81499-30-1

Basic information

• Product Name: Benzene, 1-(methylthio)-4-(phenylmethoxy)-
• CAS NO: 81499-30-1
• Molecular Formula: C14H14OS
• Molecular Weight: 230.331
• Mol File: 81499-30-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(methylthio)-4-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(methylthio)-4-(phenylmethoxy)-(81499-30-1)
• EPA Substance Registry System: Benzene, 1-(methylthio)-4-(phenylmethoxy)-(81499-30-1)

Safety Data

• Hazardous Substances Data: 81499-30-1(Hazardous Substances Data)

Upstream product

• 260783-80-0 N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 
• 1073-72-9 4-hydroxythioanisole 
• 5271-38-5 2-methylmercapto-ethanol 
• 19578-68-8 4-(4-benzyloxyphenyl) iodide 
• 100-39-0 benzyl bromide 
• 624-92-0 Dimethyldisulphide 

Downstream Products

• 754226-40-9 4,4,5,5,-tetramethyl-2-[4-(phenylmethoxy)phenyl]-1,3,2-dioxaborolane 
• 21306-65-0 N-{[4-(benzyloxy)phenyl](methyl)-λ⁴-sulfanylidene}-4-methylbenzenesulfonamide 

Relevant articles and documents

Transition-Metal-Free and Base-Promoted Carbon-Heteroatom Bond Formation via C-N Cleavage of Benzyl Ammonium Salts

A facile and general method for constructing carbon-heteroatom (C-P, C-O, C-S, and C-N) bonds via C-N cleavage of benzyl ammonium salts under transition-metal-free conditions was reported. The combination of t-BuOK and 18-crown-6 enabled a wide range of substituted benzyl ammonium salts to couple readily with different kinds of heteroatom nucleophiles, i.e. hydrogen phosphoryl compounds, alcohols, thiols, and amines. Good functional group tolerance was demonstrated. The scale-up reaction and one-pot synthesis were also successfully performed.

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.

Palladium-Catalyzed ipso-Borylation of Aryl Sulfides with Diborons

A catalytic Miyaura-type ipso-borylation of aryl sulfides with diboron reagents has been achieved, providing arylboronate esters of synthetic use. The key conditions to transform inherently reluctant C-S bonds into C-B bonds include a palladium-NHC (N-heterocyclic carbene) precatalyst, bis(pinacolato)diboron, and lithium hexamethyldisilazide. This protocol is applicable to a reasonable range of aryl alkyl sulfides. Twofold borylation was observed in the reaction of diphenyl sulfide.