14846-66-3

Basic information

• Product Name: Benzene, 1-methoxy-4-[2-(methylthio)ethenyl]-, (E)-
• Synonyms: methyl 4-[2-(methylsulfanyl)vinyl]phenyl ether
• CAS NO: 14846-66-3
• Molecular Formula: C₁₀H₁₂OS
• Molecular Weight: 180.26668
• Mol File: 14846-66-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1-methoxy-4-[2-(methylthio)ethenyl]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-4-[2-(methylthio)ethenyl]-, (E)-(14846-66-3)
• EPA Substance Registry System: Benzene, 1-methoxy-4-[2-(methylthio)ethenyl]-, (E)-(14846-66-3)

Safety Data

• Hazardous Substances Data: 14846-66-3(Hazardous Substances Data)

Upstream product

• 62689-90-1 (E)-1-methylsulfinyl-1-methylthio-2-(4-methoxyphenyl)ethene 
• 624-92-0 Dimethyldisulphide 
• 250291-26-0 2-iodo-1-(4-methoxyphenyl)ethylene 
• 67-68-5 dimethyl sulfoxide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-11-5 4-methoxy-benzaldehyde 
• 121194-41-0 1-((E)-2-Benzenesulfonyl-2-methylsulfanyl-vinyl)-4-methoxy-benzene 
• 23462-73-9 triphenylmethylmercapto methylenephosphorane 
• 46188-84-5 1‐(4‐methoxyphenyl)‐2‐(methylsulfanyl)ethanone 
• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 82525-13-1 (Z)-2-(4-Methoxy-phenyl)-3-methylsulfanyl-propenal 
• 69491-47-0 5-(4-methoxyphenyl)pyrimidine 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 

Relevant articles and documents

ELECTROLYTIC REDUCTION OF 1-METHYSULFINYL-1-METHYLTHIO-2-ARYLETHENES AT MERCURY AND PLATINUM ELECTRODES IN ACETONITRILE

The electrolytic reduction of 1-methylsulfinyl-1-methylthio-2-arylethenes involves a cleavage of one carbon-sulfur bond, resulting in formation of E-1-methylthio-2-arylethenes in good yields, but not Z-isomers, in the presence of excess phenol as a proton donor.

A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides

The general catalytic synthesis of aryl and vinyl thioethers from readily available halides remains a challenge. Herein we report a unified method for the thiolation of aryl and vinyl iodides with dialkyl disulfides using visible light photoredox catalysis. A range of thioether products bearing diverse functional groups can be accessed in high yield and with excellent chemoselectivity. We demonstrate the versatility of this method through the expedient synthesis of a family of thioether-rich natural products. A detailed investigation of the photocatalytic mechanism is presented from both steady-state and time-resolved luminescent quenching as well as transient absorption spectroscopy experiments.

Mg-promoted stereoselective desulfonation of β-arylvinyl sulfone derivatives

β-Arylvinyl ρ-tolylsulfones, easily prepared from base-catalyzed condensation of aromatic aldehydes with a variety of ρ-tolylsulfones, were efficiently transformed to the corresponding (E)-β-substituted aromatic olefins in a stereoselective manner through Mg-promoted reduction. The reaction may be initiated through electron transfer from Mg metal to the vinyl sulfones to give the corresponding anionic species followed by stereoselective elimination of a sulfonyl group.

Desulfonylation of α-Methylthio-α,β-unsaturated Sulfones. A New Route to One Carbon Homologation of Aromatic Aldehydes

α-Methylthio-α,β-unsaturated sulfones 3 prepared from aromatic aldehydes 1 and sulfone 2 react with sodium hydrogen telluride in ethanol to undergo reductive desulfonylation to give vinyl sulfides 4 with certain extent of stereospecificity.A new route to one carbon homologation of aromatic aldehydes 1 to 5 is achieved by hydrolysis of 4 with titanium tetrachloride.