cycloaliphatic radical; a saturated or unsaturated, linear or branched aliphatic radical bearing a cyclic substituent; and X represents a bromine or chlorine atom.

Reactivities of 2,6-dimethoxyphenyl methyl sulfide, selenide and telluride with their onium salts

2,6-Dimethoxyphenyl derivatives of sulfur, selenium and tellurium, such as MeΦE, EtΦE, [Me2ΦE]X, [MeEtΦE]X {Φ = 2,6-(MeO)2C6H3; E = S, Se, Te; X = MeSO4, ClO4, or PF6} have been

Sulfur analogues of psychotomimetic agents. Monothio analogues of mescaline and isomescaline

2 monothio analogues of mescaline and 3 monothio analogues of 2,3,4-trimethoxyphenethylamine (isomescaline) have been synthesized and characterized. Only the 2 mescaline analogues (3- and 4-thiomescaline) were found to be psychotomimetics in man, being 6